My Top Ten Sexual Encounters
AUTHORS NOTE:
I decided to make my last submission a selection of my life's ten best sexual encounters. Some of these were affairs that lasted for months and some for years. Others were memorable one night stands. Instead of going in chronological order I ranked the encounters according to the hottest ones beginning at number ten and working my way to number one. Over my lifetime dating back to 1959 when I turned 18 years old, I have had hundreds of sexual encounters with over fifty women. Being a leg an ass man, my best encounters included anal sex or girls with fine asses.
I did not include my four years in the Marine Corps from 1959 to a1963 as this period was covered in some of my other story submissions. The series Capri an Isle of Love and the sequels describes some of my pleasures while stationed in Naples, Italy for two years. The last of my tour was spent in Recon and not much happened during that time. Most all of my experiences were pleasant but these are the top ten.
INTRODUCTION
My age will range from 22 to 48 during the description of my encounters. The one thing that I pride myself on is staying fit through all those years and even today at age 69. I am 6'0" tall and have always weighed between 205 and 215, my current weight. In the early years I played softball, football and basketball. Eventually I shifted to the individual sports of tennis and golf. I am still an avid downhill skier and SCUBA diver and I am still taking martial arts classes. In addition I make it to the gym at least three days a week and I am a ski instructor at a local ski area in the Midwest.
I love to travel and although not fluent, I am very comfortable with the Spanish, Italian, and French languages. I am also currently studying Mandarin Chinese. I enjoy reading and the arts and I am a frequent live theater attendee. I have traveled to Spain, Italy, France and the UK over the years as well as some of the best SCUBA diving spots in the Caribbean and best ski mountains in the U.S. and Europe. Some of my other story submissions to literotica speak to my experiences in other countries and islands as well as at home in the states. I served four years in the Marine Corps and I was honorably discharged in 1963.
I will begin the story with number 10 in the best of all time sexual encounters and work my way up to number 1. The story is long about 90 MS-Word pages so you may not want to read it all at once. Also there will be some redundancy in the description of sex acts, after all how could there not be. I had my favorite positions and activities and they were often repeated with different partners. This is my final submission to Literotica so I hope that you enjoy it.
NUMBER 10 - PAM
I selected Pam as number 10 mainly because of her kinky and strange behavior at times. She was an attractive woman of 28 years old and I was 31 at the time. It was 1972 and I was working for a manufacturing company in the Midwest at the time I met Pam. Actually she sought me out after seeing me in my softball uniform one evening. She was a little heavier in the hips and thighs than I normally liked but her sexual behavior overshadowed that.
Pam worked in a different division in our company and I met her one night at the bowling ally. Pam was definitely the most adventurous lover that I had sex with to that point since moving to Ohio. She liked to take risks and seemed to thrive on the possibility of getting caught. Pam was engaged to be married and the idea of her fucking around on her fiancé seemed to turn her on.
Our company had a bowling league that met every other Tuesday evening, which I also participated in. After bowling many of us adjourned to the lounge for drinking and dancing. It was in the lounge that I met Pam. I walked in and sat down at the tables that the guys had pushed together and Pam sat right next to me. I had seen her in the league but I had never actually met her before that night. I introduced myself to Pam and she was definitely hot to trot. I couldn't help but notice her engagement ring but that didn't keep her from coming on to me. Some of the people at our tables started dancing and I asked Pam if she would like to dance. She enthusiastically accepted and within seconds we were slow dancing on the dance floor. Pam held me tight and pushed one of her legs between mine. You couldn't have passed a ray of light between us because of how close we were to each other. My cock stiffened in my pants and it rubbed along Pam's thigh. She clearly felt it and moved her hips even more seductively and rubbed against my cock.
When a faster song came one I suggested that we take a short break. Not that I don't like to boogie but my pants were straining against my hard-on and I was thirsty. We returned to the table and I poured us a glass of beer from the pitcher. As we were talking and drinking, Pam asked me if I could give her a ride home as she had come to the alley with her girlfriend who already had left. I agreed and we finished our beers and then I took her home. When we got to Pam's apartment she invited me to come in which I thought was odd because she was engaged. Once inside she offered me a drink and then we sat together on her sofa.
"You know I could feel you against me tonight when we danced," Pam told me.
I laughed and replied, "Yes well we did dance pretty close and I could feel your body as well."
"I meant that I could feel your cock rubbing against my thigh. It was obvious that you were happy to be with me," Pam said with a very sultry look.
"I enjoyed dancing with you Pam. Where do you want to take this? Would you like to see my cock?" I asked testing her.
Then I reached for her, pulled her toward me and we embraced and kissed. Pam ran her tongue deep into my mouth and I thought that this was one hot lady. I rubbed Pam's tits through her blouse and she stroked my erect cock through my pants. I unbuttoned her blouse and removed it from her body then I unhooked her bra letting her medium size firm tits spill into my hands.
"We shouldn't do this my fiancé is coming over tonight," Pam said unconvincingly and then she kissed me again.
We kept kissing and I played with her tits and nipples. Then I moved my mouth down to suck on Pam's tits. As I sucked on her tits and nibbled lightly on her nipples, I unbuckled her belt and slid it off her slacks. Then I unfastened her slacks and unzipped them. I stood up off the sofa and I pulled Pam's slacks down and off her legs. She didn't resist at all, in fact she lifted her legs to help me. Then I hooked my fingers in her panties and slid them down and off her legs.
"We really shouldn't, Rob will be here any minute," Pam said as if she was convincing herself.
At that point I didn't know whether to believe her or not but we were too far along to stop now. I leaned over to kiss her creamy thick thighs. She gasped aloud at the touch of my lips to her naked skin. I sensed that she was struggling with the decision on how far she should let this go. I could smell the sweet aroma of sex that was given off by her pussy as my face moved closer to her crotch. I lifted Pam's legs to my shoulders and kissed her inner thighs just below her pussy. She groaned with pleasure as she reached down with her hands to control my head. Pam faked trying to keep my head from reaching her pussy but I tickled her outer lips with my fingers and then let them slip inside her vagina.
Pam was so wet that two of my fingers slid in easily and she consciously relaxed her grip on my head. I moved my mouth toward her and closed over her pussy shoving my tongue into her wetness. Pam cried out and grabbed my head again but this time she held it tight to her quim. I lapped at her pussy as I fingered her with two fingers. Then I spread her pussy lips apart and located her throbbing clit peeking out from its protective hood. Pam was really excited as her erect clit looked like a teeny dick sticking out. I sucked on her hard clit and she bucked her hips up into my face. I reached under her and cupped her shapely ass cheeks in my hands as I drove into her pussy with my tongue and nibbled on her clit. Pam had a big ass but it was round and firm.
"Oh shit, I'm cumming. Hold me, please hold tight," she screamed as she lost it.
The climax rocked her body and I held on for dear life as she thrashed, twisted and bucked all over the sofa. I kept right on eating her pussy and I held onto her shapely ass as she thrashed about. Pam slowly calmed after her intense orgasm and I continued to lick her until her pussy was dry. As we lay on her sofa I continued to lick and kiss her bare thighs as she ran her hands through my hair.
"Oh that was something I really came hard. Thank you, thank you!" she murmured and then added, "But you have to go Rob will be here any minute now."
There was no way I was leaving now without getting my rocks off and if Rob showed up while I was fucking his fiancée, so be it. Pam watched me as if she was in a trance as I pushed my pants down to my knees and my rock hard cock leaped out. I moved between her thighs and placed my cock at the entrance to her cunt. She shivered in anticipation. I eased her back down on the sofa and proceeded to feed my thick cock to her.
"Oh we mustn't, we shouldn't, it is not right, Rob will be her soon and then oh yes, oh it feels so good, oh, oh, fuck me, yes fuck", she cried.
I slid in and out of her pussy slowly allowing her to adjust to my size and continued to go deeper with each thrust until I was buried balls deep in her pussy.
"Oh my I have never been so full of cock, fuck me, make me cum, make it last forever", she cried out.
I pounded her pussy making sure that my cock was in constant contact with her clit. Pam had multiple orgasms as I fucked her. She had nice firm tits with rock hard nipples that extended a ½ inch. I twirled the nipples in my fingers and then leaned over taking one then the other in my mouth.
She went wild telling me. "Oh yes, suck my tits, suck my nipples, fuck me good!"
I could feel my balls start to tighten and I knew it wouldn't be long before I filled her pussy with my cum. Pam stiffened and then had another violent orgasm.
She yelled, "Hold me, please hold me, I'm cummmming!"
I reached around behind her and pulled her toward me as she shook and trembled throughout her intense orgasm. As she was cumming so did I and I fired a barrage of cum into her pussy. As she started to recover I laid her back down on the sofa and slowly fucked her as my cock softened. My cock was swimming in her cunt; there was so much of my spunk in there mingling with her own juices.
"Oh you filled my pussy up with your cum. Please go now, Rob is on his way here," Pam said again.
I pulled my underwear and my pants back up and re-dressed. I took another sip of my drink and then I told Pam that I would leave now. I walked to her door and she quickly got up and followed me. She stood in her doorway naked and kissed me goodnight as I left. It was as if she wanted to be seen naked. Then she closed the door behind me and I could hear the lock being turned in the door. I made my way over to my car and I did not see anyone in the parking lot. I wondered if Pam's fiancé was really coming over that night or was this just part of Pam's fantasy or game playing.
I drove back to the bowling alley to see if anyone was still hanging out. There were a few stragglers so I joined them and had a few drinks before heading home. A couple of them teased me about being gone for awhile after I took Pam home. I told them I had some errands to run after I dropped her off, as there was no point in telling them about Pam and me fucking each other.
PAM'S PURSUIT
I thought that my date with Pam was one night stand and that I wouldn't make it with her again. However she pursued me and we ended up spending a lot of evenings together. One night after bowling we went out with Manny and Cindy. Manny had heard about this group playing at another lounge so the four of us went there. I followed Pam home so she could drop off her car. We had a good time dancing and we enjoyed the group playing at the lounge. Afterward I drove Pam back to her apartment and she had me park in a secluded part of the lot.
"Rob is here, I saw his car in the lot," she said.
"Here we go again," I thought to myself.
"Since we can't go in," Pam said as she reached for my belt buckle.
Pam unbuckled my belt and then unfastened my pants. I lifted my hips and she pulled my pants and underwear down below my crotch. My erect cock caught in the waistband of my underwear and then bobbed in front of me as it cleared the waistband. That seemed to turn Pam on.
"Oh ho, someone is happy to see me," she said as she reached for my cock.
Pam then lowered her mouth to my cock and deep throated me taking as much as she could on her initial descent. She had a marvelous technique of swirling her tongue around my cock while it was in her mouth. Pam's head bobbed up and down on my cock and I felt my orgasm building in my balls. I opted not to warn her that I was about to cum. Pam sucked my cock with enthusiasm as she tickled my balls and perineum. I felt my semen travel the length of my cock and shoot into her mouth. Pam sucked and swallowed as fast as she could, not missing a single drop of cum. Pam kept sucking me keeping me hard long after I finished cumming in her mouth.
"I need to sit on your dick," she said.
We scrambled into the backseat of my car and Pam reached under her skirt and removed her pantyhose and panties. Then she straddled my cock and serviced herself. I was pinned to the car seat so Pam did all the work. She rode my cock through multiple orgasms until I came again. Then she stopped moving and placed her head on my shoulder and eventually calmed down after cumming several times.
"I better get inside, Rob is probably wondering where I am," Pam said.
She got out of the car and just carried her pantyhose and panties with her. I watched as she walked across the parking lot and I envisioned cum running out of her pussy and trickling down her inner thighs. If Rob was there would she kiss him with the taste of cum still in her mouth? Would he eat her pussy with my seed still in her cunt? Or was he even there tonight or was it just another game that Pam liked to play? I would never know but it was fun to speculate.
Pam and I saw each other once a week for the next several months. She seemed to like to take chances and we had sex in public places a couple of times. Once I had to drive her to pick up her car at the service center and it wouldn't be ready for another hour. Instead of waiting in the customer waiting room we fucked in my car in the dealership parking lot. Another time she sucked my cock and I ate her pussy in my office. Once we fucked in the exercise facility at her apartment complex and then fucked again in the steam room. Pam was always acting worried about getting caught by Rob but he never seemed to materialize. I still think that it was all part of her fantasy.
THE HOTEL ROOM
One night Pam called me and asked me to meet her in a hotel room not far from her apartment. I agreed to see her that night so I drove over to that hotel. Pam answered the door and she was dressed in white panties and a sweater bra. I had never seen a sweater bra before but it was kind of sexy. Pam told me to come in and then she turned and walked back into the room. As Pam walked away from me I looked at her big round ass and fleshy thighs. Pam was a little heavier in her ass and thighs than I normally liked but she was so solid that it didn't bother me. As I looked at Pam's big round curvy ass I decided to try and fuck her ass that night. I walked in the room and Pam began unbuttoning my shirt.
"I can undress myself," I offered.
"But it's more fun when someone does it for you," she replied.
Pam unbuttoned and removed my shirt. Then she kissed me and worked her way down my body kissing my chest down to my waist. Pam then unbuckled my belt, unfastened my pants and pulled my pants down my legs. I slipped off my loafers and then lifted one leg at a time so that Pam could pull my trousers off. Pam then removed my socks before returning to my underwear. My cock was rock hard in my briefs and Pam ran her hand over the outline of my cock in my underwear. She looked up at me and smiled. Then she hooked her fingers in the waistband of my briefs and slowly pulled them over my pubes. Pam made sure that my cock got caught in the waistband as she seemed to like to see it spring out. Pam pulled my underwear as far down as she could without freeing my cock. Then she finally pulled the briefs clear and my cock sprung out into her face. She smiled as it bobbed in front of her.
"I can see that someone is happy to see me again," Pam said as she always did when my cock bobbed around in front of her.
Pam then pulled my briefs all the way off and I stepped out of them. Then she surprised my by standing up and going over to the bed. She flopped down across the bed and began watching television.
"Oh I want to see this show," she said.
Well I was having none of that and I assumed that it was just another game she was playing. I walked over to the bed and I grabbed her panties and yanked them off her body. I left the sweater bra on her as she actually looked sexier partially clothed. I lifted her up by her hips and I ran my tongue along her pussy lips. Pam cooed as my tongue found its way into her pussy and then located her clit. I spotted some lotion on the table next to the bed so I took it and put a lot of it on my hand. I rubbed the lotion into the crack of Pam's ass and then I slipped a finger into her asshole. I began to finger fuck Pam's ass with my index finger and then I pushed my middle finger and ring finger into her pussy. I finger fucked her pussy and ass at the same time with my three fingers.
"Oh that feels good. Imagine what a tongue would feel like in there," she said and then added, "I douched my pussy and my ass tonight in case you want to put your tongue in there."
It had been awhile since I rimmed a girl's asshole but I was in the mood for some anal sex and I went for it. I grabbed Pam's fleshy ass cheeks and pried them apart so that I could get a good look at her rosebud. I ran my tongue around the rim causing her to gasp. I moved my tongue from her ass to her pussy and back again driving her wild. True to her word, her ass was clean and smelled fresh. Pam began cumming and her hips rotated as she moved her big ass around. I fastened my mouth to her pussy and clamped onto her clit. Pam screamed in orgasm and then her body flattened on the bed. I was about to shove my cock in her pussy when she rolled over.
"I want you to fuck me like this," she said as she raised her legs back to her shoulders, "I want my legs on your shoulders as you drill me with your cock."
I got up and stood on the bed and lowered my cock into Pam's pussy. Pam placed her legs on my shoulders and I leaned forward over her. I placed my hands on the bed above Pam's head for balance and I drilled her pussy from above. I fucked her hard and fast as she was really into this position. I felt as if we were filming a porn movie. I had never fucked anyone in this position before but I was getting into it and I let her have it. Pam was groaning and moaning as she had a string of orgasms as I pounded her pussy.
"I want to see you shoot. I want you to cum on me. Aim it at my face," Pam said with her voice cracking.
I felt my balls tighten and I knew I was close. I pulled out of Pam's pussy and stood above her as I started to cum. I aimed my cock at her face and fired streams of cum at her. The first couple of streams hit her hair, face and neck and ran down over her tits. Then as my ejaculation slowed, ribbons of cum covered her abs and pubes.
"Oh look at it all. Cream me, cover me with your cum," she called out with her voice cracking in her desirous state.
Pam then scrambled to a sitting position and took my cock in her mouth. She sucked me dry as she gently squeezed my balls. I finally couldn't stand on the bed any longer so I flopped down along side of her. Just then the telephone rang. Pam answered the phone as I lay on the bed.
"Now Rob I told you that I needed some time to myself. I just have to think about things. No you cannot come up," Pam said into the phone.
"I told you I called my daddy and he told me to stay at the hotel. He paid for the room for me so that I can deal with my issues. Now you just go home and I'll talk with you in a few days," Pam said and then hung up.
The phone rang again and Pam answered it. Once again she chastised Rob for calling her and being a pest. I told her to call down to the front desk and tell them to hold all her calls. Pam did that and the calls stopped. I knew that the hotel would not give out the room number and that her fiancé would probably just stop trying to reach her.
"How did he know you were here?" I asked.
"Oh he probably saw my car in the hotel parking lot," Pam replied.
That told me that she had done this before. The mood had been temporarily broken but now I was ready to take her ass. I pulled her toward me and our bodies meshed together and I felt the wetness from my semen. I lifted Pam's sweater bra off her body and rubbed her sensitive tits.
"Have you ever been fucked in the ass?" I asked her.
"Yes," she admitted, "But with Vaseline."
I smiled at Pam and put her on all fours. She turned her body so that she could watch herself in the mirror. She was sideways to the mirror on all fours when I began to grease up her asshole. I applied more lotion to her ass cheeks and then I added more to her asshole. I fingered her asshole with my little finger than a larger one and finally my thumb with my middle finger stroking her enlarged clit. Pam raised her hips slightly so that I could get to her pussy easier and by doing so she accentuated her shapely ass. My thumb was snug in her ass and my cock was throbbing again.
"Are you getting me ready for your big cock?" Pam asked as she watched us in the mirror.
I answered her by removing my thumb, kissing my way down her arched back as I fondled her curvy buttocks with my hands. I planted kisses on her ass cheeks and tickled her pink hole with my tongue. She gasped out loud as I rimmed her again that night.
I backed off and asked her if she was alright to which she wiggled her ass and told me to keep tonguing her bottom. I lifted her hips up a little higher and gently spread her ass cheeks wider and lapped around her bung hole. I penetrated her rectum with the tip of my tongue and I heard her breathing become shallow and labored. I slipped my tongue in as deep as I could and Pam went wild. Her body shook with convulsions as she had yet another intense orgasm. I held on to her hips with my tongue buried in her ass as she bucked and trembled.
I then moved behind her and eased my cock into her well prepared asshole. Pam had totally relaxed and it took her awhile to realize that the head of my cock was now in her ass. I had added more lotion along with my saliva making my dick very slick.
"Not too deep at first it's been awhile. Let me get used to it then you can go deeper but slowly," she coaxed.
I fed it to her a little at a time probably no more than a quarter or half inch. Each time I allowed her to adjust to the thickness and deepness of the penetration. It seemed like hours before my cock was fully lodged in her ass. Once I thought she was comfortable I started fucking her ass, first with short stokes and then longer ones.
I was very turned on as I watched my cock saw in and out of her big beautiful ass. Pam had her head turned to the side of the mattress and she was gripping the bed sheets with both hands as I fondled her shapely buttocks and plowed into her. I spotted Pam's engagement ring on her hand as she gripped the bed covers. I wondered what her fiancé would say if he could see her now with a big cock up her ass. I could feel myself on the verge of another big orgasm and it felt like it started in my toes. All of a sudden it let loose and I filled her asshole with cum. My cock seemed to swell up bigger than ever and it seemed that my sperm had no where to go.
I kept slowly fucking her ass until my cock started to soften. Pam's ass involuntarily was milking my cock draining it of all my seed. When my cock slipped from her asshole with an audible pop, my cum shot out and ran down the back of her legs and over her pussy. It looked like Pam was shooting cum out of her ass. She collapsed face down on the bed and I lay down along side of her. We were drained and exhausted. I stroked her buns lovingly as we lay quietly.
Pam said, "Not in my wildest dreams would I have ever thought that someone would fuck me in the ass and that I would enjoy it. I didn't like it the first time I was butt fucked but you made it very enjoyable. Will you be able to fuck my ass again before you leave?"
After we rested I was able to fuck her ass again but it took a very long time for me to cum. I did manage to shoot my third load of the night into her ass again. Pam told me that she had never felt so full and it was a feeling of giving complete control to someone else. Pam thought that being fucked in the ass was the ultimate in submission and she felt totally dominated.
I showered, dressed and said goodnight to Pam who was content to lie on the bed face down with cum oozing from her ass. She didn't get up when I left so I just patted her on the ass and told her what a great ass fuck she was. I walked down the stairs to the lobby and as I walked through the lobby I noticed a guy sitting in one of the soft chairs. He eyed me suspiciously as I left the hotel. I thought to myself that must be Rob, poor guy.
That was the last time that Pam and I got together. She eventually took another job and I never did see her or hear from her again. I don't know if she ever married Rob but for his sake I hoped not.
NUMBER 9 - PEGGY
I met Peggy in 1976 when I went to work for a small family held company. Working for a family run company was a mistake but meeting Peggy had its rewards. I only stayed with the family run business for three months and then I accepted a position running a data center for a large computer company. In the three months I was at the small company, I had a memorable affair with Peggy my boss's secretary.
I first met Peggy when she greeted me in the reception area on the day of my first interview. When she walked in I thought that she looked like a very sexy young woman. She was wearing a light pink shear blouse with tight white slacks. Peggy was small breasted, almost flat chested but she had solid looking legs. She looked to be about 5'5" tall and couldn't have weighed more than 110 pounds. She had long brown hair and dark brown bedroom eyes.
She smiled at me and spoke softly, "Are you Walt?"
"Yes I am," I answered.
"Hi, I'm Peggy. Please follow me," she said and then she turned to lead me to the Controller's office.
I thought about the old cliché, "I'd follow you anywhere," as I walked behind her. I noticed that the back of the blouse was totally see-through and that she was not wearing a bra. Then my eyes drifted down to her fabulous ass framed in her tight white slacks. She was definitely one hot young woman. When we got to the Controller's office I checked out the front of her blouse. There was enough of a pattern on the blouse so that it was difficult to see her small tits through the material. However the darkness of her nipples did contrast with the pink blouse.
I accepted the position days later and I was already thinking about Peggy and if she was available. I befriended a colleague named Frank at the office and he was dating a girl named Judy who happened to be a good friend of Peggy's. One Friday, Frank came in and told me that Peggy's date bailed out on her and he asked if I would be interested in going out with the three of them. I jumped at the chance to be with Peggy even though I knew it was somewhat risky since she was my boss's secretary. I picked Peggy up at her place and then drove over to Frank's house; we left my car there and Frank drove. That night the four of us then went out for dinner. Peggy wore a very tight mini skirt that showed off her shapely legs and curvy ass.
After dinner we went to this dance club where they had a good DJ. We grabbed a table, got some drinks and danced to songs that we liked. Peggy loved to dance and during the fast songs she really got into it. On a few occasions she moved her body in such a way that it caused her skirt to ride up and her panty covered crotch peeked out.
The evening was moving fast and we were having a lot of fun. As it got later we danced to a couple of slow songs before we called it a night. As I was dancing with Peggy she moved her hips side to side across mine. She was a very sexy dancer and I soon had a very noticeable erection. Peggy pressed her loins into mine and smiled at me.
"I can see that you enjoy dancing with me," she whispered in my ear as she ran her hand over my crotch.
"Yes I do and you seem to bring out the best in me," I whispered back and then tongued her ear.
I felt Peggy shiver slightly as my tongue dipped in her ear and then she whispered to me again, "But the best is not out yet, maybe later," she teased.
I looked over at Frank and Judy dancing and they were locked in an embrace and a deep kiss. I turned my attention back to Peggy and then kissed her. She returned my kiss enthusiastically and plunged her tongue deep in my mouth. The four of us continued to dance as long as slow songs were playing. When the DJ returned to the faster songs we decided to leave and go back to Frank's house.
Frank was driving and Judy sat close to him in the front. Peggy cuddled up to me in the back seat as Frank headed for his house. Peggy and I began to kiss in the back seat and I ran my hands over her upper body. I massaged her firm little tits through her blouse and she gasped in my mouth. Peggy then turned toward me, sat sideways and draped her legs over mine. Her skirt rode up and I could see the white crotch of her panty. I ran my hands over her legs and touched the bare skin above her hose. She trembled slightly but held me tighter and whispered to me.
"Take my panties off and play with my pussy," she told me.
I was surprised by her request but I knew that I heard her correctly. When she said pussy it really sounded so damn sexy. I moved my hands up under her skirt and grasped the panty waistband. As I tugged them down her shapely legs Peggy lifted her hips slightly. I peeled them all the way down and off her legs. Before I fingered her pussy I just had to feel her firm ass. I reached under her and grabbed both of her firm round ass cheeks in both hands and molded them with my fingers. My cock was straining and was ready to burst through my pants.
"You like my ass, don't you?" she whispered.
I whispered back, "I love your ass!"
I released Peggy's curvy ass and slid one hand between her legs. I touched her pussy and I found it to be sopping wet. My finger entered her easily and she emitted a slight gasp at the penetration. I worked a second finger in her pussy and stroked them in and out. Peggy was going wild and she was breathing deeply into my mouth as we kissed. I let my middle finger slip out of her pussy and touch her anus. Peggy stiffened in my arms and then wiggled her ass as if she was giving me permission to explore her ass.
I pushed my moistened middle finger in her asshole and then located her clit with my thumb. I wiggled my finger in her ass and pressed my thumb against her clit. Peggy was bucking her hips slowly against my hand and kissing me deeply. I thought that she might cum any minute but at that moment the car pulled into Frank's driveway.
"Okay everyone we're home now," Frank announced.
I looked up front just in time to see Judy sit up straight. Apparently she had been playing with and sucking Frank's cock during the ride home. Peggy swung her legs around to sit straight and she adjusted her mini skirt. I handed her panties to her and she quickly put them in her purse. Up front Frank was obviously pulling up his zipper and fixing his trousers after he parked the car.
"Who is up for a nightcap?" Frank offered.
We all went in the house and gathered in the family room. Frank brought in some cordials and the four of us had a nightcap. It wasn't long before Frank and Judy were necking again but this time they excused themselves quickly and headed up to Frank's bedroom. Peggy was nervous about being in the house with Frank and Judy being right upstairs so I offered to take her to my apartment. Peggy smiled and told me she would love to see it.
We drove to my apartment and in what seemed like seconds Peggy and I were naked in my bed. Peggy then lay on her back, splayed her legs and pulled back the folds of her vagina.
"Here eat my pussy, please eat my pussy," she pleaded.
I rolled over and got between her legs. I put her thighs on my shoulders and lowered my mouth to her pussy. I took one slow lick as I flattened my tongue on Peggy's mound. It felt so smooth and warm and I knew I had achieved the desired effect from her moan I know that Peggy enjoyed it. I enjoyed the taste of her and I kept licking and eating her. I pointed my tongue and burrowed into her pussy as it parted her labia my tongue was rewarded with the exquisite taste of her juice.
Peggy was obviously enjoying what I was doing as she reached down with both hands and spread herself wide making it so much easier for my tongue to explore her pussy. My tongue explored all of her as my mind took notes of what seemed to turn her on. Peggy was breathing rapidly and she moaned softly whenever I got near her hard pearl. As I searched out her hard clit still just barely hidden she tensed and began to quiver. After I felt like I had teased her opening as much as I could with my tongue it was time to see her reaction when my tongue finally touched that pearl.
I burrowed my tongue as deep into her as I could and then I just sort of licked and sucked my way up. When I got to her pearl I used the very tip of my tongue to push back the little hood. I was truly amazed at its size. I flicked my tongue over it once and then used the tip to explore the folds of flesh on either side of it. Peggy was now moaning and she used her fingers to pull her hood back as she arched herself so that her pearl stuck out even further like a little cock. I nuzzled it with my nose taking in her scent and I licked it once more before I took it between my teeth and gently nibbled it.
Peggy went wild and started bucking and moaning loudly. She let go of her own fleshy hood and pulled my head to her pussy as she cried out in ecstasy. I sucked her clit as deep in my mouth as I could and Peggy humped my face for all she was worth. I was excited that I was able to get her that excited and I sucked harder and played with her wonderful clit with my lips, tongue and teeth. I don't know exactly how many times Peggy came but she finally pushed me away as she collapsed on the bed, her body in spasms.
I lay next to her and stroked her body my hands moved freely over her firm small tits and pussy mound. I tweaked her hard little nubs as they pointed straight out from her breasts. She rolled toward me and embraced me and yelled for me to hold her tight.
"Hold me, oh please hold me," she pleaded as her orgasms and spasms continued.
As we lay there for awhile talking, Peggy started stroking my cock. Peggy added some saliva from her mouth as she kept stroking my cock. Next Peggy straddled my body and lowered herself onto me as she held my tool and aimed it at her vagina. My hard cock slid easily into her womb and she emitted a small gasp as it filled her hole. Peggy rocked back and forth on top of me as I held on to her curvy ass. I stroked her ass cheeks and molded her firm buttocks in my hands as she picked up the pace fucking herself with my dick. Peggy started moaning as she fucked faster and faster. I sensed her pending orgasm and then she yelled out.
"I am going to explode. Oh, Oh hold me, please hold me tight," she screamed.
Peggy collapsed on top of me her body quivering from the intensity of her orgasm. I could feel her juices coating my cock as it remained buried in her womb. I too exploded with my first load of the night and I flooded her pussy with my semen. It took a few minutes for her to regain her composure and she just lay on me and cooed. Eventually she rolled off of me and lay on her back next to me. I was still hard so I rolled over on her pushing my cock back into her pussy. I fucked her until she pleaded with me to give her pussy a rest.
I pulled out of Peggy and then rolled her over on all fours. I slipped my cock back into her pussy and pounded her from behind. I loved looking at her shapely ass as I fucked her and I even thought about fucking her in the ass. However I didn't want to push her too fast so I resolved myself to focus on her pussy. I massaged Peggy's beautiful ass I fucked her doggy style until I came in her pussy for a second time. Peggy had her head turned to the side and emitted soft sounding murmurs as I emptied my balls into her twat. I pulled my softening cock from her and then flopped down next to her on the bed.
"I think I need to get cleaned up and dressed. I have an appointment in the morning," she said and then asked. "May I use your bathroom?"
"Of course, in fact I'll shower with you," I replied.
We both showered together and washed each other but avoided having anymore sex that night. Afterward we got dressed and I drove Peggy home. I wondered what type of appointment that she had on a Saturday morning that she couldn't cancel but I never asked her. I was pleased with the way the evening had turned out and I hoped that there would be more.
SATURDAY SURPRISE
I was sitting in the living room when the doorbell rang and for some reason I expected it to be Frank. I was wrong but pleasantly surprised when it was Peggy. I invited Peggy in for coffee and she willingly accepted. We went into the apartment and I pored us both a cup of coffee. We sat at my kitchen table sipping coffee and chatting for several minutes. She decided to come and see me after her appointment that morning as my apartment was close by. We chatted for awhile and then I though to ask her if she would like to hang out that day.
"Peggy is there anything in particular that you would like to do today? Have lunch?," I offered.
She smiled demurely and blushed slightly when she replied, "I would like for us to make love before anything else."
"I want us to undress each other and I want to undress you first," she added.
Undressing me first would be easy since I was only wearing sweats. Peggy stood up from the chair and walked over to me. Then she pulled my sweat shirt up and off my body. I stood up as she dropped to her knees in front of me to lower my sweat pants but first she removed my athletic shoes and socks. Peggy then took hold of the sweat pant waistband and slowly pulled them down my legs. By this time I had an erection and it sprung out at her as she lowered my pants. My cock dangled in front of her face as she removed my sweat pants from me one leg at a time. I stood completely naked in front of her with my cock just inches from her face.
Peggy took my cock in her mouth and sucked it gently. She licked all around it and ran her tongue up and down the shaft. Peggy was a very accomplished cocksucker and I knew that I would soon blow my load. She sucked me deep into her mouth and swirled her tongue around the shaft of my cock. I felt my orgasm building and I warned her that I was going to cum soon.
"I am going to cum soon Peggy," I cautioned.
She took her mouth of my cock and looked up at me with those deep brown eyes and replied, "I want you to cum in my mouth I want to taste your cream Walt."
Peggy returned her mouth to my cock and resumed sucking it until I exploded in her mouth. She continued to suck my cock and swallow every drop until my cock was drained dry.
"Oh Walt I love your cream. It is so tasty and so much of it," Peggy sighed as she licked her lips.
Peggy then stood up still fully clothed and lifted her face up to me to be kissed. I kissed her and held her in my arms and then I began to undress her. I dropped to my knees, unbuckled her belt and unfastened her jeans. I pulled the jeans down her legs stopping to remove her shoes and anklets. Then I pulled her jeans all the way down and off her shapely legs. I then took hold of her panties and slowly peeled them down and off her legs. Peggy was trembling slightly and had goose bumps on her skin. I held her panties up to my nose and inhaled the smell of her femininity. Peggy gasped at the action. I reached behind Peggy and grasped her firm shapely ass in both my hands and pulled her toward me. She gasped again as I kissed her loins and fondled her ass cheeks. I could smell her sweet sex but I held off on licking her pussy.
I stood back up and I lifted Peggy's sweater up and removed it from her body. Then I reached behind her and unhooked her bra. I was beginning to harden again and my semi-erect cock brushed against her thighs. I slid the bra straps slowly down her arms baring her small firm breasts. Her nipples were rock hard and I couldn't resist tweaking them a little which caused Peggy to moan softly. I then turned her around so that her back was to me and I reached around and cupped her firm tits in my hands. I played with her tits and nipples as I kissed the back of her neck. My cock was now fully erect again and it brushed against her buttocks as I fondled her.
I started a slow gradual descent down the back of her body kissing her neck, shoulders and back until I knelt behind her. When I reached her buttocks I planted kisses on both ass cheeks and tickled her crack with my tongue. Peggy couldn't take anymore of my teasing so she turned her body toward me, grasped my head in both hands and pulled me against her pubes. I found her pussy with my tongue and I grabbed both of her ass cheeks as I began to lick her pussy. Peggy gasped aloud as my tongue found her clit and she held my head tightly as she experienced a mild orgasm. Her body shook and she seemed to hold onto me for balance.
"Oh Walt I need to lay down. Can we go to your bedroom?" she said breathlessly.
I guided Peggy into my bedroom and over to my bed. She immediately splayed her legs and welcomed me back to her pussy. I burrowed my tongue as deep into her as I could and then I just sort of licked and sucked my way up. When I got to her clit I used the very tip of my tongue to tickle it. I flicked my tongue over it once and then used the tip to explore the folds of flesh on either side of it. Peggy was now moaning and she arched herself so that her clit stuck out even further like a little cock. I licked it once more before I took it between my teeth and gently nibbled it.
Peggy went wild and started bucking and moaning loudly. She pulled my head to her pussy as she cried out in ecstasy. I sucked her clit as deep in my mouth as I could and Peggy humped my face for all she was worth. I was pleased that I was able to get her that excited and I sucked harder and played with her wonderful clit with my lips, tongue and teeth. I don't know exactly how many times Peggy came but she finally begged me to stop as she collapsed on the bed, her body in spasms.
I was not done with her however so I eased my dick into her pussy and began to fuck her slowly. Soon my cock was sliding easily in and out of her and we picked up the pace. Peggy wrapped her arms around my back and her legs around the back of my legs. She arched her back as she humped me hard and fast and I made sure that my cock stayed in contact with her clit as I plowed her cunt. We fucked hard and long working ourselves toward an exhaustive state. I could feel my orgasm building but I did not want to cum before Peggy and I was relieved when I felt her tense up.
"Walt, hold me, hold me, I'm coming, oh, oh, oh" Peggy screamed as she reached her crescendo!
She tensed up wrapping her arms around my back and her legs around the back of my legs in a vice like grip. I held her trembling body tight and I could feel her drench my cock with her pussy juice just before my own intense orgasm. I could feel it building in my balls and then I exploded filling her with my man seed. It seemed endless as I fired round after round of hot cum into her pussy.
I remained still with my cock still in Peggy's pussy as she uttered unintelligent moans and sounds and her body quivered. Her vagina muscles were involuntarily squeezing and releasing my cock, milking all the juice out of it. My deflated cock slipped from her vagina and she flinched as cool air touched her opening.
"Oh that was incredible. You are a very good lover, Walt," she sighed.
"Well you are too and I really enjoy making love to you," I replied.
"I need to rest for awhile, my body aches so," she said softly.
"I'll tell you what, let's take a shower," I suggested.
Peggy and I showered together and I massaged her firm body as we washed. As I washed her I paid a lot of attention to her ass. As I ran my hands between her legs washing her pussy and her bottom, I slipped a very soapy middle finger into her asshole. Peggy gasped at first but then she just wiggled her bottom and smiled at me. I covered her body with shower gel telling her that it would help soothe her muscles. I also put shower gel in her ass and pushed my finger back in her bung hole. After showering we dried each other and then I gave Peggy a sweat shirt to wear. She looked so sexy with the sweat shirt just covering her pussy and ass with her shapely legs on display that I felt my cock stir again.
"Walter can we go back to your bed now?" she asked in a sultry tone.
"Of course we can," I told her.
As we walked to the bedroom I watched Peggy with her shapely legs below the sweat shirt. I could also see the slight curve to her ass. I felt my loins stir again as we approached the bedroom. Once inside Peggy stripped off the sweat shirt and flopped down on my bed face down.
At this point I was anxious to get at her ass all the while wondering if she would let me fuck her in the ass. I moved her to all fours with her ass elevated and she placed her head on the mattress turned to one side so she could see me. I started playing with her pussy and her curvy ass lubricating her asshole with her own cunt juice. Then I grabbed the lotion from my bedside and put an ample amount in her asshole. Peggy moaned and cooed as I fingered her pussy and her asshole simultaneously. I tired to get her asshole slick enough so that I could fuck her ass.
When Peggy didn't reject my probing I realized that she was going to let me fuck her in the ass. I put an ample of amount of lotion in her asshole coating the tiny puckered opening of her anus and lubricating the rim. I added my saliva to my lotion covered cock and nestled my dick against the entrance of her rectum momentarily before easing it inside her ass. I always found that Keri body lotion and saliva will make my cock as slippery as possible. I could feel my cock struggle to stretch the resistant muscles. My dick head burrowed in and her rigid passageway soon yielded to the determined action of my cock. Peggy moaned as my penis filled her hole.
"Go slowly at first," she said sexily and then added, "Not too deep at first and then deeper."
I fucked her with long and deliberate strokes until my cock was sliding easily back and forth in her ass. I caressed her shapely buttocks as I watched my pecker move in and out of her rectum worming around inside of her curvy ass.
I caressed her small tits and tweaked her nipples as I leaned over her body and whispered in her ear, "Peggy you have a hot ass, I love fucking you in your hot ass."
My hands freely roamed her body and I pulled her hips drawing her backwards impaling her on my inflated member. I reached for her pussy to finger fuck her and diddle her clit but I found Peggy's hand already buried in her womb. She was frigging herself frantically working herself toward an orgasm. Suddenly I felt my cock inside her ass swell up and I started pumping faster. Within minutes I knew that Peggy felt the warm fluid being squirted inside her anus and she immediately started to cum herself. Her cunt walls convulsed around her own hand fucking her cunt as her anal muscles squeezed every drop from my spurting cock. I grunted as my whole body became stiff and I slammed my cock harder into her. Peggy writhed around and her body arched off the bed as a climax of massive proportion tore through her loins.
My cock slipped from her ass with an audible pop and I flopped down on the bed next to her. She surprised me when she covered my cock with her mouth and sucked any remaining cum from my tool. The both of us were exhausted and Peggy curled up in my arms. The two of us dozed off for quite awhile and then finally woke up after lunch time. Peggy and I then had a late lunch in the apartment. We sat around naked as we ate and chatted as it was the most natural thing in the world.
After lunch I offered Peggy a massage which she gladly accepted. I had her lay face down on my bed and I worked her back, legs and buttocks. Not so surprisingly I got an erection as I massaged and fingered her ass again. I came again when I fucked her ass and after the ass fuck I rolled Peggy over on her back and continued the massage this time working her tits, abs, legs and pubes. I finished her off with another thorough pussy eating which had her screaming my name and humping my face with her volcanic orgasm.
Peggy and I continued to see each other but I also learned that she was very sexually active and she was seeing a number of other guys. Peggy loved getting fucked in the ass and she taught me her favorite position. She liked to be kneeling on the bed straight up with me behind her with my cock stuffed up her ass. She had me guide her hand to her pussy and hold it there while she rubbed her clit and with my other hand I fondled her tits and hard nipples. Peggy would cream her own hand and I would cum in her ass filling her rectum with a massive load.
After my short three months with the company I let town for a bigger and better job. I never saw Peggy again but it had been an adventurous three months.
NUMBER 8 - SUE
It was 1981 and I was working with for a computer software company headquartered in New Jersey. I was based in Midwest office as the Western Region Manager. I had sales staff in offices in California, Texas, Colorado and Illinois. Our technical support was located in New Jersey. It was on a trip to Arizona that I got close to Sue one of our technical support representatives. I was in Arizona with Dennis, Bonnie and Sue. Dennis was the West District Manager based in California and Bonnie was one of the sales staff from the same office. We were staying in a metro hotel that was close to the state offices. That evening the three of us had dinner together and reviewed the presentation. Bonnie and Sue were both nervous about the meeting with the State of Arizona. Bonnie was nervous because of the size of the deal and Sue was nervous because it was her first meeting with a prospect.
The next day we traveled to the state offices and set up for our presentation. There were 30 people from the state in attendance representing the eight data center sites. We began the all products presentation at 9:00 AM, took a break at 11:00 AM and resumed the presentation at 11:30 AM. We broke again for lunch at 1:00 PM and resumed at 2:00 PM. I wrapped up the presentation at 3:30 PM and then we spent another hour addressing specific technical questions and issues. At 4:30 PM we departed the state office and then had our own debriefing.
"I don't know about anyone else but I am ready for a drink," I said.
Everyone agreed so we went to a Bennigans which was near our hotel. We grabbed a round table and then debriefed the day. Everyone felt that the presentation went well and that we effectively addressed the prospect's objectives. After a couple of drinks we decided to have dinner at Bennigans since we were already there and we didn't feel like driving to another restaurant.
We went back to the hotel for the evening. Dennis and Bonnie were staying in Phoenix for a few more days to make sale calls together. I was headed back to Chicago in the morning and Sue was headed back to New Jersey. I decided to hit the outdoor swimming pool and Jacuzzi that night before turning in. Sue told me that she would join me if she had thought to bring a bathing suit. I offered her my work out shorts and a dark short sleeve shirt to wear. She stopped by my room with me and checked out the outfit that I suggested. She accepted it and I told her that I would meet her by the pool.
Sue joined me poolside and we swam a few laps before hitting the Jacuzzi. When I got out of the pool I noticed that Sue's eyes went to my crotch. I was wearing a tight Speedo swim suit that showed off my package. I walked over to the Jacuzzi and turned on the jets and then eased into the warm water. Sue joined me and at first she sat across from me. Then she moved closer to me since it was hard to hear. I don't know why I reached for her and why she willingly moved into my arms, maybe we were just both horny.
I kissed her and ran my hands up under the t-shirt. I found her firm tits and extended nipples and squeezed them gently. She had the firmest tits that I had ever felt. I dropped my hand to the shorts and slipped it underneath through one of the leg openings. My finger slipped in her pussy and Sue gasped aloud when she felt the penetration. I reached down with my other hand and pulled my Speedo to the side freeing my cock and balls. Then I guided Sue into my lap and onto my cock.
I began to fuck her slowly and she cooed as my cock slid in and out of her hot pussy. She still had on the t-shirt and shorts and I still had on my bathing suit. If anyone was to come by and see us in the hot tub they would think we were just making out. It was night time and the Jacuzzi jets masked our coupling so no one would know that we were fucking. The only time we had to stop was when the timer on the Jacuzzi expired every 30 minutes. I would pull my bathing suit over my cock and balls, get out of the Jacuzzi, reset the timer and then get back in where we resumed fucking.
Sue was close to her first orgasm when she whispered, "Oh I never knew you were such a romantic."
I just smiled and kept fucking her until she came, "Oh here it is," she said as her body tensed and she orgasmed. I just held her on kept moving my cock in and out as she climaxed. It was the first time that I had ever had sex in an outdoor Jacuzzi and it was kind of a turn on.
"I wonder how many people have cum in this hot tub," Sue giggled and then asked, "Are you close?"
"Very," I replied.
I kept moving in Sue's pussy and I felt my balls tighten. "If I had another mouth it would be wrapped around your balls right now," Sue whispered between kisses.
Then I felt my surge and I spewed cum deep into Sue's womb. As I filled her pussy with my seed I felt her body tense again and I knew that she had cum again too. She held me tight and drove her tongue deep into my mouth. My hands found her firm tits again and held them as she rocked in my lap. Then Sue broke the kiss and buried her face between my neck and shoulder as she shuddered with her second orgasm.
We separated in the Jacuzzi just as the timer expired. Then we went into the swimming pool and cooled off before returning to our rooms. Sue asked me to come to her room where we made love some more. She was dying to suck my cock so we ate each other in a 69 position cumming in each other's mouth and then I fucked one more time before calling it a night, although I couldn't cum a third time.
I returned to my room and asked for a wakeup call before I went to bed. I was sated and tired and I had an early flight in the morning. Before I dozed off I thought about what happened. I had no plans to try and seduce Sue it just seemed to happen. Obviously we were both in the mood and it worked out for us. The next morning Sue and I were on the same shuttle to the airport so I called her room right after my wake-up call. As I suspected she was sound asleep and she would have overslept if I didn't call. On the way to the airport she told me that I would have to come to her apartment complex some time as they had an outdoor Jacuzzi. I smiled and told her that I would definitely take her up on that offer. On the flight back to Chicago I thought about my upcoming trip back to corporate. Sue would now expect me to see her while I was in town although I didn't know how that would happen since she had a boyfriend. Then I closed my eyes and dozed for most of the flight. Sue and I never did hook up again but it had been a great one night stand.
I selected this encounter as number eight primarily because it was so impromptu and took place outdoors in a hotel Jacuzzi. I can still vividly recall the excitement we both felt in the hot tub as we made love in public.
NUMBER 7 -- CAROL
It was 1980 and I accompanied my salesman Steve to Detroit to give an all products presentation to a major manufacturing prospect. On Tuesday we were off to Detroit and on Wednesday we gave the presentation. It went extremely well and we answered a lot of questions. We left the meeting feeling very good about the impression we left with the prospect. Steve and I had a cocktail that evening and then went our separate ways. I stayed in the hotel near the prospect's headquarters and Steve headed off to Toledo, Ohio where he had appointments set up for Thursday.
I dropped off my bags in the room and I was really tired. I almost stayed in the room but I decided to have a nightcap at the bar rather than the mini bar. I walked into the lounge at about 7:30 PM and found a space at the bar. I did not pay any attention to the other people at the bar but just ordered my drink when I got the bartenders attention.
"Johnny Walker Black on the rocks with side of water," I ordered.
"Sorry we just ran out. Can I get you something else? Is Red Label okay?"
"Okay make it Red Label then," I replied a little annoyed that they were out of Black.
"What did you do, drink it all last time," a female voice next to me said.
I looked at her and smiled and replied, "No I didn't, my first time here. Hi, my name is Walt."
"Carol, nice to meet you and what brings you to Detroit," she asked.
I explained why I was in Detroit and told her a little about my company. Carol was nice and pleasant to talk to. She was with her friend Pam and Pam's boyfriend Jack. I introduced myself to them and then talked with Carol some more. An hour had passed and I was still talking with Carol when the DJ started to play music. It was the 70's so disco was still popular. I was a pretty good dancer so I asked Carol to dance. We danced a few disco songs and then the DJ put on some slower tunes.
As we were dancing Carol warmed to me and cuddled as close as she could get. I began to kiss her neck and nuzzle her as we danced and then at the end of each dance we kissed on the lips. I thought back to when I first arrived. I was so tired that I was going to have one drink and go to bed but here I was on the dance floor with a woman that I just met a few hours ago. It was getting late and then Carol asked me if I was going to invite her back to my room. There was only one answer and we headed back to my hotel room. She had left an overnight bag in her car just in case. Talk about planning ahead.
When we got inside my hotel room I turned Carol toward me and French kissed her plunging my tongue in her mouth. She kissed me back with enthusiasm and I steered her over toward the bed. I lowered the top of Carol's dress to her waist and bared her flat chest. Carol had no boobs but she had hard little nipples that stuck out about an inch. I sucked on her nipples and she loved it.
Carol called out to me as I was sucking her nipples. "If you want boobs I haven't got them."
I stopped sucking her nipples long enough to reply, "Don't worry I am a leg and ass man. I am not into big boobs."
Carol was thrilled and she couldn't wait to get my cock in her pussy. I went back to sucking her nipples and then I finished undressing her. The dress fell around her ankles and she flopped back on the bed. I eased her pantyhose off her and then her panties. Carol had a cute pussy with a little tuft of brown hair above the opening. She was dripping wet when I slid my tongue across her labia and then worked it into her sweet passage. Carol stiffened and came with a mild orgasm as I slipped my tongue in and searched for her hooded clit. Carol screamed out loud when my tongue touched her clit. Then I pushed her legs further apart and spread her lips open with my fingers. Her erect clit was standing straight out and I bit it lightly with my teeth. Carol jumped with pleasure and moaned loudly. I continued to lick and nibble her clit until she lost it and sprayed my face with her female love juice. Carol tired to push me away but I held her hands firmly and pressed my tongue into her twat. Soon she was pleading out loud for me to stop, that she couldn't take it any longer.
I stood up and removed all of my clothes as Carol lay on the bed recuperating. Carol looked at my hard cock as I approached her and I could see she was pleased. I moved between her legs and slid my cock in her pussy. She was a little snugger than I thought she might be and I was happy that she could feel my cock against her vaginal walls. I started fucking her slowly but then I needed to cum and I picked up the pace. Carol fucked back at me throwing her pussy up at me as I plunged my cock deep in her hole. We were both fucking frantically now and racing toward our mutual orgasm. I was out of control as my seed flew out of my cock and splashed against Carol's vaginal walls and deep into her pussy. She strained as she too had another intense orgasm and she worked to keep her clit in contact with my cock. We started to move slower and regain our composure. We were dripping wet with perspiration.
The two of us rested in each other's arms and I stroked Carol's body. I loved the touch of her skin, her shapely legs and curvy sexy bottom. Carol loved to have her pussy played with constantly, then she would get aroused and either she would mount me or I would mount her and then we would fuck again until she orgasmed. Carol orgasmed countless times that night and she seemed insatiable. After my third ejaculation, which was always a stretch for me, I had to resort to my fingers and tongue. We eventually fell asleep in each other's arms.
In the morning Carol was ready to go again and I was thankful for my early morning piss hard-on. I could always last a long time before I took my first piss in the morning so I was able to fuck Carol through multiple orgasms satisfying her needs. I got up and left her lying on the bed drained from the intensity of her climax and I went to the bathroom to relieve myself. When I returned to the bedroom Carol was playing with her pussy again and I was ready to get off myself. I crawled between her legs and slipped my cock back in to her wet pussy and we fucked until we both came again. I shot wads of cum into her that morning and surprised myself with the volume and force of my ejaculation. We then showered, dressed, ate breakfast and then departed the hotel. Carol went to her office and I flew back to Chicago. Carol gave me her phone number and asked me to call her the next time I was in Detroit.
I continued to see Carol each time I returned to the Detroit area and our sex was always intense, exhausting and fulfilling. One day I received a call in the Chicago office from Carol that her company was downsizing and her boss's position had been eliminated. As a result her position was also eliminated. She wanted to know if I knew of any positions open with any of my clients. The timing couldn't have been better as my secretary told me that she was leaving and I would then be looking for a replacement. I asked Carol if she would be interested in working for me in Chicago and she couldn't say yes fast enough. She was ecstatic and told me that she could be in Chicago in two weeks.
Carol came to town and stayed with me for a few weeks before we got her set up with her own apartment. I had to travel during that time as well so it worked out for both of us. The first weekend together we didn't leave my condo. We had continuous sex and stayed naked for the majority of the time. Carol loved being naked and displaying her lithe body. Even when we watched television or a movie she wanted her pussy played with constantly. It was that weekend that I also started playing with her ass.
Carol liked her ass fondled and the anal intrusion of my finger. I always greased her asshole with lube and then fingered her ass as I played with her pussy. I fingered her asshole every time that I ate her pussy. I also fingered her bum when I fucked her doggy style. One time when we showered I washed Carol's ass thoroughly pushing my soapy fingers deep in rectum. After our shower I had Carol get on the bed on all fours and I licked her pussy from behind. Then I moved my tongue up to her nether hole and teased her with the tip. I continued to lick and probe both her pussy and asshole with my tongue and Carol went absolutely wild. She had one of the most intense orgasms I ever saw her have just from the cunninglus and anal stimulation.
I told Carol about Pam and how that was my first time rimming anyone. Carol was intrigued with Pam's passion for anal sex and she admitted that she had often thought about it but had never tried it. Carol told me that she trusted me and that if I wanted to try it with her that she would. Carol has a perfect bubble ass for butt fucking as it is round and smooth and perfectly contoured for her lithe body. I told Carol that we would work up to it and that I would introduce her to anal toys and stimulation that would loosen her up and bring her pleasure. I really wanted to fuck her ass but I did not want to injure her or scare her away.
As Carol settled in to her new job we continued to have torrid sex and I introduced her to more and more anal pleasures. I kept adding toys to our relationship and the ones she enjoyed the most were the anal beads and a vibrating dildo. The first time we used the anal beads I thought she was going to pass out. I ate her pussy and I popped one bead out of her ass at a time as she orgasmed until all five beads were removed. Carol screamed out loud and her body went into convulsions with the intensity of her climax. Carol also loved the vibrating dildo in her ass as I fucked her pussy doggy style. As she became accustomed to the beads we increased the size of them and we would keep increasing the size each time she became comfortable with the intrusion. We had reached the point were we felt she was ready for my cock.
That evening I fucked Carol and ate her pussy until she had multiple orgasms and she was totally relaxed. I rolled her over and had her kneel on all fours on the bed. I used my fingers to lubricate her ass putting plenty of the slick substance in her asshole. Carol cooed as I fingered both her asshole and her pussy simultaneously. I placed my hand in the small of her back and pushed lightly so that Carol arched her back and accentuated her curvy ass. I was so ready to fuck her ass my cock was harder than ever and throbbing in anticipation of taking her anal cherry.
Carol felt the thick head of my cock between her rounded buttocks and just outside her nether hole. She knew that it was finally about to happen and she felt her stomach turn with the thought of committing such a depraved act. I put an ample amount of lube on my cock and then added my saliva to it making it as slippery as possible. Once I was satisfied that my cock head was slick enough I introduced it to the tight ring of Carol's anus. Carol looked back over her shoulder at me as she felt me pushing my cock against that intimate part of her body.
"Please go easy, be gentle," she reminded me.
I slowly pressed against her tight opening and noticed that Carol was holding her breath. I told her to relax and breathe deeply as I continued pressing forward. Carol felt the initial thrill of her sphincter being forced open by my thick cock and her first response was to try and avoid the anal invasion. I held her hips and I continued to push forward past her resisting body. Carol's mouth gaped open and she grasped the bed sheets in both hands as my cock head cleared her sphincter and lodged in her anal channel. Carol unintentionally flinched and caused more of my cock to slide inside. She cried out.
"Are you okay?" I asked.
Carol nodded and then she once again reminded me to go slow. I gave her a few seconds to recover and then pressed forward again and her flower opened up for me. She just needed a few minutes to get used the unfamiliar sensation of being so filled from behind. Carol then responded unexpectedly as she accepted my cock in her ass. So pushed her butt back toward me and then moved forward. She did this for awhile and it seemed as if she were accepting and rejecting my cock at the same time. Finally my cock was buried to the hilt in her ass and we began moving together. I felt my balls slap against her pussy each time I thrust into her hot ass.
"Oh, this is so sexy. It feels so good but I feel dirty at the same time. If my parents could only see their precious daughter now," Carol murmured.
Carol had been raised by very strict parents and she had always been taught that pre-marital sex was taboo and dirty. I too wondered what her parents would say if they could see their daughter with a cock in her ass. Carol's lust took over and she rolled her ass in tiny circles as she was consumed with her first anal fuck. I looked down at her firm buttocks and I marveled at the way my thick shaft stretched her nether hole. I tired to imagine Carol's parents, whom I had never met, standing on either side of her watching as her asshole opened and contracted around my cock.
Carol reached between her legs and into her puffy cunt. Her juice was oozing from it and she rubbed her stiff and aroused clit. I picked up the pace and began to fuck Carol's ass with steady full thrusts. She gasped at the new almost unbearable sensation surging through her rectum. There was no pain now but just a glorious feeling of being stuffed with cock. She felt full and a little bloated but the pain had disappeared quickly and the bloated feeling was gone also. Carol loved the taboo feeling of being filled with cock in her ass. The thought of this forbidden act along with her clitoral stimulation pushed Carol closer to yet another climax.
I was trying to hold off my threatening ejaculation as Carol's movements intensified with her pending orgasm. We were both perspiring and I held to Carol's shapely buttocks as I slowed my pace slightly in an effort to slow my eruption. Carol groaned loudly as her head dipped down to look between her legs and she pushed back in an effort to get more of my cock in her.
"Oh Walt, fuck me. Fuck me in my ass, it's so good so wicked, I love it," Carol cried out.
Carol was going wild with my cock in her ass and I had never seen anyone take to anal intercourse with such abandon for the first time. Carol balanced herself on both hands as she thrust backward impaling her ass on my thick cock. I knew that I could not hold out much longer. I reached around with one hand and found Carol's pussy and engorged clit. With the other hand I squeezed the rock hard nipples sticking out from her flat chest. Her clit throbbed as it clamored for attention and her pussy clenched my fingers as it released her warm love juice. The points of her nipples were excited beyond desire and my cock was clamped in her well stuffed bottom.
Carol was out of control as all she knew at this point was that she was being fucked up the ass with a very thick cock and it felt fantastic. She was on the verge of her most intense orgasm ever and she struggled frantically seeking her climax. A few more seconds of rubbing her stiff clit sent Carol into a mind blowing orgasm. Her body stiffened and then spasmed out of control as she moaned loudly and struggled to breathe. The intensity of her climax was too much for me and I grunted as I shot my spunk into her forbidden tunnel. Carol's eyes flew open in surprise as she felt my hot thick semen rush into her rectum and splash off her bowels. Her face was pure ecstasy as she turned to look at me as my cock continued to spurt its sticky fluid up into her.
"Give it to me, cum in my ass, oh I can feel it. it's so good, so nasty," Carol cooed as she was overcome with passion
Carol fell forward on the bed as I continued to marvel at the beautiful ass that I had just deflowered. As she lay before me she clenched and unclenched her ass muscles causing cum to ooze out of her asshole. It looked like a small spring as the semen intermittently bubbled up and trickled out of her ass between her ass cheeks and over her puffy pussy lips. I stayed hard and stroked my cock as the last tiny drops landed on her ass. I then realized that I was going to stay hard and I decided to try and fuck her ass again.
I told Carol that I wanted to fuck her ass again and in an almost business like fashion she pushed her self back up on her knees. She turned her head to the side and smiled at me waiting for the second penetration. I pushed my still erect slippery cock into Carol's now gooey asshole. Carol felt her sphincter being stretched again but this time she enjoyed the sensation of her ass being filled with my thick cock. As I pushed inside her my spunk from the previous ejaculation was squelched almost obscenely with my cock. My previous deposit squeezed out around my shaft and oozed from Carol's asshole running down between her buttocks and plopping on the bed sheets.
Carol was an extremely hot woman and her fucking technique was incredible. I stayed crouched behind her and placed my hands back on her hips as I fed my long thick cock deep into Carol's accommodating back passage for a second time. Carol pushed her hips back at me and her bodies slapped loudly together.
"Yes, yes, oh I love it. Fuck my ass with your hot cock," Carol yelled to me and then she cried out, "Make me cum again fuck my ass with that big cock."
As before Carol lowered her head to the bed and turned it to the side as she grasped the bed sheets. But this time she grabbed the sheet in the thrones of passion and not because of apprehension. I could feel her taut muscles massaging my shaft in her ass as I held on to her slim waist and I caressed her curvy firm ass cheeks. Her sphincter grabbed the base of my cock as she worked her lithe athletic body. Carol was an incredible sex partner who had just turned into a fantastic ass fuck. I knew that I was getting close to losing it again as Carol manipulated my pecker with her undulations and muscles and that I would soon be adding more semen to join my previous load in her ass.
Carol had her hand back on her clit and rubbed herself frantically as she had another violent orgasm thrashing and panting wildly. I felt my seed travel along my scrotum and then spurt into the recesses of her ass. Carol felt the second ejaculation shoot into her bottom and she wallowed in the feeling of the warm liquid once again soothing her ravaged ass. Carol squeezed her ass muscles extracting every drop of cum from my cock until I went soft and slipped from her hot gooey ass with an audible pop. Carol collapsed face down on the bed and savored the moment. She knew now that she was hooked on anal sex and that she could expect to be ass fucked regularly from now on. I flopped next to her and held her to me as we kissed and rested.
"I never thought that I could get so turned on from anal sex. It was incredible I felt like I would never stop cumming. The feeling of your hot semen shooting into my ass was unbelievable. I never expected it to feel so good just from being so full," Carol murmured as we lay together.
"I am so glad that you liked it as you know I loved fucking your ass," I replied.
Carol then cuddled back up to me and we dozed in each other's arms. Later we had vaginal sex as Carol rode my cock until she came and collapsed on me as I shot another wad in her pussy this time.
For the next two years Carol and I had a very steamy relationship. She was a very passionate woman who wanted nothing more from our relationship other than very hot sex. Our company was sold and I moved on to another job and Carol returned to Detroit and pursued her career back in her home town. I never saw Carol again but it had been a marvelous two plus years together.
NUMBER 6 -- SHERRY
My best friend Ken and I went skiing for a week every year in Colorado. In 1983 we went to Aspen and stayed in a condo near Snowmass. Ken would always invite some girl that he had fucked before to join him on the trip. This year a woman named Toni showed up the second day that we were there. Toni was nice enough even though she seemed a little shy. I assumed she was slightly embarrassed that I was in the other bedroom while Ken was banging her at night.
Toni was a decent skier and she didn't hold us back. The three of us enjoyed our day on the slopes and our Après Ski. One day we stopped at one bar in Snowmass and there was a really good band there. That's when I met Sherry. She was standing alone near the bar when I asked her to dance. She smiled and accepted and we hit the dance floor and stayed out for five songs.
"I really need to rest a minute," Sherry told me after the fifth song.
"Sure, would you like to join us?" I asked pointing to the table we were sitting.
Sherry accepted the invitation and joined Ken, Toni and I at the table. Introductions were made and we enjoyed the rest of the afternoon together. Sherry was staying at Snowmass for two days and then heading up to Vail to see some friends there. Sherry was a strawberry blonde with a solid figure. She was about 5'6" and I guessed about 140 pounds. She was solid as a rock and had big tits. Her hips and thighs were full but you could tell she was in shape.
The three of us closed the Après Ski bar and then agreed to ski together tomorrow. Sherry said goodnight to us and that she would see us tomorrow. Ken, Toni and I went to dinner and then returned to our condo. It didn't take long for Ken and Toni to go to their bedroom and then I decided to watch TV in my bedroom.
The next day the four of us skied together and had a great time. Sherry was a very accomplished skier and was probably the best of the four of us. After skiing we all showered dressed and went to dinner in Aspen. Following dinner we found a place to dance and party and we had a good time although there was something funny about Toni that day. I sensed that Toni was jealous of Sherry being a better skier and dancer. It's funny how women can get that way at times.
The four of us went back to our condo where Sherry had left her car. I invited Sherry in and I spotted the look of disdain on Toni's face. Sherry accepted and came in for a nightcap. Toni seemed uncomfortable with Sherry in the room so she said goodnight and went into the bedroom. Ken followed her shortly leaving Sherry and me together. We sat on the sofa together with our feet up on the coffee table looking at the fire. It was a romantic setting and Sherry cuddled up to me. I put my arm around her and soon we were kissing and petting. I started to take of her sweater but she stopped me.
"Can we go into your bedroom? She whispered.
I nodded and whispered, "Yes."
We walked into the bedroom and I closed the door. I turned on the small light in the room so that we could see. The room was dimly lit but we could see each other very well.
"I want us to undress each other and I want to undress you first," she whispered.
Sherry walked over to me and then she pulled my shirt up and off my body. I stood up as she dropped to her knees in front of me to lower my pants and underwear but first she removed my shoes and socks. Sherry then took hold of the underwear waistband and slowly pulled them down my legs. By this time I had an erection and it sprung out at her as she lowered my briefs. My cock dangled in front of her face as she removed my briefs from me one leg at a time. I stood completely naked in front of her with my cock just inches from her face.
Sherry took my cock in her mouth and sucked it gently. She licked all around it and ran her tongue up and down the shaft. Sherry was a very accomplished cocksucker and I knew that I would soon blow my load. She sucked me deep into her mouth and swirled her tongue around the shaft of my cock. I felt my orgasm building and I warned her that I was going to cum.
"I am going to cum soon Sherry," I cautioned.
She took her mouth of my cock and looked up at me with those deep brown eyes and replied, "I want you to cum in my mouth I want to taste your cum Walt."
Sherry returned her mouth to my cock and resumed sucking it until I exploded in her mouth. She continued to suck my cock and swallow every drop until my cock was drained dry.
"Oh Walt I love your cum. It is so tasty and so much of it," Sherry sighed as she licked her lips.
Sherry then stood up still fully clothed and lifted her face up to me to be kissed. I kissed her and held her in my arms and then I began to undress her. I dropped to my knees, unbuckled her belt and unfastened her jeans. I pulled the jeans down her legs stopping to remove her shoes and anklets. Then I pulled her jeans all the way down and off her shapely legs. I then took hold of her panties and slowly peeled them down and off her legs. Sherry was trembling slightly and had goose bumps on her skin. I held her panties up to my nose and inhaled the smell of her femininity. Sherry gasped at the action. I reached behind Sherry and grasped her firm shapely ass in both my hands and pulled her toward me. She gasped again as I kissed her loins and fondled her ass cheeks. I could smell her sweet sex but I held off on licking her pussy.
I stood back up and I lifted Sherry's sweater up and removed it from her body. Then I reached behind her and unhooked her bra. I was beginning to harden again and my semi-erect cock brushed against her thighs. I slid the bra straps slowly down her arms baring her large firm breasts. Her nipples were rock hard and I couldn't resist tweaking them a little which caused Sherry to moan softly. I then turned her around so that her back was to me and I reached around and cupped her firm tits in my hands. I played with her tits and nipples as I kissed the back of her neck. My cock was now fully erect again and it brushed against her buttocks as I fondled her.
I started a slow gradual descent down the back of her body kissing her neck, shoulders and back until I knelt behind her. When I reached her buttocks I planted kisses on both ass cheeks and tickled her crack with my tongue. Sherry couldn't take anymore of my teasing so she turned her body toward me, grasped my head in both hands and pulled me against her pubes. I found her pussy with my tongue and I grabbed both of her ass cheeks as I began to lick her pussy. Sherry gasped aloud as my tongue found her clit and she held my head tightly as she experienced a mild orgasm. Her body shook and she seemed to hold onto me for balance.
"Oh Walt I need to lay down. Can we go to your bed?" she said breathlessly.
I guided Sherry over to the bed and she immediately splayed her legs and welcomed me back to her pussy. I burrowed my tongue as deep into her as I could and then I just sort of licked and sucked my way up. When I got to her clit I used the very tip of my tongue to tickle it. I flicked my tongue over it once and then used the tip to explore the folds of flesh on either side of it. Sherry was now moaning and she arched herself so that her clit stuck out even further like a little cock. I licked it once more before I took it between my teeth and gently nibbled it.
Sherry went wild and started bucking and moaning loudly. She pulled my head to her pussy as she cried out in ecstasy. I sucked her clit as deep in my mouth as I could and Sherry humped my face for all she was worth. I was pleased that I was able to get her that excited and I sucked harder and played with her wonderful clit with my lips, tongue and teeth. I don't know exactly how many times Sherry came but she finally begged me to stop as she collapsed on the bed, her body in spasms.
I was not done with her however so I eased my dick into her pussy and began to fuck her slowly. Soon my cock was sliding easily in and out of her and we picked up the pace. Sherry wrapped her arms around my back and her legs around the back of my legs. She arched her back as she humped me hard and fast and I made sure that my cock stayed in contact with her clit as I plowed her cunt. We fucked hard and long working ourselves toward an exhaustive state. I did not want to cum as I wanted to fuck her silly. I was relieved when I felt her tense up.
"Walt, hold me, hold me, I'm coming, oh, oh, oh" Sherry said louder than she wanted as she reached her crescendo!
She tensed up wrapping her arms around my back and her legs around the back of my legs in a vice like grip. I held her trembling body tight and I could feel her drench my cock with her pussy juice. I remained still with my cock still in Sherry's pussy as she uttered unintelligent moans and sounds and her body quivered. Her vagina muscles were involuntarily squeezing and releasing my cock. My cock slipped from her vagina and she flinched as cool air touched her opening.
"Oh that was incredible. You are a very good lover, Walt," she sighed.
"Well you are too and I really enjoy making love to you," I replied.
"I need to rest for awhile, my body aches so," she said softly.
We rested for awhile and at this point I was anxious to get at her ass all the while wondering if she would let me fuck her in the ass. I moved her to all fours with her ass elevated and she placed her head on the mattress turned to one side so she could see me. I started playing with her pussy and her curvy ass lubricating her asshole with her own cunt juice. Then I grabbed some lotion and put an ample amount in her asshole. Sherry moaned and cooed as I fingered her pussy and her asshole simultaneously. I tired to get her asshole slick enough so that I could fuck her ass.
When Sherry didn't reject my probing I realized that she was going to let me fuck her in the ass. I put an ample of amount of lotion in her asshole coating the tiny puckered opening of her anus and lubricating the rim. I added my saliva to my lotion covered cock and nestled my dick against the entrance of her rectum momentarily before easing it inside her ass. I always found that body lotion and saliva will make my cock as slippery as possible. I could feel my cock struggle to stretch the resistant muscles. My dick head burrowed in and her rigid passageway soon yielded to the determined action of my cock. Sherry moaned as my penis filled her hole.
"Go slowly at first," she said sexily and then added, "And not too deep at first and then deeper."
I fucked her with long and deliberate strokes until my cock was sliding easily back and forth in her ass. I caressed her shapely buttocks as I watched my penis move in and out of her rectum worming around inside of her curvy ass. For some reason I looked at the wall and I saw a reflection in the mirror on the wall. It was Toni. She had opened my bedroom door far enough to see and she was watching me fuck Sherry in the ass. I don't know how long Toni had been watching us but I didn't care as I returned my attention to Sherry.
I caressed her big tits and tweaked her nipples as I leaned over her body and said loud enough for Toni to hear, "Sherry you have a hot ass, I love fucking you in your hot ass."
My hands freely roamed her body and I pulled on her hips drawing her backwards impaling her further on my inflated member. I reached for her pussy to finger fuck her and diddle her clit but I found Sherry's hand already buried in her cunt. She was frigging herself frantically working herself toward an orgasm. Suddenly I felt my cock inside her ass swell up and I started pumping faster. Within minutes I knew that Sherry felt the warm fluid being squirted inside her anus and she immediately started to cum herself. Her cunt walls convulsed around her own hand fucking her cunt as her anal muscles squeezed every drop from my spurting cock. I grunted as my whole body became stiff and I slammed my cock harder into her. Sherry writhed around and her body arched off the bed as a climax of massive proportion tore through her loins.
My cock slipped from her ass with an audible pop and I flopped down on the bed next to her. She surprised me when she covered my cock with her mouth and sucked any remaining cum from my tool. The both of us were exhausted and Sherry curled up in my arms. I looked toward the door and it was closed again. The two of us then dozed off. When I woke up in the morning Sherry was gone. She left me a note reminding me that she was headed up to Vail and thanked me for a great time together. Normally I would have loved to fuck Sherry with my morning piss hard-on but that day I was happy to sleep in.
NUMBER 5 -- ERICA
I was honorably discharged from the Marine Corps in July 1963 and I lived in New Jersey. During my tour I had spent two years in Naples, Italy and two years in Recon. I spent the summer of 1963 working two jobs and applying to colleges. In the fall I accepted a management trainee position with a large firm and I was accepted to college where I would attend classes three nights a week.
I ran into to an old high school buddy one day and he told me about the young adult group that he belonged to and he suggested that I join. I did join and that is when I met Erica. She was from Germany and she was working as a nanny for a family in town. She had joined the group to meet some young single people and to socialize.
THE SINGLES GROUP MEETING
I attended the first singles group meeting and John introduced me to the people there. Some of them I had met before but there were others that I did not know. There were a couple of cute girls at the meeting but the one that caught my eye was the German girl named Erica. She was not as pretty as the other girls but she had the body. She had great tits and a great ass to go with her 36-24-36 figure. Erica stood about 5'6" and I estimated that she weighed about 125 pounds. She was built like the proverbial brick shit house. Erica had been in the country for two years and she worked as a nanny for a family.
The following week we met again at the singles group. After the meeting we all went bowling and Erica and I ended up on the same team. We hit it off and although she not a pretty girl I was drawn to her mainly because of her alluring European demeanor and her hot body. After bowling Erica offered to give me a ride home.
I smiled at Erica and thanked her for the ride and then I asked, "Can I kiss you goodnight?"
Erica smiled and nodded yes. I suspected that she hoped that I would kiss her. I leaned over and kissed her lightly. Her lips were so tender and when I looked into her sexy blue eyes I just had to kiss her for real. I kissed her again surprising her but she relaxed and kissed me back. Then I took her in my arms and held her to me as we kissed and my tongue sought out her mouth. I felt Erica tremble in my arms and I knew that I just had to have her. I ran my hands along her shapely legs up under her skirt and I cupped her firm shapely ass. I stared right at her panty covered pussy and ran my hand over her vulva.
"Walt please stop you shouldn't do that," she gasped but I continued rubbing her bare thighs and panty covered pussy.
Erica was breathing hard and she seemed confused when she spoke again, "Please stop, not in the car."
I pushed Erica's skirt up to her hips and leaned in to kiss her creamy thighs. She gasped aloud at the touch of my lips to her naked skin. I knew that she was struggling with the decision on how far she should let this go. I could smell the sweet aroma of sex that was given off by her pussy as my face moved closer to her crotch. I kissed her inner thighs just below her panties. She groaned with pleasure as she reached down with her hands to control my head. Erica tried to keep my head from reaching her pussy but I moved the panties to one side of her vulva baring her sopping wet cunt. I tickled her outer lips with my fingers and then let them slip inside her vagina.
Erica was so wet that two of my fingers slid in easily and she unconsciously relaxed her grip on my head. I moved my mouth toward her and closed over her pussy shoving my tongue into her wetness. I lapped at her pussy as I fingered her with two fingers. Then I spread her pussy lips apart and located her throbbing clit. Erica was really excited. I sucked on her hard clit and she bucked her hips into my face. I reached around her and cupped her shapely ass cheeks in my hands as I drove into her pussy with my tongue and nibbled on her clit.
"Oh, I'm cumming," she whispered as she lost it.
The climax rocked her body and I held on for dear life as she thrashed, twisted and bucked almost losing her balance. I kept right on eating her pussy and I held onto her shapely ass as she thrashed about. Erica slowly calmed after her intense orgasm and I continued to lick her until her pussy was dry as she ran her hands through my hair. I reached under her skirt and pulled her panties down and played with her pussy. As I fingered her cunt I removed the panties from her legs. Then I sat up and said it was time to go inside.
"Give me my panties back," she demanded weakly.
"Nope, I'm keeping these for now," I replied.
Erica got out of the car and held her skirt down tight as she dashed for the house as I goosed her ass and chuckled at her predicament. Once in my room Erica sat on the bed but she held her skirt down over her pussy. I stripped naked and got on the bed with her. I lifted her skirt and gently pried her legs apart. Then I moved between her thighs and placed my cock at the entrance to her cunt. She shivered in anticipation. I eased her back down on the bed and proceeded to feed my thick cock to her. I slid in and out of her pussy slowly allowing her to adjust to my size and continued to go deeper with each thrust until I was buried balls deep in her pussy.
"Oh you have a big cock, fuck me, make me cum again," she cried out.
I pounded her pussy making sure that my cock was in constant contact with her clit. Erica had multiple orgasms as I fucked her. I pulled her blouse top out of her skirt and pushed it up over her bra. Then I pushed the bra up over her tits. She had very pretty firm tits with rock hard nipples. I twirled the nipples in my fingers and then leaned over taking one then the other in my mouth.
She went wild telling me. "Oh yes, suck my tits, suck my nipples, fuck me good!"
I could feel my balls start to tighten and I knew it wouldn't be long before I filled her pussy with my cum. Erica stiffened and then had another violent orgasm.
She yelled, "Hold me, please hold me, I'm cummmming!"
I reached around behind her and pulled her toward me as she shook and trembled throughout her intense orgasm. As she was cumming so did I and I fired a barrage of cum into her pussy. As she started to recover I laid her back down on the bed and slowly fucked her as my cock softened. My cock was swimming in her cunt mingling with our combined juices.
"Are you okay, Erica?" I asked her.
She smiled at me and nodded that she was okay then she looked down at my soft cock and took it in her hand, "You are big," she said as she stroked my cock to hardness again.
"Let's get your clothes off," I suggested.
Erica smiled at me and replied, "Yes, let's do that."
We stripped off her clothes and Erica got in bed again on her back. She held her arms open to me welcoming me between her legs again. I crawled between her legs and slipped my hard cock back in her pussy. I fucked Erica for as long as I could before I shot my second load of the evening. She had multiple orgasms and the final one was so violent she nearly bucked me off her body.
"Do you want to take a shower?" I asked.
"Yes that sounds good," she replied.
We both showered together and as I soaped her body Erica leaned back against me and I reached around and fondled her tits lovingly. She cooed as she was in ecstasy and totally relaxed. I also spent a lot of time washing her curvy ass and her hot pussy. I startled Erica when I slipped a very soapy finger into her asshole. I knew that I caught her off guard so I didn't pursue her ass any further at that time. After the shower we dried each other off and then returned to the bedroom.
"I have to get going. My employer will worry if I am too late," she said as she dressed.
I said good night to her and we agreed to see each other before next Sunday at the singles group. We exchanged phone numbers and then she left the house. I went to bed and sleepy soundly.
A SATURDAY WITH ERICA
The following Saturday I called Erica and she was excited and said she would be right over. She arrived at 10:00 AM and it was obvious that she was anxious to fuck. We went right to my room, stripped naked and got in bed.
I stroked Erica's shapely legs and luscious thighs. My hand drifted up to her mound and I felt that she was wet with desire. She smiled at me as I fingered her pussy and licked my fingers clean of her juices. Then she opened her arms and welcomed me into her body. I slipped between her thighs and slid my hard cock into her quim. Erica uttered an audible gasp as I hit bottom. I began to fuck her slowly and eased my cock almost all the way out of her pussy before plunging it back in. She was lost in the lust of the moment.
"Oh that's it fuck me, fuck me slow," she whispered.
Just hearing her asking me to fuck her was an incredible turn-on for me and I picked up my pace. Erica threw her hips up at me as if to try and get me deeper in her cunt. I felt my orgasm approaching but I didn't want to cum before she did so I tried to slow down.
"No, no don't stop, fuck me faster, I'm so close," Erica begged.
I picked up the pace again as we both raced toward our orgasms. I don't know who came first because we were so close but Erica wrapped her legs around me and humped me for all she was worth as I spurted my seed deep in her womb. We continued to fuck each other until we were drained. I collapsed on top of Erica and she didn't seem to mind my weight as she held me and cried out.
"Oh thank you, thank you," she said over and over.
I rolled off of Erica and lay next to her on the bed. She smiled at me and then snuggled in closer. As I lay next to her I caressed her breasts, neck and arms, teasing her skin with my fingernails and tongue. Erica made a low, drawn out sound. Deciding that I'd teased her enough I started on her naked breasts. As I sucked her warm flesh into my mouth and rolled a nipple between my teeth, Erica let out a moan of pleasure.
Erica then moved down the bed, gently took hold of my cock and took me into her mouth, rolling my cock around and getting it wet with her saliva, while her hand worked my shaft up and down at the same time. Seconds later, she straddled me. Her hand wrapped around my now slippery cock and I felt the tickle of her pubic hair just before her soft flesh nudged my helmet and then it was suddenly engulfed by the heat and tightness of her pussy.
Erica grabbed hold of the top of the head board on either side of my head as I held onto her hips. She rocked her hips back and forth, pressing downwards and working the walls of her pussy as I slid into her further. The next motion of her hips caused her to gasp in pleasure as my full length penetrated her. She began to work up and down, back and forth as she moaned in pleasure. She felt particularly tight in this position and the unhurried pace felt sensuous and wonderful. Erica continued to ride me at a slow, even pace as I relaxed and let her take charge. As she fucked herself on me I could hear the smacking and sucking sound of her pussy as my cock moved around inside her.
Her firm breasts jiggled as Erica picked up the pace. She pushed her hips down until our groins met and then lifted up until just the swollen tip of my cock remained inside her. She seemed to know just how far to move so that my cock never slipped out of her pussy. Her thigh muscles felt firm and tight under my hands as she worked her body on me. The speed of our groins slapping together increased as fucked faster and harder. We really had our rhythm going now and I thrust up into her as she lowered herself on me. Her pussy contracted around my cock as her eyes fluttered and she emitted a high pitch scream. Erica grabbed onto my shoulders as she rode out her orgasm. I ejaculated into her again flooding her cunt with semen as she collapsed on top of me.
Erica covered my face with kisses and then plunged her tongue into my mouth. As she kissed me she murmured softly into my neck and shoulders. She thanked me over and over as she held herself tightly to me. We remained in that position for what seemed like hours when it was really only minutes. I could not get enough of the girl so I rolled her over on her back.
I moved toward her as she lay down on her back and held her arms open to me. She spread her legs slightly and looked apprehensively again at my erect cock. I got between her thighs and nestled my cock at the opening to her pussy. I moved the head of my cock around her vulva and gently prodded her outer cunt lips. Erica moaned softly as her pussy got increasingly wetter. Satisfied that she was wet enough I eased my dick in a little parting her labia and finding the entrance to her pussy. I pushed more of my cock into her and in spite of her wetness and our earlier fucking she was still very snug. For the next several minutes I pushed in and pulled out, each time pushing a little more of my shaft into her sopping wet hole. Finally my cock sank all the way into her snatch causing Erica to gasp aloud. Then as I began to saw my dick in and out of her, Erica wrapped her legs around my lower body and humped her hips up at me. As I picked up the pace I made sure that my cock stayed in constant contact with her clit.
Erica surprised herself with another quick orgasm but I kept right on fucking her and she came multiple times in succession. Her pussy was flooded with her cunt juice and I could feel my cock soaking in her nectar as I pushed it all the way in. Erica was experiencing a continuous string of orgasms which had her body thrashing and jerking about as they led up to her final crescendo. Her body stiffened and she grabbed my shoulders as she wrapped her legs even tighter around my torso squeezing my lower body.
"Oh God, I'm cumming again, hold me, please hold me, oh, oh, please," she cried out as a thunderous climax ripped through her body.
Erica stiffened at first pushing her hips toward mine and then she went out of control. Her hips humped rapidly up and down as her body thrashed about. She was grunting and groaning and gasping for air as she reached her crescendo. We both humped each other furiously until her orgasm subsided. I kept my weight on my elbows as I lay on top of her so as not to crush her body with my weight. Erica's vaginal muscles clenched and unclenched around my shaft. Her cunt was like a receptacle holding her juices and my cock felt as if it bathing in warm oil. I pulled my cock slowly from her tight pussy with an audible sound. Her juices flowed out of her pussy as soon as my cock slipped from her hole just as if a stopper was pulled out of her. I rolled to my side along side of Erica and flopped on my back.
"Oh, I love to cum like that," she sighed and then added, "I love the way you fuck me and cum so much."
As I lay by her side I noticed that her tits were standing straight up and her aroused nipples were pointing at the ceiling. I tweaked the hard little nubs between my fingers causing her to gasp and quiver.
"My breasts are very sensitive," she murmured.
I leaned over and kissed her breasts and sucked on her sensitive nipples. I rubbed her firm flat tummy as I sucked on her tits and her rock hard nubs. I was still hard and ready to fuck some more.
"Oh I love that it makes me feel so special," she cooed.
As I sucked her tits and continued to rub her belly, I let my hand drift down to her wet pussy. I ran my fingers through her soaked pubic hair. Erica begged me to let her rest as she was sure that she could not possibly cum again. I rolled her onto her stomach and lifted her hips to a level with my cock as I knelt behind her. I eased my cock into her pussy and began to fuck her doggy style. Erica was content in this position since I was not in contact with her clit. I slammed into her from behind causing her curvy ass cheeks to jiggle. As I fucked her from behind I looked at her tight asshole and wondered if anyone or anything had ever been in there.
I scooped up gobs of her pussy juice and smeared it in the crack of her ass spreading around her nether hole. I added saliva to my finger and probed her tight aperture with the tip of my finger. She tensed when she felt my finger probe her asshole. I gathered up more juices and added more saliva as I continued to probe her hole and open her up. I gently pushed a very well lubricated finger into her ass and the tiny aperture opened up to accept the digit. More saliva and more juices greased her asshole sufficiently to allow me to slide my finger all the way into her rectum.
Now with my cock in her pussy and my finger in her ass I was approaching another orgasm. I could it build in my balls, travel through my scrotum and splash the insides of her vagina with my warm semen. As I came in buckets in her pussy I wished that I was flooding her ass instead. After that I was done and we both collapsed in my bed and rested for several minutes.
We had been fucking for two hours and I suggested a shower. We showered together and enjoyed washing each other's body. Afterward we dried each other off teasing one another in the process. As Erica fondled my cock it stiffened in the towel.
Erica wanted us to stay naked and we did. It was kind of a turn on as we got lunch and played with each other as we moved about the kitchen. After lunch and a couple of beers we returned to my bedroom for her massage. Erica smiled as I retrieved some body lotion from Renee's bathroom. She crawled back on her bed and lay face down. I admired her shapely ass and I wondered if she would let me fuck her there. I wanted to save her ass for later so I told her to turn over on her back.
"Front first," I said as I rolled her over.
I started at her feet and worked my way her legs and thighs but I did not touch her pussy. Then I moved my hands up to tits and twirled her delicious nubs in my fingers. I worked my hands back down her torso and this time I touched her pussy and fingered her gently as well. I located her clit again and rolled it in my oily fingers emitting a short gasp from her. Erica seemed to have another small orgasm just from being touched.
"Time to do the other side," I told her as I rolled her onto her stomach.
I marveled at her firm flawless skin, muscular legs and shapely ass. This time I started with her shoulders and worked my way down to her ass, thighs and legs. She was so relaxed I felt that she might fall asleep. I paid special attention to her ass and placed a well-oiled finger in her bunghole. My finger was so slick and she was so relaxed that it slid in easily. I continued to massage her shapely beautiful ass and finger her hole. I added a second finger and although it was much snugger Erica didn't complain. I pulled her up by her hips until her curvy ass was in the air and she lay with her head to one side on the bed. She was almost crooning as I continued to finger her asshole and then began to finger her pussy as well.
I had no intention of hurting Erica but as I stared at her perfect ass I had to caution myself not to rush it. I was about to fuck another beautiful ass and I didn't want to do anything to screw it up. I applied lots of lotion and then saliva to my cock as I prepared her for an anal fuck. I got on the bed behind Erica and lifted her almost lifeless body up so that her ass was in the air. She kept her head on the mattress and she had a distant dreamy expression on her face as if she was in a different world.
I slid my cock into Erica's well lubed asshole. Although she had been loosened up by my fingers, my cock was stretching her to new dimensions. Erica shook her head no, but no words came out of her mouth. She was like a rag doll in my hands and I steadily pushed my cock into her until it was buried in her ass. I fucked her slowly at first and then I really picked up the pace. I pounded her ass and my hips slapped against her ass causing her incredible ass cheeks to jiggle. Erica just moaned and grunted with every thrust of my body. She was incapable of another orgasm so I was just using her for my pleasure. I added another ass fuck to my collection and this was one of the finest ever.
I gave her one final thrust then I stiffened and shot my wad into Erica's asshole. I moved my hips slowly as my cock softened somewhat and I watched as cum trickled out of Erica's ass. Finally my cock softened slightly and slipped out of Erica's ass with an audible popping sound as more cum ran out of her ass and down over her cunt lips.
We rested for quite awhile and then I decided to take her ass one more time. I grabbed Erica by the hips and pulled her lifeless body back up until she was on all fours. I pushed a thick finger into her asshole and tested her tightness then I added a second finger which caused Erica to gasp. I worked the two fingers in and out of her ass stretching her as much as I could. I then placed my big erect cock back between Erica's beautiful smooth round ass cheeks and pushed into her asshole.
Erica tried to move away from me and ended up on the bed lying flat on her stomach. I followed her to the prone position and lay on top of her shapely body with my huge cock between her ass cheeks and in her asshole. I began to hump Erica at a slow pace and then faster with my hips pumping into her. Erica's screams and moans were louder than ever as her exciting body took my big cock. Erica started taking my cock better this time and unconsciously massaged it with her amazing ass muscles. I lifted her back to her knees on all fours and reached around to feel her tits. Her nipples were rock hard as I twirled them in my fingers. I then moved one hand down to play with her pussy and Erica went wild humping her hips faster and faster. Then I placed both hands on her hips and watched my cock penetrate her curvy ass as she moved her hips in time with me.
Erica yelled for all to hear, "Oh my, fuck me, fuck me, please fuck me!"
I complied with her demands and pounded her ass as hard as I could. Erica squeezed her ass cheeks together as she orgasmed and I joined her and shot a huge load of cum deep into her ass. Erica screamed and moaned as she felt me pump several shots of cum into her rectum. Erica's beautiful body radiated heat as I pumped cum into her ass. Erica was almost out of breath but started to return to normal breathing as I caressed her body lovingly. I eased my cock from her ass and traces of cum ran out of her asshole between her cheeks and over her pussy.
I learned later that day that I had taken Erica's anal virginity and I was thrilled that she had given it up to me. Erica stayed with me that night and we fucked again the next morning although I gave her ass a well deserved break. After breakfast we made love again and then we showered and dressed. Erica left before noon on Sunday but she told me that she would not be at the singles group meeting that evening. I also opted to skip the meeting as I too was sexually sated and I could use the time for homework.
THE WEEKEND WITH ERICA
Erica had called and told me that her employer family, the Meades, was going skiing for the weekend and she had the house to herself on Friday and Saturday. She asked me if I wanted to spend the weekend with her and I accepted. She picked me up on Friday evening and we went to our favorite bar and grille where some of the others hung out. Later after a few drinks and something to eat we went to the Meade's home. Erica quickly showed me around the house and I was impressed with its size and décor. Then we went to her room which was very spacious and comfy.
Erica stood in her room still fully clothed and I lifted her face up to me to be kissed. I kissed her and held her in my arms and then I began to undress her. I dropped to my knees, unbuckled her belt and unfastened her jeans. I pulled the jeans down her legs stopping to remove her shoes and anklets. Then I pulled her jeans all the way down and off her shapely legs. I then took hold of her panties and slowly peeled them down and off her legs. Erica was trembling slightly and had goose bumps on her skin. I held her panties up to my nose and inhaled the smell of her femininity. Erica gasped at the action. I reached behind Erica and grasped her firm shapely ass in both my hands and pulled her toward me. She gasped again as I kissed her loins and fondled her ass cheeks. I could smell her sweet sex but I held off on licking her pussy.
I stood back up and I lifted Erica's sweater up and removed it from her body. Then I reached behind her and unhooked her bra. I was beginning to harden again and my cock brushed against her thighs through my pants. I slid the bra straps slowly down her arms baring her large firm breasts. Her nipples were rock hard and I couldn't resist tweaking them a little which caused Erica to moan softly. I then turned her around so that her back was to me and I reached around and cupped her firm tits in my hands. I played with her tits and nipples as I kissed the back of her neck. My cock was now fully erect again in my pants and it brushed against her buttocks as I fondled her.
I started a slow gradual descent down the back of her body kissing her neck, shoulders and back until I knelt behind her. When I reached her buttocks I planted kisses on both ass cheeks and tickled her crack with my tongue. Erica couldn't take anymore of my teasing so she turned her body toward me, grasped my head in both hands and pulled me against her pubes. I found her pussy with my tongue and I grabbed both of her ass cheeks as I began to lick her pussy. Erica gasped aloud as my tongue found her clit and she held my head tightly as she experienced a mild orgasm. Her body shook and she seemed to hold onto me for balance.
"Let's get in the bed?" she said breathlessly.
I quickly stripped off my clothes as Erica climbed in her bed and lay on her back. She immediately splayed her legs and welcomed me back to her pussy. I burrowed my tongue as deep into her as I could and then I just sort of licked and sucked my way up. When I got to her clit I used the very tip of my tongue to tickle it. I flicked my tongue over it once and then I explored the folds of flesh on either side of it. Erica was now moaning and she arched herself so that her clit stuck out even further like a little cock. I licked it once more before I took it between my teeth and gently nibbled it.
Erica went wild and started bucking and moaning loudly. She pulled my head to her pussy as she cried out in ecstasy. I sucked her clit as deep in my mouth as I could and Erica humped my face for all she was worth. I was pleased that I was able to get her that excited and I sucked harder and played with her wonderful clit with my lips, tongue and teeth. I don't know exactly how many times Erica came but she finally collapsed on the bed, her body in spasms. I moved between her legs and I eased my dick into her pussy and began to fuck her slowly. Soon my cock was sliding easily in and out of her and we picked up the pace. Erica wrapped her arms around my back and her legs around the back of my legs. She arched her back as she humped me hard and fast and I made sure that my cock stayed in contact with her clit as I plowed her cunt. We fucked hard and long working ourselves toward an exhaustive state.
She tensed up wrapping her arms around my back and her legs around the back of my legs in a vice like grip. I held her trembling body tight and I could feel her drench my cock with her pussy juice just before my own intense orgasm. I could feel it building in my balls and then I exploded filling her womb. It seemed endless as I fired round after round of hot cum into her pussy. I remained still with my cock still in Erica's pussy as she uttered unintelligent moans and sounds and her body quivered. Her vagina muscles were involuntarily squeezing and releasing my cock, milking all the juice out of it. My deflated cock slipped from her vagina and she flinched as cool air touched her opening.
"You are such a very good lover, I've missed you," she sighed.
"Well we have all weekend to catch up," I replied.
"I need to rest for awhile, my body aches right now," she said softly.
We rested for awhile and at this point I was anxious to get at her ass again. I moved her to all fours with her ass elevated and she placed her head on the mattress turned to one side as she always did when I fucked her in the ass. I started playing with her pussy and her curvy ass lubricating her asshole with her own cunt juice. Erica reminded me to use the lubricant on her night stand before I fucked her. I smiled as I was pleased that she was prepared to get her hot ass reamed again. I grabbed the lube and put an ample amount in her asshole. Erica moaned and cooed as I fingered her pussy and her asshole simultaneously. I added my saliva to my lubricated cock and nestled my dick against the entrance of her anus teasing her momentarily before easing it inside her ass. As always the lube and saliva combination made my cock very slippery. I could feel my cock struggle to stretch the resistant sphincter muscles. My dick head burrowed in and her tight passageway soon yielded to the pressure of my cock. Erica moaned as my dick filled her asshole.
"Remember go slowly at first, not too deep until you loosen me up," she said sexily.
I fucked her with long and deliberate strokes until my cock was sliding easily back and forth in her ass. I caressed her shapely buttocks as I watched my cock move in and out of her rectum. I loved the way my cock wormed around inside of her curvy ass. My hands freely roamed her body and I pulled her hips drawing her backwards. I reached for her pussy to finger fuck her and diddle her clit. My fingers searched for the familiar feel of a woman's G-spot while my thumb rubbed her clit. I felt my cock inside her ass swell up and I started pumping faster. Within minutes I knew that Erica felt the warm fluid being squirted inside her anus and she immediately started to cum herself. Her cunt walls convulsed around my hand fucking her cunt as her anal muscles squeezed every drop from my spurting cock. I grunted as my whole body became stiff and I slammed my cock harder into her. Erica writhed around and her body arched off the bed as a climax of massive proportion rocked her. My cock slipped from her ass with an audible pop and I flopped down on the bed next to her.
Our bodies were moist with perspiration and our sex juices and the room smelled of sex. Erica suggested we take a rinse off and then get something to drink. We took a shower together and fooled around washing and then drying each other. Erica put on a robe over her naked body and then got me one of Mr. Meade's robes. We sat in the living room sipping our drinks and talking about the upcoming ski trip. After a couple of drinks we went back to Erica's room. We dropped the robes and Erica got back in bed on her back.
"I want you to eat me first then fuck me and if you do a good job I will let you have my ass again," Erica teased as if I had to earn it.
I was between Erica's legs in record time. I dove right into her pussy and licked away at her tasty twat. Erica loved my technique and she soon had another orgasm. Erica's body trembled in orgasm as I continued to eat her pussy. I was determined to make her cum several times before I fucked her. After several mild orgasms, Erica's body lifted off the bed with the intensity of her biggest climax. Her mouth opened as if to scream but no sounds came out and her body gyrated out of control. I held tightly to her legs and tried to keep my mouth fastened to her cunt but her body moved too violently. Her entire body went stiff and then she screamed aloud just as she came hard. Then she collapsed like deflated balloon and lay flat on the bed. I did not give her a chance to recover as I slid my throbbing cock into her pussy. She gasped when I entered her and then I began to fuck her slowly.
Erica stiffened under me momentarily and then her body thrust up and around as if she was trying to buck me off of her. I fought back and drilled my cock into her. She was gasping as if she was trying to breathe but I knew that she was having a massive orgasm. Just at the height of her climax I unleashed my load into her again. The two of us thrashed about and locked onto each other as the intense orgasms overtook our bodies. We both then collapsed on the bed with me on top of her. After we calmed I rolled over on my back next to Erica and we both lay on her backs side by side. No one orgasmed as much as Erica, it seemed as if she could cum all night.
Erica spoke first, "Oh that was so good."
"So did I do well enough to get your ass?" I teased.
"If you have anything left for that," she said with a laugh.
"Just give me a few minutes and once I look at your hot ass again I'll be ready."
We played with each other for quite awhile with Erica stroking my cock and me rubbing her tits and ass. I then rolled Erica over on all fours, lifted her gorgeous ass in the air and I slipped my tongue in the crack of her ass. I had washed her asshole thoroughly in the shower earlier so I knew that she was clean. Erica gasped aloud when my tongue touched her nether hole and the she moaned and groaned as I continued to rim her asshole. She was going wild and she had shoved her hand back in her pussy as I plunged deeper and deeper into her anus. Finally I knelt behind her and lined up my cock with her asshole. She frantically handed me the tube of lube. I put an ample amount of lube on my cock and in her asshole. I stroked my cock as I fingered her ass and I took my time as I loved fingering her shapely bottom. Erica cooed as I fingered her and then she got impatient.
"Stop teasing me and putt your cock in there," she gasped.
I smiled as I had the desired effect. I eased my cock into her snug ass in one steady slow movement until I was all the way in. Erica seemed to hold her breath during the penetration but once I started moving she got into it. She thrust her ass back at me just as I thrust forward into her ass. We got a good rhythm going and soon we were fucking in unison as if we had done this many times before.
"Oh this is great," Erica screamed.
She was gasping and grunting as I really began to pummel her ass. When I reached for her pussy I found her hand already in place frigging herself frantically. I picked up the pace and held to Erica's shapely buttocks as our hips slapped noisily together. She was really into it now and the two of us fucked like animals.
"Oh yeah that's it, that's the way to fuck my ass. Give it to me, cum in me, cum in my ass," she screamed.
We were both grunting from the physical intensity of our butt fucking. I slammed into her as my cock now moved in her tight ass. I felt my orgasm approaching and as much as I wanted to prolong the ass fucking session, I couldn't. My body stiffened and I plunged my cock all the way into her gorgeous ass. Streams of semen shot into her rectum as I seemed to cum continuously for several minutes.
"Oh good, I feel it," she cried out and then her own orgasm hit her, "Oh my, I'm cumming again!"
Her body thrashed around as I held onto her curvy ass cheeks and kept my cock buried in her ass. Her body danced around and it was all I could do to keep my cock in her ass. She then collapsed face down on the bed and my cock slipped from her ass with an audible pop. I ran my cock over her buttocks rubbing the remaining cum on her curvy ass. She wiggled her bottom and squealed in delight. I was surprised with the amount of cum that I generated for my fourth orgasm of the evening but that's what butt fucking did for me.
We both lay on her bed totally drained for several minutes without talking. Then I got up to take a pee. When I came out of the bathroom Erica was sound asleep. She looked luscious lying naked on her stomach with her shapely ass and beautiful legs on display. She had a contented look on her face. Her head was turned slightly and her long brown hair was spread out over the pillow. I quietly got back in bed with her and eventually I dozed off.
A MEMORABLE SATURDAY
Erica and I both slept in on Saturday morning almost until 11:00 AM. I got up to take my morning piss earlier but then I just came back to bed. When we did finally roll out of bed we both showered separately and put on some baggy sweats. Erica made German pancakes for brunch and they were delicious. After breakfast we looked at the newspaper and had several more cups of coffee. Then we moved into the family room and sat on the sofa watching TV and chatting about things. Even though Erica was not a very pretty girl she was not sore to the eye and she was easy to get along with. I loved her shapely body with great tits, nice firm legs and great ass.
I got up to refresh my coffee and when I returned I sat next to her. She turned toward me and smiled anxiously as she anticipated my next move. I smiled back and put my arm around her and drew her to me. I gently pulled her toward me and our mouths locked in a kiss. I pushed my tongue into her mouth and it took her breath away. Erica kissed me back and her body relaxed as she warmed up for more sex. I lifted her sweat shirt up over her head as she held her arms up for me to remove it. Next I pulled off her bra and as I removed it her tits stood straight out from her chest. I pushed her shoulders back against the sofa causing her tits to look bigger and firmer. Erica moaned as I leaned over and kissed her breasts and sucked on her rock hard nipples. I kissed and sucked her tits for several minutes. She loved to have her tits fondled and kissed.
I moved off the sofa and knelt between her legs. I untied her sweat pants and she lifted her hips as I pulled them down and off her body. Erica looked very sexy clad only in her blue panties with her aroused tits standing straight out. Hooking my fingers in the waistband of her panties I slowly peeled them down her legs. As I removed her panties I stared directly at her snatch and gently pushed her legs apart. Erica groaned as I ran my finger over her well trimmed pussy mound and tickled her labia. Her hips jerked involuntarily when I probed her sopping wet pussy with my finger and kissed her inner thighs. Erica gasped aloud when my tongue finally touched her quim.
I raised Erica's legs up and placed them on my shoulders which brought her pussy even closer to my mouth. Then I reached up and fondled her tits with both hands, tweaked her nipples and plunged my tongue into the depths of her pussy. I licked her cunt and located her erect clit with my tongue. As I sucked on her clit and played her tits and nipples, Erica moaned loudly as her body thrashed around. I struggled to keep my mouth glued to her pussy as her body jumped all over the sofa. Erica grabbed my head with both hands and held me to her gushing pussy.
"Oh Walt, this is going to be a quick one, a big one," she cried out and then she screamed, "I'm cumming, oh God I'm cumming, hold me, hold me tight, please hold me."
Erica's body seemed to go through convulsions as her orgasm rocked her and sent tremors through her. She continued to hold my head to her mound as her sweet nectar gushed into my mouth. I licked her dry and nibbled on her clit which caused her body to quake again. Erica collapsed on the sofa so I stood up and looked down at her hot body as I peeled off my sweat shirt and sweat pants. My large erection was covered by my underwear but my state of desire was obvious. I pushed my underwear down and my cock caught in the waistband and bobbed in front of Erica. She stared at my erect cock as if she was looking at the first cock she had ever seen in person. I reached down and pulled her closer to me so that her mouth was now on a level with my cock.
"Your turn," I said as I pushed my cock toward her mouth.
"I love to suck your cock," Erica crooned.
Erica willingly moved her head forward and kissed the head of my cock. Then she licked up and down the shaft and all around it. Eventually she took about four inches of my cock into her mouth. She was clearly an experienced cocksucker. As I looked at her lustful face sucking my cock I thought about cumming in her mouth.
As I lifted Erica's chin up and my cock slipped from her mouth she spoke, "Let's go upstairs to my bedroom?" she said sexily.
Erica led the way to her bedroom and I watched her fantastic ass as she walked up the stairs in front of me. Her beautiful shapely ass undulated as she climbed the stairs and I felt that familiar surge in my loins. I wanted to throw her down right on the stairs, shove my cock all the way up her ass and fuck her until I filled her rectum with semen. But I knew better, so I watched her shapely bottom with each step she took up the stairs. I knew that I wouldn't be happy until I fucked her ass several times this weekend.
I followed her up the stairs and into her bedroom. Erica pulled down her bed covers and got in bed on her back. She spread her legs slightly and looked apprehensively at my erect cock. I got on the bed between her thighs and nestled my cock at the opening to her pussy. I moved the head of my cock around her vulva and gently prodded her outer cunt lips. Erica moaned softly as her pussy got increasingly wetter. Satisfied that she was wet enough I eased my dick in a little parting her labia and finding the entrance to her pussy. I pushed more of my cock into her and in spite of her wetness she was still very snug. For the next several minutes I pushed in and pulled out, each time pushing a little more of my shaft into her sopping wet hole. Finally my cock sank all the way into her snatch causing Erica to gasp aloud. Then as I began to saw my dick in and out of her, Erica wrapped her legs around my lower body and humped her hips up at me. As I picked up the pace I made sure that my cock stayed in constant contact with her clit.
Erica surprised herself with another quick orgasm but I kept right on fucking her and she came multiple times in succession. Her pussy was flooded with her cunt juice and I could feel my cock soaking in her nectar as I pushed it all the way in. Erica was experiencing a continuous string of orgasms which had her body thrashing and jerking about as they led up to her final crescendo. Her body stiffened and she grabbed my shoulders as she wrapped her legs even tighter around my torso squeezing my lower body.
"Oh God, I'm cumming again, hold me, please hold me, oh, oh, please," she cried out as a thunderous climax ripped through her body.
Erica stiffened at first pushing her hips toward mine and the she went out of control. Her hips humped rapidly up and down as her body thrashed about. She was grunting and groaning and gasping for air as she reached her crescendo. All her fanatic actions accelerated my own orgasm and I flooded her womb with barrage after barrage of semen. I plowed my cock into her as far as I could as I released a steady flow of spunk into her pussy. We both humped each other furiously until our orgasms subsided. I kept my weight on my elbows as I lay on top of her so as not to crush her body with my weight. Erica's vaginal muscles clenched and unclenched around my shaft milking my cock dry.
Her cunt was a receptacle holding our combined juices and my cock felt as if it bathing in warm oil. My cock slowly deflated and slipped from her tight pussy with an audible sound. Our juices flowed out of her pussy as soon as my cock slipped from her hole just as if a stopper was pulled out of her. I rolled to my side along side of Erica and flopped on my back.
"That was a little scary," she sighed.
"I've never seen anyone cum as often and as hard as you do," I told her.
As I lay by her side I noticed that her tits were standing straight up and her aroused nipples were pointing at the ceiling. I tweaked the hard little nubs between my fingers causing her to gasp and quiver.
"My breasts are always very sensitive," she murmured.
I leaned over and kissed her breasts and sucked on her sensitive nipples. I rubbed her firm flat tummy as I sucked on her tits and her rock hard nubs.
"You know how I love that it makes me feel so feminine," she cooed.
As I sucked her tits and continued to rub her belly, I let my hand drift down to her wet pussy. I ran my fingers through her cum soaked pubic hair and I felt my cock starting to harden. Erica asked me to let her clit have a break so I rolled her onto her stomach and lifted her hips to a level with my cock as I knelt behind her. I eased my cock into her pussy and began to fuck her doggy style. Erica was content in this position since I was not in contact with her clit. I slammed into her from behind causing her curvy ass cheeks to jiggle. As I fucked her from behind I looked at her tight asshole and thought about the first time I had been there.
I scooped up gobs of her pussy juice and smeared it in the crack of her ass spreading around her nether hole. I added saliva to my finger and probed her tight aperture with the tip of my finger. She tensed when she felt my finger probe her asshole. I gathered up more juices and added more saliva as I continued to probe her hole and open her up. I gently pushed a very well lubricated finger into her ass and the tiny aperture opened up to accept the digit. More saliva and more juices greased her asshole sufficiently to allow me to slide my finger all the way into her rectum. Now with my cock in her pussy and my finger in her ass I was approaching another orgasm. I quickly rolled Erica on her back and slid between her legs. My cock slid in easily this time and I fucked her silly before finally shooting my load in her pussy. Erica really came hard again as the orgasm ripped through her body. She was a very sensuous woman. We lay together and I played with her tits and nipples and worked them into a state of arousal. Erica cooed as I worked on her tits, rubbed her tummy and played with her soaked pussy.
Once again I got hard from the foreplay and rolled her over on all fours. Erica agreeably moved into the doggy position and accepted my cock in her pussy. As I fucked her slowly I rubbed her tits and played with her asshole. I easily inserted one finger in her ass and then with my other hand I diddled her clit as I fucked her from behind, Erica went wild again with all the stimulation and she began bucking her hips as her orgasm took over her body. Determined to take her ass this time, I slipped my cock out of her pussy and quickly pushed it in her ass.
I added more saliva and pussy juice as I fucked her and shoved more cock into her ass. Erica relaxed and adjusted to the anal penetration as I held her hips firmly. Another push and my entire cock went all the way in her ass. Her asshole opened up from the reaming and I was then able to slide my cock in and out with ease. I marveled at her shapely hot ass as I watched her impaled on my cock. I could feel my own orgasm approaching and I knew it would be a big one since I was so turned on fucking Erica's beautiful ass. My hips slammed into hers and her ass jiggled as my cock went balls deep into her asshole. I felt my balls tighten so I pushed my cock all the way in her ass and then I released torrents of semen into her rectum. Stream after stream of semen filled her asshole as I flooded her bowels with my load.
I realized that we were both motionless and I had my cock buried all the way up her ass. Then I began to fuck her ass slowly again and I pushed my copious load around in her rectum. As I withdrew my softening cock from her ass, gobs of spunk trickled out and ran down over her pussy lips and inner thighs. Erica flopped facedown on the bed and I knelt there watching my seed still ooze out of her shapely ass. Erica got out of bed and went into the bathroom to clean up. When she returned we cuddled in the spoon position and I stroked her sensuous body. I hard again as I snuggled up to Erica so I slipped my still slippery cock back into her ass. I had both hands around her body so I played with her tits and fingered her pussy as I slowly fucked her ass.
I just kept fucking her until I came in her ass again. Ropes of semen shot into her ass and I felt the involuntary clutching and un-clutching of her anal muscles around my cock. Her ass muscles milked my cock dry as they tried to expel the intruder. My cock softened and slipped from her ass emitting a grunt from Erica when it did. I held her to me and we both rested. We had fucked right through the dinner hour and we laughed when we saw the time. I suggested calling out for a pizza and Erica accepted. We both showered again before we threw our sweats back on and then she called the pizza place.
That evening we watched TV in the family room and had a few beers with the pizza. We stayed up to almost 11:00 PM and then we went to bed. We had had enough sex for one day so we just cuddled up and slept together. Erica set the alarm for Sunday morning so that we could get up and straighten up the house before she drove me home. The Meades would be home sometime Sunday afternoon.
THE MORNING RITUAL
On Sunday morning I woke up first with another morning piss hard-on. This happened frequently to me when I spent the night with a hot woman. I rolled over toward Erica and started caressing her body. She rolled on her back and I went to work on her firm tits and hard nipples. She cooed from the titillation and gradually woke up. Then I moved between her legs and slid my erect dick in her pussy.
The fit was snug again as it always was at first so I moved slowly and gently working my cock into her. Erica got wet quickly and my cock was soon sliding in and out of her hot cunt. As she had done before she wrapped her legs around my lower body and her arms around my back as she humped back at me. I fucked her through multiple orgasms just as I had done last night except that I didn't cum. Erica arched her back and her body shook with the intensity of her climax. I kept fucking her and she had another continuous string of orgasms before her body stopped moving of its own accord.
"Please stop, let me rest, I can't cum anymore," Erica cried out, "Go pee and give my pussy a break."
I stopped fucking her honoring her plea and I slowly slid my still erect cock from her. I headed into the bathroom to relieve the pressure of my piss hard-on and then I opted to take a shower. Erica entered the bathroom once she heard the shower running. I invited her to join me in the shower. Erica and I soaped each other's body and I loved running my soapy hands all over her fantastic tits and ass. Erica played with my erect cock and lathered it up with soap. I turned her toward the shower wall and slid my cock into her pussy from behind. Erica braced herself against the shower wall as I fucked her pussy until I came shooting another good sized load into her.
I stayed hard as I thought about fucking her ass one more time. I pushed my soapy fingers in and out of her ass and pussy as I prepared her for another ass reaming. Erica cooed with the dual action of fingers in her ass and pussy and I could tell she was ready to be butt fucked. I moved closer to her and placed my cock at the entrance to her asshole and pushed ever so slightly. I watched as her little rosebud opened up to accept my rod and the cock head cleared her sphincter.
Erica had her head turned to one side as she braced herself against the shower wall with both hands. I slowly fucked her ass trying to make this session last as long as possible. I loved watching my cock slide in and out of her beautiful shapely ass. As hard as I tried to prolong her butt fucking I felt my orgasm building rapidly. I thrust into her plunging my cock in all the way and released my seed into her bowels. Rope after rope shot out of my cock to fill her ass with my warm semen. Erica was fucking me back and I realized that her hand had traveled to her pussy and she was getting herself off as I flooded her ass with my spunk.
The two of us almost collapsed in the shower with my cock still buried in her ass. I could feel her ass muscles milking my cock as her buttocks contracted and relaxed under me. I held her tightly and I kept my hips in contact with her shapely ass until my cock softened and slipped out. Erica let the shower water rinse her body and then she douched both her ass and pussy cleaning the semen out of her holes. We stepped out of the shower just as the water was starting to get cold. We dried off and got dressed.
We had a quick breakfast and then I helped Erica straighten up the house. After the house was in order Erica drove me back home and we stopped for lunch along the way. Erica dropped me off at the house and we agreed to get together again after my exams and over the Christmas holiday. Erica and I were also going on the ski trip so we would see each other for New Years as well. I continued to date Erica for a year and we had great sex together but then we both moved on to other partners.
NUMBER 4 -- CHARLOTTE
Charlotte, although she preferred to be called Charlie was one of the corporate groupies at our company. This story takes place in 1971, a year when everyone was sexually promiscuous and condoms were rarely used. There was a bar that all of us hung out at called the Oasis which also sponsored one of the softball teams I played on. I also played for another bar and our company team. All three teams had many of the same ballplayers and we actually did very well in our leagues and in tournaments. Softball tournaments were huge in the Midwest back then and we were in at least two a month. It was at a softball tournament that I first hooked up with Charlotte. Charlie was a 28 year old brunette with brown eyes, about 5'5" and 120 pounds. She was not the prettiest of girls but she wasn't ugly either. Charlie had served in the Army before she worked at our company so she was no virgin and no stranger to brief encounters.
We had won our first two games in a 16 team double elimination tournament and we had the whole afternoon. We were not scheduled to play again until 8:00 PM that evening in the third round of the winner's bracket. My friend Al had his girlfriend Ginger at the game. Ginger was good friends with Charlie who had accompanied Ginger to the game. Al invited me to join him and Ginger at her house for lunch and a few pops between games. Ginger introduced me to Charlie and she confirmed Al's invitation.
When we arrived at Ginger's house her first words were that we all had to take showers before we used the beds. I was surprised but not shocked at her announcement. I knew Al was banging Ginger on a regular basis so it was not a surprise that the two of them would jump in the sack.
Charlie just smiled at me and said, "Come on I'll show you where the guest shower and bedroom are that is unless you'd rather watch TV."
"Lead the way," I replied not wanting to pass up an opportunity for some afternoon delights.
Charlie and I stripped down and entered the shower. She had a large birth mark on her shoulder that she was embarrassed about but I quickly put her at ease. I started to soap up her tits, ass and pussy but she stopped me.
"Let's save that for the bedroom. Ginger doesn't like it when the shower runs too long," she told me.
Charlie had obviously done this before at Ginger's place and I followed her advice. We washed ourselves quickly and then went into the bedroom. Charlie lay on the bed and opened her legs for me. She held up her arms and welcomed me into her body.
"I had been hoping that we would get a chance to make it together someday," she whispered.
Slowly, I moved into her. Charlie opened beneath me, enveloping my penis tightly. Her cunt was like a fist as she clenched her vaginal muscles. She squeezed me as I moved within her.
"Charlie," I groaned, "You are really tight."
She moaned in response, "Your big cock feels so good. Fill me up with it."
I thrust into her deeply and I felt the head of my cock pressing against her cervix.
"Oh Walt," she sighed with her eyes closed.
I felt her vagina contract around my cock. She climaxed again with a shudder and a long moan and she urged me on, "Fuck me baby. I can take it, I want it."
I grabbed her hips in my hands and began to thrust in and out as I pounded her pussy. My heavy bloated testicles slapped against her ass as my cock drove into her hot pussy.
"Yes, oh yes," she gasped as her body rose to meet me.
The bed was now rocking with the force of our fierce, animalistic fucking. Her legs clamped around my waist as she screamed her release. Her pussy grasped my cock, squeezing it and milking it as I fucked her. I moved my hips against hers and buried my cock to the hilt within her. Her quaking pussy erupted into orgasm again as I rocked my cock slowly, grinding the head against her cervix. I felt my orgasm building in my balls and I knew that any second I would be spewing my seed into her womb. I felt my semen travel from my scrotum through my cock as I came deep inside her flooding her waiting warmth with my load.
Neither one of us could speak as the pleasure was so intense. I collapsed on her and she wrapped her arms and legs even tighter around my body. Not wanting to crush her I rolled off her as my cock deflated and slipped from her cum filled cunt. We rested together as we talked for awhile. Charlie knew that I was fucking a few girls from the office and she had told Ginger that she would like to make it with me, which is why Ginger invited her to the tournament. I learned that Charlie had been married but was divorced in the Army. She also told me that she was not at all into oral sex either giving or receiving. Charlie reached down and stroked my cock as we talked and I fondled her tits and played with her pussy. Before long we were turned on again.
I pulled her legs apart and let her guide my cock into her pussy. I eased my thick cock into Charlie's tight cunt and worked it slowly until I was balls deep in her pussy. I knew that with her tightness that she could probably feel every ridge and vein of my cock touch her vaginal wall. Charlie gasped again when I hit bottom. As I fucked her slowly I made sure that my cock never lost contact with her clit. Charlie stiffened as she orgasmed and then grunted and groaned through multiple orgasms as her body was rocked with one climax after the other. As I pounded her pussy my cock moved easily in her now soaked pussy. Charlie stiffened one more time, screamed and then went limp with her final orgasm which was the most intense of the day.
Once again I rolled off Charlie and this time she rolled over on her stomach. I caressed her ass and teased her between her ass cheeks. I searched for her nether hole as I massaged her bottom. I finally reached the object of my desire and I rubbed juice from her pussy into her asshole. She lifted her hips slightly as I worked her firm ass cheeks. I pulled her buns apart slightly and stared at the cute little aperture. I traced my finger over the ridges of her now swollen sphincter and watched as it seemed to pulse and throb under its own accord.
I scooped more juice out of her pussy with my fingers and pushed it into her asshole. Charlie's hips bucked in response to my probing. I loved anal sex and I loved to watch my cock slide in and out of a hot ass. I was hoping that Charlie was into anal sex. As my finger entered her channel she gripped it with her sphincter muscles. I continued to finger fuck her ass adding more natural lube from her pussy as needed and eventually I added a second finger. Satisfied that she was well lubed I straddled her hips and guided my slick cock into her pussy to coat it with juices and then I eased it into her ass. My cock head slipped past the moistened sphincter and the spongy head disappeared into her ass. Her anal ring snapped closed behind the cock head and I marveled at the sight before me. I only had the head of my cock in her and she lifted her hips and pushed back obviously wanting more.
"Not too deep at first and then go deeper," she whispered.
My cock felt bigger than it ever had as I eased more of it into her anal passage. I watched as it stretched her open and slid easily in her slippery hole. I continued my slow penetration until the entire length of my shaft was balls deep in her ass. Charlie gasped and grabbed the bed sheets as I hit bottom and then moved her ass in time with my thrusts.
"Let's fuck on our sides," she rasped.
I rolled both of us to our left side and settled into the spoon position with my cock buried in her asshole. My left arm came around and fondled one of her tits and tweaked her nipples as my right hand sought out her pussy. I pushed two fingers into her pussy as I fucked her ass and played with her tits. Charlie was going wild as her orgasmic, constricting muscles gripped me firmly.
We fucked slowly as she arched her back and we fitted together perfectly. Her gasps were intermittent and interrupted with cries and sobs of pleasure. Her ass was so snug that I wondered how the semen ever got out of my cock. I fought to hold back my ejaculation as long as possible but the undulating walls of her asshole were just too much. I felt the familiar boiling in my balls and I thrust into her as the first blast of cum exploded into her rectum. I barely heard her pleas for me to fill her ass with cum as her contractions milked every drop from my cock. I continued to fuck her slowly and I enjoyed the new feeling of warm semen mixed with the pussy juice surrounding my cock in her sheath.
"I love the feel of your warm cum in my ass," she sighed as my cock remained nestled in her hole.
Charlie told me that she loved anal sex and that sometimes he actually preferred it to vaginal sex. She said that she still wanted to cum and she preferred a cock shooting a load in her ass while her clit was being rubbed. We remained in the spoon position for quite awhile. I think we even dozed and we were awakened when my deflated cock slipped from her ass. Charlie rolled toward me and smiled as she whispered.
"That was some great sex today, you are a good lover," she said softly and then, "Come on it's time to get up and get dressed."
Charlie and I showered quickly and dressed. She told me that she first had anal sex in the Army and over time she had become addicted to it. Charlie told me that she liked anal sex as much as vaginal sex and sometimes even more with the right person. When we went into the kitchen Ginger had already put out some snacks for us. The four of us ate and then we returned to the tournament. We won our third game and the next day we would be playing in the winner's bracket championship.
On Sunday we lost the first game and we had to play the team coming out of the loser's bracket. We beat them and then we had to beat the same team twice to win the tournament. We won the first game but then they came back and beat us in the championship game. It was tough playing four games back to back but that's what can happen in double elimination tournaments. All and all it was a good tournament for us. I was pretty tired as was the rest of our team so we passed on drinks at the Oasis and headed home. Tomorrow was a work day.
THE PARTY
I didn't see Charlie again until Friday that same week. Terry a girl who worked in corporate and her current squeeze Russ had a party at Terry's house. Terry was divorced with a couple of kids and the kids were spending the night at her parent's house. I went solo to the party since I wasn't really dating anyone.
Another friend and ball player, Manny was supposed to meet Charlie at the party but he showed up with a last minute date named Cindy. Charlie was miffed but she kept her cool but by the time Manny had arrived just about everyone had paired off. I had my sights set on a cute thin blonde named Susan. I was drawn to her more by her outfit at first. She looked very stylish and she wore a cap that made her looked very British. I expected an English accent when I spoke to her but I learned that she too worked in corporate and she was originally from Kentucky.
Charlie approached me and asked if she could speak with me just for a minute. I excused my self from Susan to speak with Charlie. "Can you meet me down stairs in a few seconds?" she asked.
I told her I would but I noticed that she had been drinking heavy. I went down the stairs a few moments after her and she ushered me into the bathroom on the lower level. Charlie closed and locked the door, turned her back to me and pulled down her shorts. She was not wearing any panties under her shorts. It was a new style outfit with a halter top and the matching tops and bottoms were held in place by elastic. Charlie had elected not to wear panties under her bottoms and as I found out shortly she passed on the bra too.
"I need you to fuck my ass before you head out with Susan," Charlie requested slurring her words a little.
I dropped my pants and underwear and I pushed my fingers in Charlie's pussy. I moved my fingers from her pussy to her asshole for several minutes gathering her pussy juice and lubing her asshole. Then I pushed my cock in her pussy and got it good and wet before I eased it into her ass. Charlie grunted as my cock hit home and slid into her ass. We both fucked rapidly as I pushed her top up over her tits and played with her tits and nipples. I reached with one hand for her pussy and plunged two then three fingers into her quim. Charlie went wild with the double penetration and the manipulation of her tits. She soaked my fingers with her female juice as she had a string of orgasms.
Then I felt my seed shoot through my cock into the depths of her ass causing Charlie to groan loudly. She milked my cock dry with her talented sphincter muscles and her hips thrashed uncontrollably ejecting my cock from her ass. I held her tightly and my wet cock brushed against her creamy ass cheeks.
"Oh thank you, thank you," she cooed as her body calmed.
I washed my cock off in the sink and then dressed and returned to the party. Charlie stayed in the bathroom longer before she left and I did not see her leave. I was talking with Susan again when Charlie left and not long after that Susan invited me to her apartment. The time I spent with Susan that night and several other nights was covered in another literotica submission.
It was a few weeks before Charlie and I hooked up again and it was quite by accident. I had worked late one night and I stopped off at the Oasis for a night cap. It was a slow night and I was the only one in the bar until Charlie came in. She had been out bar hopping and hadn't found anything to her liking so she decided to swing by the Oasis on the way home. She had not eaten dinner so I suggested that we grab a snack and a drink together.
Charlie and I sat side by side at a bar table facing the bar. The bartender Dan was engrossed in the TV watching a ball game and getting caught up on all the scores. As we ate our burgers and sipped our beers, I ran my hands over Charlie's nylon covered thighs. She was wearing pantyhose under her red mini skirt but no panties. I slid my hand between Charlie's thighs and covered her hose protected pussy. I rubbed her cunt through the hose and her pussy got sopping wet. We finished our burgers and beers and then left the Oasis. When we got out to the parking lot I asked Charlie if she wanted to sit in my car for awhile.
"You better believe it, as worked up as you got me in there you better take care of me," she replied excitedly.
Charlie and I got in the back seat of my two-door Grand Am and I immediately peeled off her panty hose. I lowered my pants and underwear to my knees and the two of us played with each other for several minutes. The Grand Am had louvered rear windows so it was impossible for anyone outside the car to see in the back seat. There was something very erotic about being partially clothed but still having access to each other. Charlie had her legs spread wide as I fingered her pussy and pushed her cunt juice into her ass. Charlie stroked my cock with her hand as I prepared her for another ass fuck.
I never knew anyone like Charlie who could get so wet during foreplay. My hand was sopping wet and within minutes I had her asshole coated with her own pussy juice. I positioned Charlie so that she was kneeling down on the back seat and I knelt behind her. I put my cock in her pussy and let it soak in her juices before I lined it up with her ass.
Once again Charlie reminded me, "Not too deep at first and then deeper."
I eased my cock into her asshole as she maneuvered her body to accommodate the anal penetration. Charlie had her head down on the car seat turned to one side and I watched her face grimace slightly as my cock made its way into her ass. Charlie moaned and groaned as I slowly fucked her going a little deeper in her ass with each thrust. Once I was all the way in I picked up the pace and fucked her until I flooded her ass with my cum. Charlie had her fingers buried in her twat and she brought herself off as I plowed her ass. When my hips stopped moving Charlie milked my cock with her anal muscles and then her hips gyrated as her own orgasm overtook her. I had to hold her tightly to keep my cock in her ass as her hips jerked out of control.
My cock softened and I eased it out of Charlie's ass. I knelt there looking at her recently violated asshole and watched as my semen trickled out of her rectum. Charlie remained still for a few minutes with her red dress thrown up over her back and her ass on display. I had some paper napkins in the car and she used them to wipe the semen from her ass before she sat down on the car seat.
"You definitely have the largest cock that has ever been in my ass. Do you know how big it is?" Charlie asked.
"Well Karen measured it one time when she was blowing me and she said it was almost 8 inches long and just over 5 inches around," I replied.
"It certainly felt bigger than that tonight," Charlie sighed.
"At times I do feel thicker and longer but I have never thought about my size very much," I admitted and added, "I know that there are plenty of cocks bigger than mine."
"I think tonight was one of those nights that you peaked and your cock is plenty big for me," she said with a giggle.
Charlie did not bother putting on her pantyhose when I pulled up my pants. I opened the car door and we got out of the back seat. Charlie said that she was glad that she ran into me and that she would see me later, then she said goodnight and made her way over to her car. I watched as she got in her car and as she did her skirt flew up and flashed her bare pussy. After she left the parking lot, I drove home in a very sated state.
It was at least another week before Charlie and I met up again. It was a repeat performance with me stripping off her pantyhose in the back seat of my car, lubricating her ass with her own juices and fucking her tight ass. It was exciting for me to strip off her hose and fondle her legs, pussy and ass. Charlotte seemed to like being without her panties and hose in the back seat of the car. I took my time with her, fingering her pussy and ass driving her crazy, until she finally begged me to fuck her.
MY FINAL TIME WITH CHARLIE
It was another night at the Oasis and Charlie had had too much to drink. I put her in one of the booths toward the back to let her sleep it off and I told her girl friend Ginger that I would take her home later. Ginger and Al were anxious to get going that night and they didn't want to wait for Charlie to wake up. They thanked me and left and I joined Dan at the bar for a night cap. I didn't drink too much since I was driving and after a while I decided to take Charlie home. I picked her up and carried her out to my car all the while I hoped that she wouldn't get sick. I placed Charlie in the front seat and buckled her in. Charlie woke up and told me that she was staying at her sister's pad that night. She managed to stay awake and give me directions to her sister's place.
Once we arrived at her sister's, I helped Charlie into the house and the guest room. It was late and I assumed that her sister was asleep in the other room. Charlie flopped down on the bed and I then had the urge to fuck her before I left. I moved over to the bed and stripped Charlie naked. I removed her blouse and bra, her shorts and panties and her shoes. Then I stripped down naked and got in bed with her. It was the first time that we were totally naked together since the very first time we had sex.
I rolled Charlie to her side and she knew what was coming next. I scoop her female juice from her pussy and used it to lubricate her asshole. Charlie cooed as my fingers probed her pussy and lubed her ass. Then I placed my cock in her pussy just for few strokes to get it slick. I positioned my cock at her ass and gently pushed my cock into her.
"Not too deep at first and then deeper," Charlie whispered those familiar instructions.
I did what she asked and as I fucked her ass I went a little deeper each time. Soon I was balls deep in her ass and I picked up the pace. My cock felt longer and thicker than I could remember at that moment. I reached around Charlie with my left hand and played with her tits and rock hard nipples. Then I moved my right hand to her pussy and pushed three fingers into her cunt. Charlie was going wild and she was creaming all over my fingers as I plowed her ass. My cock was throbbing in her asshole and I felt my pending ejaculation building in my balls. One more deep thrust and I held my cock there as I exploded in her ass. My cock pulsated as streams of cum shot into her ass. Charlie instinctively clenched and unclenched my cock with her anal muscles. She milked every drop of cum from my cock.
For some reason I stayed hard that night and I kept right on fucking Charlie's ass. I knew it would be a while before I came again so I pulled out of her ass and rolled her on her back. Then I pushed my raging hard cock in her pussy and treated her to an exhilarating fuck. I kept my cock in constant contact with her clit and I had Charlie writhing and trembling as a continuous string of orgasms rocked her body. Then I pulled my cock out of her pussy and rolled her back to her side and re-entered her ass. I pummeled her ass as I sought out my second orgasm of the night. Charlie's ass was loose and slippery from our combined juices but she was still snug enough around my cock. Once again I stiffened and fired a barrage of cum into her rectum. I could feel my cock pulsate again as it released a torrent of cum deep into her anal recess.
We lay still for a few minutes recovering from the intense fuck session. I had forgotten about my cock in her ass until it had softened and slipped from her hole. I felt my wet cock drop on my thigh and I knew that cum was trickling out of Charlie's asshole.
"I wish you could stay with me tonight," Charlie whispered.
"Not tonight Charlie, I have to be up early in the morning. Plus I don't think you want your sister to find us in her guest bed in the morning either," I replied.
Charlie just nodded her agreement and then I got up to get dressed. I dressed and left the house quietly and then drove home. It was the last time that I had sex with Charlie. Our company was going through some downsizing and Charlie was one of the casualties. She ended up taking a job with another company and she stopped hanging around the Oasis and her former co-workers.
NUMBER 3 -- BARBARA
It was 1983 and the software company I worked for decided to have the user conference in Chicago. Barbara the corporate administrator in charge of conference logistics came to Chicago to select the hotel for the conference. She had received several bids from large hotels in the city and she would visit each one while she was in town. She had asked me where to stay and I told her the Westin which used to be the Continental Plaza. The Westin had offered her a complimentary room since she was in charge of booking the conference.
Barb arrived on Monday evening and checked in at the Westin. On Tuesday she planned to visit two of the five hotels under consideration. On Wednesday she would visit the other three and then on Thursday she would select one, sign the contract and fly back to Philadelphia. Barb asked me to have dinner with her on Wednesday evening.
It was business as usual for me on Monday, Tuesday and Wednesday. On Wednesday afternoon I went into the city and met Barb at the hotel. She wanted to go to a nice restaurant that had a good bar. I took her to Sweetwater's and she loved the place. We had a couple of drinks before dinner and then we had a great meal. Barb got a little tipsy as she drank the wine especially after a couple of cocktails. She got very talkative and shared some things about her life with me.
Barb was 36 years old and she was a pleasing looking blonde. One would not say she was pretty but one would admit that she was alluring. She stood at 5'6" and probably weighed no more than 125 pounds. She had nice legs and incredible ass with small breasts. Her ass was her best asset as it stuck out slightly and seemed to beckon to be touched.
Barb was married to her current husband for 10 years. She told me that she was sexually active outside her marriage but that she never really had an affair. It was mostly one night stands and it was when she was on the road on company business. She told me that she had a number of encounters with hotel staff and that they would often hand her their business card and offer their services to her. I wondered why she shared this part of her life with me but then I was to find out later that night more about her.
I steered the conversation back to the hotel selection for the user conference. Barbara told me how she had the hotels ranked in order of preference and she had selected the Westin as her first choice. I agreed with her on that choice not only because it was a five star hotel but because of its location. It was right off the magnificent mile that was filled with top of the line stores and shops. It was only a few blocks from Oak Street Beach and one block from the Water Tower Place. The theater district and nightlife were short cab rides from the hotel. There would be plenty to do for the spouses that accompanied their partners to the conference. Barbara was glad that I agreed with her selection and supported her choice.
We had finished our dinner and the wine so I asked her if she would like an after dinner drink, coffee and dessert. Barbara passed and suggested that we have the after dinner drink in her room at the Westin. We took a taxi back to the hotel and went up to her room. They had given her a suite with a well stocked mini bar and everything was complimentary.
"Let's get undressed and then have that drink," Barb said catching me off guard.
"You want us to get us undressed?" I questioned in confirmation.
"Sure, why not? Our clothes are going to come off soon anyway," she replied with a smile.
I was all for it as I was anxious to get a look at her naked and check out her curvy ass. I undressed as she did and we watched each other at the same time. Barb smiled when my underwear came off and she saw my cock in its flaccid state hanging between my legs. I anxiously waited until she turned her back to me so that I could see her naked ass. Barb turned to put her clothes on the chair and I was treated to a view of her amazing ass. It was perfectly shaped seemed to reach out toward me. I secretly hoped that she liked anal sex.
"I'll have a Baileys," she told me.
I got a Baileys for her and a cognac for me and then we reclined in the bed together. We clicked glasses in a toast and sipped our after dinner drinks.
"You know I don't usually do this. I mean that I don't sleep with company employees," Barb admitted.
"I don't either," I lied.
"So we can make an exception this time but I need your promise to be discreet," she stated.
"You have my word. I do not tell tales out of school. Our sex lives should be our own business," I assured her.
"Good I am glad that you agree," she said and then took another sip of her drink.
Barb put her drink down on the nightstand, smiled at me and reached for my cock. "You have a nice cock," she told me just before she slid down and took it in her mouth.
I leaned back as her very skilled mouth got me hard within minutes. I put my drink down and put my hands in her silky blonde hair as her head bobbed up and down. Satisfied that I was sufficiently hard, Barb mounted me and lowered her dripping wet pussy onto my cock. She looked me right in the eye as she started to ride me and I knew that she was in desperate need of an orgasm. I reached up and played with her small tits and tweaked her hard nipples as she rode me. Barb's was breathing hard and rapid as she approached her release. I looked into her eyes and I could see the lust in them. Then it happened.
"Oh God, oh God, oh, oh, hold me," she screamed as an orgasm of a massive proportion rocked her body.
She rode through her orgasm and I felt my cock swimming in her pussy. Barb then collapsed on my chest for several minutes until she composed herself. She then lifted her self off my cock and I heard a distinct sucking sound as my cock was released from her pussy. Barb reached for my cock, wrapped one hand around its girth and looked up at me with those daring blue eyes. She then tilted her head back down and brought her mouth towards my cock. She ran her tongue up its smooth underbelly and I groaned aloud.
Holding it with her hand she sank her open mouth down onto my cock. Her lips closed around it and I felt her hot, wet tongue go to work. She sucked me hard and her cheeks hollowed as she worked her head back and forth. I gasped and put my fingers into her soft blonde hair to guide her head back and forth. Barb knew what she was doing as her pace slowly quickened and her right hand worked my shaft. Her left hand cradled my balls and softly stroked them. She then ran her finger along my perineum. Barb took my cock from her mouth and blew on the head of it. I felt her breath cool the saliva on my cock and I clenched my butt in pleasure. My large cock bulged in her firm grip and felt even larger than normal. Barb worked her hand back and forth letting it glide smoothly around my cock then she looked up at me and smiled. She knew the effect she was having on me and she seemed to enjoy every moment of my torment.
I moaned again as her tongue snaked forward and tickled the tip of my cock. Her tongue found the pee hole and she licked the pre-cum as it oozed out of my slit. She worked her tongue in circles around the tip of my cock and took my length deeply into her mouth again. I watched as almost the full length of my cock vanished into her mouth. Barb then swirled her tongue around the shaft of my cock that was buried in her mouth. I closed my eyes and groaned in pleasure as her head worked back and forth more quickly clasping my shaft with both hands as her head vigorously bobbed up and down.
Her pace was relentless and I held her head gently as I felt my orgasm building in my testicles. This was definitely the best blow job I'd ever had in my life, bar none. Barb allowed my cock to plop out of her mouth again and a thin trail of saliva stretched from my cock to her lips. She smiled again and caught the saliva in her hand as her eyes fixed on my cock. Her hand wrapped tightly around it again and she proceeded to jerk me off me at a steady pace occasionally licking the head of my cock and nibbling it with her teeth. I threw my head back. Closed my eyes and groaned out loud. Barb jerked me off as fast as she could as her hand almost became a blur as it moved up and down my shaft. There was a distinct look of lust in her eyes as she stared at my cock
"Are you going to cum for me? Are you close?" she asked in a raspy voice.
I just nodded yes since I was very close. Barb then took me back in her mouth and ran her tongue around my shaft again. Then her head bobbed up and down again as she pursed her lips and hallowed her cheeks. That did it for me.
"Barb here it cums," I warned and then I grunted as I came in her mouth.
Barb took my warning as a signal and she started sucking harder and squeezing my cock with her hand. My eyes closed tight as I ejaculated in her mouth. I felt my cock pulsate as rope after rope of semen shot into her mouth. As the intense sensations passed from my body I relaxed a little and looked down to watch Barb suck every drop from my cock. She was now kissing it, licking up and down the shaft as if she were making love to it. My cock softened in her mouth and she took it in her hand as she licked the final remnants of my ejaculation from the slit. Once she was satisfied that she had emptied my cock she ran her tongue around her kips and swallowed one final time. Barb let out a big sigh and sat up on the bed.
We rested for several minutes, sipped our after dinner drinks and chatted easily. Then we began playing with each other again and when I found Barb's G-spot she came again. She held my hand tight to her pussy as she humped it vigorously. Then she stiffened and screamed as another orgasm rocked her.
"No one has ever found that spot as quickly as you did," she gasped and then requested, "Fuck me doggy style this time."
She rolled over on all fours, put her head down on the bed and raised her curvy ass in the air. I wanted to just drive my cock in her ass but I knew it would be better for her to warm up to it. I still didn't know if she liked anal sex. I knelt behind Barb and slipped my cock into her pussy from behind. I fucked her slowly and then I began to play with her ass. I caressed the shapely globes and teased her anus with my finger. I scooped up some of her pussy juice and rubbed it into her anus. Barb wiggled her ass in response so I took it to the next step. I pulled my cock out of her pussy and ran it up and down the crack of her ass. Then I paused at her nether hole and prodded it gently with my rigid cock.
"Oh, where's the Vaseline?" Barb cooed.
I knew then she was going to let me have her ass. I hopped out of bed and dashed to the bathroom and quickly located the body lotion supplied by the hotel. Then I got back in bed behind Barb and thoroughly coated her anus with the lotion. I put gobs of lotion on my cock and then added my saliva to it. My cock was as slick as oil and I eased it into her ass. My cock slid in like a hot knife through butter and I buried it to the hilt in her ass.
Barb emitted a gasp as my cock slid all the way in on the first thrust. I plowed her asshole and fucked her rapidly in search of my much needed orgasm. She eventually began to move her hips in an attempt to match my thrusts and it was obvious that she was turned on by the anal sex. Barb was gasping and grunting as I began to really pummel her ass. I picked up the pace even more and held to Barb's shapely buttocks as our hips slapped noisily together. She was really into it now and the two of us fucked like maniacs.
"Oh yeah that's it, that's the way to fuck my ass. Give it to me, cum in me, cum in my ass," she screamed.
We were both sweating from the physical intensity of our butt fucking. I slammed into her as my cock now moved freely in her ass. I felt my orgasm approaching and as much as I wanted to prolong the ass fucking session, I couldn't. My body stiffened and I plunged my cock all the way into her gorgeous ass. Streams of semen shot into her rectum as I seemed to cum continuously for several minutes.
"Oh good, I feel it. Fill me up, fill up my ass," she cried out and then her own orgasm hit her, "Oh shit, here it is, I'm cumming!"
Her body thrashed around as I held onto her curvy ass cheeks and kept my cock buried in her ass. Her fingers flew over her pussy and clit as my warm seed flooded her anal passage. She then collapsed face down on the bed and my cock slipped from her ass with an audible pop. I knelt over her as my cock dripped the remaining cum on her curvy ass. She wiggled her bottom and squealed in delight. I moved back from Barb and I admired her shapely ass. She looked so sexy that I rubbed her buttocks lovingly and she clenched her ass muscles. She then rolled over on her back and spread her legs for me.
"You made me so hot come here and eat my pussy," she pleaded.
I climbed on the bed and moved my head between her legs to eat her pussy but first I kissed and licked around the area and her inner thighs. I breathed warm air right on her snatch and she grabbed my head and pulled it to her cunt. I pulled my head back off her pussy and let my fingers trail to her pussy. I lightly rubbed her outer cunt lips and she twitched with each touch. She moaned as her clit responded to the stimulation and slowly exited its hood looking for attention.
I placed my fingers on her cunt lips and trapped her clit between them and it became engorged and stood erect. She squirmed in pleasure while I moved her cunt lips up and down on her clit and she shuddered from the extreme arousal. Still moving her cunt lips up and down, I bent down and kissed her clit. She jerked and bucked as my lips touched her upright nub. I drew my head back a bit and again blew air directly onto her clit as she writhed and bucked again, moaning with pleasure.
I placed my arms behind her knees and raised her hips up. I put her legs over my shoulders and I lowered my mouth to her pussy and kissed it as though it were her mouth. She groaned with delight as she waited for my next advance. I drew my tongue along her outer labia, up one side and down the other without touching her clit.
"Suck it please, please lick it, oh please!" she moaned lustfully.
I flicked my tongue across the edges of her pussy as she quivered and seeped her juices from between the lips. I licked the juices from the edges telling her she tasted delicious. She was nearly mad with desire as she begged me to pleasure her with my tongue. I parted her labia with my tongue and licked the insides of her cunt lips, nibbling each one a little and then sucking on them both. She whimpered and moaned when I suddenly plunged my tongue as deep as I could into her pussy. She screamed with delight as my tongue explored the insides of her pussy. Instinctively, she grasped my head and pulled it into her cunt, begging me to lick and suck her. I did not disappoint her as I swirled my tongue around her engorged clit and back into her sopping wet cunt. She was constantly moaning as my lips closed about her clit and sucked her clit in and out of my mouth. Writhing and gyrating she exploded in another powerful orgasm, drenching my face and mouth with her copious juices. She seemed to cum with each spasm of her body. I did not let up sucking her clit and she tried to push my face away as she cried out.
"Oh stop, please stop. I can't cum anymore let me rest," she begged.
Her body shuddered through yet again another orgasm and she lay there gasping and breathing heavy as her orgasm abated. Finally her orgasm subsided and she embraced me and kissed me. I knew that she could taste her own juices on my lips and I plunged my tongue into her mouth taking her breath away. By now my cock was rock hard again and I moved between her legs. I eased my cock into her sopping wet pussy and she wrapped her legs around my torso.
"My, we are horny this evening aren't we?" she asked playfully.
"I'm always horny for you," I replied and I began to fuck her gently.
Slowly, I moved into her. Barb opened beneath me, enveloping my penis tightly. Her cunt was like a fist as she clenched her vaginal muscles. She squeezed me as I moved within her.
She moaned in response, "Your cock feels so good. Fill me up with it."
I thrust into her deeply and I felt the head of my cock pressing against her cervix.
"Oh Walt," she sighed with her eyes closed.
I felt her vagina contract around my cock. She climaxed again with a shudder and a long moan and she urged me on, "Fuck me, I want it so much."
I grabbed her hips in my hands and began to thrust in and out as I pounded her pussy. My heavy bloated testicles slapped against her ass as my cock drove into her hot pussy.
"Yes, oh yes," she gasped as her body rose to meet me.
The bed was now rocking with the force of our fierce, animalistic fucking. Her legs clamped around my waist as she screamed her release. Her pussy grasped my cock, squeezing it and milking it as I fucked her. I moved my hips against hers and buried my cock to the hilt within her. Her quaking pussy erupted into orgasm again as I rocked my cock slowly, grinding the head against her cervix. I felt my orgasm building in my balls and I knew that any second I would be spewing my seed into her womb. I felt my semen travel from my scrotum through my cock as I came deep inside her flooding her waiting warmth with my load.
Neither one of us could speak as the pleasure was so intense. I collapsed on her and she wrapped her arms and legs even tighter around my body. I kissed her neck and she sighed aloud then I kissed her on the lips and our tongues dueled with each others briefly. Not wanting to crush her I rolled off her as my cock deflated and slipped from her cum filled cunt.
"Stay with in me in my bed tonight," Barb suggested.
I woke up Thursday morning lying on my side next to Barb who was also on her side. She was cuddled up in a spoon position with her bottom pushed into my crotch and my morning piss hard-on was tucked between the cheeks of her ass. I reached around and cupped Barb's small firm tits with my hands. Then with one hand I trailed it down her body and found her pussy. I inserted a finger into her quim and diddled her clit until she rolled to her back. Her pussy was soaking wet again as I mounted her and slid my cock into her. Barb just moaned with her eyes closed as I began the ritual of fucking her with my morning hard-on. I fucked her through multiple orgasms as I had done in the past until she begged me to stop and let her rest. I pulled out of her and went into the bathroom with my erect cock pointing the way.
"Come back to bed after you go to the bathroom," she told me.
I relieved myself and then returned to bed as she had asked. Barb had me lie on my back as she positioned her head near my cock. She then proceeded to give me one of her fantastic blow jobs. I was very turned on and I knew that I would blow my load quickly particularly with Barb's skill at oral sex.
"Let me know when you are going to cum," she said and then returned to sucking my cock.
I felt my orgasm building from my toes to my cock and I let Barb know that I was really close. She took my cock from her mouth and stroked it with her hand. Her pace quickened as my cock seemed to get harder and bigger. Then with her other hand she cupped my bloated balls and fingered my perineum. That did it and my body stiffened as cum shot out of my cock. Barb kept jerking me off as she watched rope after rope of semen shoot out of my cock and land on my chest and stomach. She kept working my cock until the remaining seed was just oozing from my cock head and trickling into my pubic hair.
Barb then sucked the remaining cum from cock, licked off her hand and smacked her lips. "I wanted to watch when you cum," she said almost pleased with herself.
"Come on let's grab some breakfast and then we can get to work today," Barb said as she swung her shapely legs out of bed.
We showered, dressed, ate breakfast at the Westin and then I headed home to change clothes before I went to the office. Barb met with the Westin staff, signed the contract and then flew back to New Jersey. It was set that next year's user conference would be held in Chicago in May.
NUMBER 2 -- BONNIE
Bonnie and I had been out several times and we did sleep together. She was a great lay with a fantastic body but she had this odd behavior. She always acted reluctant toward anything we did. When I came in her mouth she acted annoyed and when I fucked her ass she acted as if she didn't want to do it, but she always did it and she never refused to suck my cock or take it in the ass.
I met Bonnie in night school in 1975. Bonnie was a vibrant young woman with light brown hair that just covered her neck. She had a nice figure with tits that I guessed to be a 34 C but her best feature was her round shapely bubble butt. I had always been a leg and ass man, so nice tits were a bonus but not a necessity, as I favored women with shapely bottoms. Bonnie had one of the nicest asses that I had ever seen and I loved fucking her hot ass.
One Friday night in her condo we sat on the sofa watching TV, sipping our drinks and discussing the college class. I got up to refresh my drink and when I returned I sat next to her. She turned toward me and smiled nervously as she anticipated my next move. I smiled back and put my arm around her and drew her to me. I gently pulled her toward me and our mouths locked in a kiss. I pushed my tongue into her mouth and it took her breath away. Bonnie kissed me back and her body relaxed as she accepted the fact that she would get fucked that night. I lifted her sweater up over her head as she held her arms up for me to remove it. Next I unfastened her bra and as I removed it her tits stood straight out from her chest. I pushed her shoulders back against the sofa causing her tits to look bigger and firmer. Bonnie moaned as I leaned over and kissed her breasts and sucked on her rock hard nipples. I kissed and sucked her tits for several minutes. Her nipples got so long and so hard that they were like little dicks sticking out from her tits. She loved to have her tits fondled and kissed for hours.
I moved off the sofa and knelt between her legs. I unzipped her skirt and she lifted her hips as I pulled it down and off her body. Bonnie looked very sexy clad only in her thigh high nylons and her robin blue panties with her aroused tits standing straight out. Hooking my fingers in the waistband of her panties I slowly peeled them down her legs. As I removed her panties I stared directly at her snatch and gently pushed her legs apart. Bonnie groaned as I ran my finger over her well trimmed pussy mound and tickled her labia. Her hips jerked involuntarily when I probed her sopping wet pussy with my finger and kissed her inner thighs. Bonnie gasped aloud when my tongue finally touched her quim.
I raised Bonnie's legs up and placed them on my shoulders which brought her pussy even closer to my mouth. Then I reached up and fondled her tits with both hands, tweaked her nipples and plunged my tongue into the depths of her pussy. I licked her cunt and located her erect clit with my tongue. As I sucked on her clit and played her tits and nipples, Bonnie moaned loudly as her body thrashed around. I struggled to keep my mouth glued to her pussy as her body jumped all over the sofa. Bonnie grabbed my head with both hands and held me to her gushing pussy.
"Oh Walt, this is going to be a quick one, a big one," she cried out and then she screamed, "I'm cumming, oh God I'm cumming, hold me, hold me tight, please hold me."
Bonnie's body seemed to go through convulsions as her orgasm rocked her and sent tremors through her. She continued to hold my head to her mound as her sweet nectar gushed into my mouth. I licked her dry and nibbled on her clit which caused her body to quake again. Bonnie collapsed on the sofa so I stood up and looked down at her hot body as I peeled off my shirt. Unbuckling my belt and unzipping my pants, I pushed my trousers down to my ankles. My large erection was covered by my underwear but my state of desire was obvious. I pushed my underwear down and my cock caught in the waistband and bobbed in front of Bonnie. She stared at my erect cock as it dangled inches from her face. Bonnie stared at it as if she was looking at the first cock she had ever seen in person. I reached down and pulled her closer to me so that her mouth was now on a level with my cock.
"Your turn," I said as I pushed my cock toward her mouth.
"I don't like to suck cock," Bonnie said acting out her reluctance.
"Well make an exception this time," I replied firmly.
"Please don't make me do it," she begged.
"I'm not going to make you do it. I want you to want to do it. Just suck it for awhile until I am really hard. I won't cum in your mouth if that's what you are worried about," I told her trying convince her to suck my cock.
Then I reminded her, "After all I did eat your pussy and lick up all your love juice."
Bonnie reluctantly moved her head forward and kissed the head of my cock. Then she licked up and down the shaft and all around it. Eventually, after more urging on my part, she took about four inches of my cock into her mouth. In spite of her suspect reluctance, Bonnie was clearly an experienced cocksucker. As I looked at her distraught face sucking my cock I thought about my promise to not cum in her mouth.
"Yeah I won't cum in your mouth tonight but before this weekend is over you will taste it and feel my seed coat your rectum," I thought to myself.
As I lifted Bonnie's chin up and my cock slipped from her mouth she spoke, "Can we go upstairs to my bedroom?" she asked hopefully.
"I thought that you would never ask," I teased.
Bonnie led me to her bedroom and I watched her fantastic ass as she walked up the stairs in front of me. Her beautiful shapely ass undulated as she climbed the stairs and I felt that familiar surge in my loins. I wanted to throw her down right on the stairs, shove my cock all the way up her ass and fuck her until I filled her rectum with semen. But I knew better, so I watched her shapely bottom with each step she took up the stairs. I knew that I wouldn't be happy until I fucked her ass this weekend.
I followed her up the stairs and into her bedroom. Bonnie pulled down her bed covers and got in bed on her back. She spread her legs slightly and looked apprehensively at my erect cock. I got on the bed between her thighs and nestled my cock at the opening to her pussy. I moved the head of my cock around her vulva and gently prodded her outer cunt lips. Bonnie moaned softly as her pussy got increasingly wetter. Satisfied that she was wet enough I eased my dick in a little parting her labia and finding the entrance to her pussy. I pushed more of my cock into her and in spite of her wetness she was still very snug. For the next several minutes I pushed in and pulled out, each time pushing a little more of my shaft into her sopping wet hole. Finally my cock sank all the way into her snatch causing Bonnie to gasp aloud. Then as I began to saw my dick in and out of her, Bonnie wrapped her legs around my lower body and humped her hips up at me. As I picked up the pace I made sure that my cock stayed in constant contact with her clit.
Bonnie surprised herself with another quick orgasm but I kept right on fucking her and she came multiple times in succession. Her pussy was flooded with her cunt juice and I could feel my cock soaking in her nectar as I pushed it all the way in. Bonnie was experiencing a continuous string of orgasms which had her body thrashing and jerking about as they led up to her final crescendo. Her body stiffened and she grabbed my shoulders as she wrapped her legs even tighter around my torso squeezing my lower body.
"Oh God, I'm cumming again, hold me, please hold me, oh, oh, please," she cried out as a thunderous climax ripped through her body.
Bonnie stiffened at first pushing her hips toward mine and the she went out of control. Her hips humped rapidly up and down as her body thrashed about. She was grunting and groaning and gasping for air as she reached her crescendo. All her fanatic actions accelerated my own orgasm and I flooded her womb with barrage after barrage of semen. I plowed my cock into her as far as I could as I released a steady flow of spunk into her pussy. We both humped each other furiously until our orgasms subsided. I kept my weight on my elbows as I lay on top of her so as not to crush her body with my weight. Bonnie's vaginal muscles clenched and unclenched around my shaft milking my cock dry.
Her cunt was a receptacle holding our combined juices and my cock felt as if it bathing in warm oil. My cock slowly deflated and slipped from her tight pussy with an audible sound. Our juices flowed out of her pussy as soon as my cock slipped from her hole just as if a stopper was pulled out of her. I rolled to my side along side of Bonnie and flopped on my back.
"Oh my, I haven't cum like that in a while. It was a little scary," she sighed and then added.
As I lay by her side I noticed that her tits were standing straight up and her aroused nipples were pointing at the ceiling. I tweaked the hard little nubs between my fingers causing her to gasp and quiver.
"My breasts are always very sensitive," she murmured.
I leaned over and kissed her breasts and sucked on her sensitive nipples. I rubbed her firm flat tummy as I sucked on her tits and her rock hard nubs.
"Oh I love that it makes me feel so feminine," she cooed.
As I sucked her tits and continued to rub her belly, I let my hand drift down to her wet pussy. I ran my fingers through her cum soaked pubic hair and I felt my cock starting to harden. Bonnie begged me to let her rest as she was sure that she could not possibly cum again. I rolled her onto her stomach and lifted her hips to a level with my cock as I knelt behind her. I eased my cock into her pussy and began to fuck her doggy style. Bonnie was content in this position since I was not in contact with her clit. I slammed into her from behind causing her curvy ass cheeks to jiggle. As I fucked her from behind I looked at her tight asshole and thought about the first time I had been there.
I scooped up gobs of her pussy juice and smeared it in the crack of her ass spreading around her nether hole. I added saliva to my finger and probed her tight aperture with the tip of my finger. She tensed when she felt my finger probe her asshole. I gathered up more juices and added more saliva as I continued to probe her hole and open her up. I gently pushed a very well lubricated finger into her ass and the tiny aperture opened up to accept the digit. More saliva and more juices greased her asshole sufficiently to allow me to slide my finger all the way into her rectum.
Bonnie thought that I was preparing her ass for my cock when she said, "Please don't. You know I don't like anal sex."
"Don't worry," I assured her, "I will just play with your ass as I fuck you."
Now with my cock in her pussy and my finger in her ass I was approaching another orgasm. I could it building in my balls, travel through my scrotum and splash the insides of her vagina with my warm semen. As I came buckets in her pussy I thought to myself yet again, "Just wait until you feel my warm seed fill your ass tomorrow night."
On Saturday morning I woke up first with a piss hard-on. This happened frequently to me when I spent the night with a hot woman. With this piss hard-on I was able to fuck for quite awhile without cumming and until the bladder pressure got so intense that I had to relieve myself. I rolled over toward Bonnie and started caressing her body. She rolled on her back and I went to work on her firm tits and hard nipples. She cooed from the titillation and gradually woke up. Then I moved between her legs and slid my erect dick in her pussy.
The fit was tight again so I moved slowly and gently working my cock into her. Bonnie got wet quickly and my cock was soon sliding in and out of her hot cunt. As she had done before she wrapped her legs around my lower body and her arms around my back as she humped back at me. I fucked her through multiple orgasms just as I had done last night except that I didn't cum. Bonnie arched her back and her body shook with the intensity of her climax. I kept fucking her and she had another continuous string of orgasms before her body stopped moving of its own accord.
"Please stop, let me rest, I can't cum anymore," Bonnie cried out, "Walt please stop, please."
I stopped fucking her honoring her plea and I slowly slid my still erect cock from her. I headed into the bathroom to relieve the pressure of my piss hard-on and then I opted to take a shower. Bonnie joined me in the bathroom once she heard the shower running. I invited her to join me in the shower. Bonnie and I soaped each other's body and I loved running my soapy hands all over her fantastic tits and ass. Bonnie played with my erect cock and lathered it up with soap. I turned her toward the shower wall and slid my cock into her pussy from behind. Bonnie braced herself against the shower wall as I fucked her pussy until I came shooting another good sized load into her.
We finished showering and Bonnie douched all the semen from her body. Afterwards we got dressed and went out for breakfast and spent the day together. That evening we had dinner at the Wine Cellar her favorite restaurant. As we drove back to her condo Bonnie was very amorous as the wine had an obvious effect on her. When we arrived we went straight to her bedroom, undressed and got in her bed. I moved Bonnie into a 69 position and ate her until she came. Once again she came quickly and thrust her pussy at me as I ate her dry. She sucked my cock without my urging this time but I still did not cum in her mouth.
I rolled Bonnie on her back and slid between her legs. My cock slid in easily this time and I fucked her silly before finally shooting my load in her pussy. Bonnie really came hard again as the orgasm ripped through her body. She was a very sensuous woman. We lay together and I played with her tits and nipples and worked them into a state of arousal. Bonnie cooed as I worked on her tits, rubbed her tummy and played with her soaked pussy.
Once again I got hard from the foreplay and rolled her over on all fours. Bonnie agreeably moved into the doggy position and accepted my cock in her pussy. As I fucked her slowly I rubbed her tits and played with her asshole. I easily inserted one finger in her ass and then with my other hand I diddled her clit as I fucked her from behind, Bonnie went wild again with all the stimulation and she began bucking her hips as her orgasm took over her body. As she was bucking I slipped my cock out of her pussy and quickly pushed it in her ass. Bonnie bucked and humped through her orgasm before she realized that my cock head and about two inches were in her ass.
Bonnie put on her reluctant act, "No please not that. Take it out. You know I don't want to do this. Please take it out!"
But I didn't take it out and I ignored her pleas as I pushed more of my cock into her ass. I added more saliva and pussy juice as I fucked her and shoved more cock into her ass. Bonnie tried to break loose but I held her hips firmly. Another push and my entire cock went all the way in her ass. Her asshole opened up from the reaming and I was then able to slide my cock in and out with ease. I marveled at her shapely hot ass as I watched her impaled on my cock.
"Walt please don't, I don't want to do this. Please don't cum in me," Bonnie acted again but not as urgently this time.
Once again I ignored her pleas and I picked up the pace. I could feel my own orgasm approaching and I knew it would be a big one since I was so turned on fucking Bonnie's beautiful ass. My hips slammed into hers and her ass jiggled as my cock went balls deep into her asshole. I felt my balls tighten so I pushed my cock all the way in her ass and then I released torrents of semen into her rectum. Stream after stream of semen filled her asshole as I flooded her bowels with my load.
I realized that we were both motionless and I had my cock buried all the way up her ass. Then I began to fuck her ass slowly again and I pushed my copious load around in her rectum. As I withdrew my softening cock from her ass, gobs of spunk trickled out and ran down over her pussy lips and inner thighs. Bonnie flopped facedown on the bed and I knelt there watching my seed ooze out of her shapely ass.
"Why did you do that to me? You know I didn't want that. I told you that I don't like anal sex," she whimpered.
I thought to myself, get used to it but I said, "You always say that and you know that I can't resist your ass. It is so beautiful, so hot, so inviting."
"I don't want you to ever do it again. I don't like it," she said as she always did.
I had knew that she had been butt fucked before me since my cock went in fairly easy with the right amount of lube and she did not complain any pain. Bonnie got out of bed and went into the bathroom to clean up. When she returned we cuddled in the spoon position and we fell asleep without any more conversation. I woke up at about 3:00 AM with a piss hard-on but this time I went to bathroom and relived myself. While in the bathroom I located some lotion and I put an ample amount on my cock before returning to bed. When I got back in bed I snuggled up to Bonnie and slipped my lotion covered cock into her ass. I had both hands around her body so I played with her tits and fingered her pussy as I slowly fucked her ass. Bonnie woke up and quickly realized that I was back in her ass. "Oh not again, please no," she whispered.
I just kept fucking her until I came in her ass again. Ropes of semen shot into her ass and I felt the involuntary clutching and un-clutching of her anal muscles around my cock. Her sphincter muscles milked my cock dry as they tried to expel the intruder. My cock softened and slipped from her ass emitting a grunt from Bonnie when it did. I held her to me and we both eventually fell back asleep.
Sunday morning was a repeat of Saturday morning as I fucked Bonnie through countless orgasms until she begged me to stop. Then we fucked in the shower again and I came in her pussy. We went out for breakfast and then to the park for a long walk. Later we ate at a casual restaurant. After dinner we drove back to Bonnie's house and as before we immediately went up to her bedroom. As we had done last night we got into a 69 position on our sides. I ate Bonnie's pussy and fingered her asshole again as she sucked my cock. Bonnie assumed that this was our normal foreplay in preparation for our fuck session but I surprised her when I came in her mouth.
I was particularly turned on and I had been thinking about cumming in her mouth all day. It didn't take long after we were in the 69 position that I shot a rope of cum in her mouth. Bonnie jerked her head back in surprise and the second shot hit her on her face. Bonnie put her hand over my cock head to block the shots but a third one hit her face before she could block anymore. Bonnie spit out as much as she could of the first shot that filled her mouth but I knew she could still taste it.
"Why did you cum in my mouth? You promised me that you wouldn't. It is so humiliating!" she said faking her reluctance one again.
"Oh stop your acting. I swallow your pussy juice all the time. A little cum isn't going to hurt you," I replied sternly and then added, "I didn't promise you tonight that I wouldn't cum in your mouth. I was pretty turned on and you were doing a good job sucking my cock and I just lost it."
"Well you could have warned me that you were about to cum," she snapped.
"Yes I could have but I decided not to as I wanted to cum in your mouth just as I wanted to cum in your ass," I replied sharply.
Bonnie knew that I was on to her act. I resumed eating Bonnie's pussy and fingering her ass and much to my surprise she put my cock back in her mouth. Bonnie drank the remaining cum from my cock and sucked me until I was hard again. She had a number of orgasms as I ate her pussy. Now that I was hard again it was time to take her ass.
There was no trickery or forcefulness this time as I had her get on all fours. I got the lotion from the bathroom and applied an ample amount to my cock and her asshole. I sawed my fingers in and out of her ass and pussy as I prepared her for another ass reaming. Bonnie cooed with the dual action of fingers in her ass and pussy but I could tell she was still reluctant to be butt fucked. I knelt closer to her and placed my cock at the entrance to her asshole and pushed ever so slightly. I watched as her little rosebud opened up to accept my rod and the cock head cleared her sphincter.
Bonnie had her head down on the bed turned to one side and she grasped the bed covers with both hands. I slowly fucked her ass trying to make this session last as long as possible. I loved watching my cock slide in and out of her beautiful shapely ass. As hard as I tried to prolong her butt fucking I felt my orgasm building rapidly. I thrust into her plunging my cock in all the way and released my seed into her bowels. Rope after rope shot out of my cock to fill her ass with my warm semen. Bonnie was fucking me back and I realized that her hand had traveled to her pussy and she was getting herself off as I flooded her ass with my spunk.
The two of us collapsed on the bed with me on top of her and my cock still buried in her ass. I could feel her ass muscles milking my cock as her buttocks contracted and relaxed under me. I pushed up on my elbows to keep my weight off her but I kept my hips in contact with her shapely ass until my cock softened and slipped out. We both fell asleep and never stirred again.
Bonnie and I continued our affair for almost a year. I knew she was dating other guys but she surprised me on night when she told me that she had become engaged to get married. Of course she waited until after our marathon of sex before telling me and showing me her ring. Then she said that it had to be our last night together. I agreed but we did fuck once more that evening before I left. I never did see Bonnie after that.
NUMBER 1 - CATHLEEN
I picked Cathleen as number one for a variety of reasons. She was without a doubt the best sex partner that I ever had. She was adventurous and willing to try almost everything. Of all my encounters I remember my time with her more vividly then any other woman. Also our affair lasted for five years and we never tired of each other.
In 1985 I had just completed a strategic information technology plan for a major corporation in the Chicago suburbs. I was working for a prominent consulting firm at the time where I was a senior manager. Prior to the planning engagement I had traveled extensively for the firm and sometimes I was gone for months at a time. The traveling was getting old which is why I was receptive when the client CEO asked me to consider joining his company. He wanted me to take over the information technology division and implement the strategic plan that had just been approved by the board.
I knew why he made the offer. The IT division was a mess and there was serious doubt that the existing management could turn things around much less implement a new strategy. It was a lucrative offer as I would be a Senior VP and an officer of the company. The compensation package was loaded with incentives and it was very attractive. If I accepted I would be compensated just as well as if I was named partner with the consulting firm and I would not have to travel extensively.
I had a concern however that it might be perceived that the consulting firm would be viewed as sabotaging the existent IT management. The CEO agreed with me and we worked out a plan. First he would make the call on the existing IT management and then he would bring me in as an interim CIO to provide oversight. In six months he would then make me the offer of employment assuming that was what we both still wanted. So we proceeded with that approach and two weeks later I was brought in as the interim CIO.
The previous CIO had an administrative assistant named Cathleen who was nervous about the transition. I put her mind at ease and explained that she was not in danger of losing her job. Cathleen would function as my assistant for the next six months and if I was to accept the job, I would decide then if she was the right person to be my assistant.
The first six months were hectic in turning around a very difficult situation. I had to make many changes in management and staff. During this transition Cathleen proved herself to be very loyal and capable of handling confidential and sensitive information. I worked long hours and a 60-70 hour work week had become the norm. Then the CEO approached me again and told me the offer still stood. He said that I had impressed the rest of the executive team and that he wanted to bring me on board. I accepted the position and joined the firm.
Cathleen was 35 years old. She had short blond hair with a 34-25-35 figure. At 5'5" and 120 lbs. she was small breasted and her best asset was her ass. She was solidly built, exercised regularly and she was in excellent shape. Cathleen was not a beautiful girl but she was attractive and dressed very tastefully. She never wore tight fitting clothes or mini skirts so unless you saw Cathleen in her aerobic outfit you wouldn't see her figure. She took aerobics two nights a week at a studio that was in our building. Aerobic class started at 5:00 PM so Cathleen would change at 4:30 PM and go to class. She would return to the office after aerobics and work until about 7:00 PM each Tuesday and Thursday. She remained in her leotards and it was then that I noticed her firm body and figure.
An Executive retreat was scheduled in November and I was on the agenda to provide an update on the IT turn-around and objectives. Cathleen worked late with me preparing for the retreat and it was during that time that we seem to grow closer although nothing sexual had happened or was ever suggested between us. The retreat was at a plush Chicago hotel and on the second evening a cocktail party was scheduled. All the Executive's administrative assistants were invited to the cocktail party in recognition of their hard work.
The retreat was very successful and everyone liked my presentation and plans for the following year. After the second day of meetings it was time for the cocktail party. Everyone was in good spirits and enjoyed themselves at the social. The company dinner was held on the first night and on this night it was just cocktails and appetizers. Stations were set up for different types of food along with two bars in the small ballroom. Cathleen looked good that evening as she had worn a tasteful black one piece evening pantsuit.
Later in the evening I noticed that it was obvious that Cathleen had too much to drink. I followed her to the ladies room when I noticed that she staggered slightly. I waited until she came out of the ladies room and noticed that she still had trouble walking. She stumbled slightly and I caught her before she fell. Then I took her up to my room to let her sleep it off as she was in no condition to drive. I placed her on the bed and being worried about her getting sick; I removed her one piece black pantsuit. As I looked at her in her bra and panties I could not resist removing those as well. Her breasts were small and cute and she had a little tuft of blond hair above her pussy. She appeared to be passed out and I started to leave the room when she called out.
"Wait, don't leave me alone," she said softly in a somewhat slurred tone.
"I'll come back in a few minutes," I assured her and then I returned to the cocktail party.
I wasn't sure what I was going to do with her when I returned to my hotel room. I thought to call her husband but there was no answer at her home. Cathleen had told me that her husband often went out with people from work and he would often come home drunk. She also had shared with me that he was using coke now and that he was getting stoned a lot. So when he wasn't home I assumed that he would be useless to Cathleen that night. I put my thoughts aside and continued to socialize with the other executives until we called it a night.
I went back to my room and as I looked at Cathleen's nude form on the bed, I decided to join her. I knew I was crossing the line and I thought about that saying, "Don't dip your pen into the company ink," but I took off all of my clothes and approached the bed anyway.
THE ONE NIGHT STAND
As I knelt on the bed with my cock in a semi-erect state, Cathleen rolled toward me and said, "Oh, I am glad that you are back," and she surprised me by taking my cock into her mouth.
Within minutes she had me rock hard proving that she was an accomplished cock sucker. I was anxious to get at her ass all the while wondering if she would let me fuck her in the ass. I loved anal sex and fucking beautiful shapely asses. I always tested the water with the women with whom I went to bed. I moved her to all fours with her ass elevated and she placed her head on the mattress turned to one side so she could see me. I started playing with her pussy and her curvy ass lubricating her asshole with her own cunt juice. Cathleen moaned and cooed as I fingered her pussy and her asshole simultaneously. I tried to get her asshole wet enough with her juices and my saliva so that I could fuck her ass.
Cathleen had not objected to the ass play so I knelt behind her and tried to insert my cock in her ass but it just wouldn't go in. Afraid of hurting her I tried more pussy juice and saliva for lubrication but to no avail. My cock just would not go into her tight ass. There are times when my cock feels bigger and this was one of those times. I was fingering Cathleen's ass when she spoke.
"Use some cream," she said urgently.
Well if there is one thing plush hotel rooms have is plenty of shampoo, conditioner and body lotion. I got off the bed to retrieve the lotion from the bathroom. As I did I realized that Cathleen was going to let me fuck her in the ass. I returned to the bed and put an ample of amount of lotion in her asshole coating the tiny puckered opening of her anus and lubricating the rim.
I added my saliva to my lotion covered cock and nestled my dick against the entrance of her anus momentarily before easing it inside her ass. I could feel my cock struggle to stretch the resistant muscles. My dick head burrowed in and her rigid passageway soon yielded to the determined action of my cock. Cathleen moaned as my penis filled her hole.
"Go slowly at first it has been awhile," she said sexily.
I fucked her with long and deliberate strokes until my cock was sliding easily in and out of her ass. I caressed her shapely buttocks as I watched my cock move in and out of her rectum worming around inside of her curvy ass. I caressed her small tits and tweaked her nipples as I leaned over her body and whispered in her ear, "Cathleen you have one hot ass, I love fucking you in your hot ass."
My hands freely roamed over her body and I pulled on her hips drawing her backwards impaling her on my inflated member. I reached for her pussy to finger fuck her and diddle her clit but I found Cathleen's hand already buried in her womb. She was frigging herself frantically working herself toward an orgasm. Suddenly I felt my cock inside her ass swell up and I started pumping faster. Within minutes I knew that Cathleen felt the warm fluid being squirted inside her anus and she immediately started to cum herself. Her cunt walls convulsed around her own hand fucking her cunt as her anal muscles squeezed every drop from my spurting cock. I grunted as my whole body became stiff and I slammed my cock harder into her. Cathleen writhed around and her body arched off the bed as a climax of massive proportion tore through her loins.
My cock slipped from her ass with an audible pop and I flopped down on the bed next to her. She surprised me when she covered my cock with her mouth and sucked any remaining cum from my tool. Cathleen then lay on her back, splayed her legs and pulled back the folds of her vagina.
"Here eat my pussy, please eat my pussy," she pleaded.
I rolled over and got between her legs. I put her thighs on my shoulders and lowered my mouth to her pussy. I took one slow lick as I flattened my tongue on Cathleen's mound. It felt so smooth and warm and I knew I had achieved the desired effect from her moan I know that Cathleen enjoyed it. I enjoyed the taste of her and I kept licking and eating her. I pointed my tongue and burrowed into her pussy as it parted her labia my tongue was rewarded with the exquisite taste of her juice. Soon having no reservation I was licking and lapping up as much as I could as fast as I could.
Cathleen was obviously enjoying what I was doing as she reached down with both hands and spread herself wide making it so much easier for my tongue to explore her pussy. Cathleen was breathing rapidly and she moaned softly whenever I got near her hard clit. As I searched out her hard clit still just barely hidden she tensed and began to quiver. After I felt like I had teased her opening as much as I could with my tongue it was time to see her reaction when my tongue finally touched that treasured pearl.
I burrowed my tongue as deep into her as I could and then I just sort of licked and sucked my way up. When I got to her clit I used the very tip of my tongue to push back the little hood. I was truly amazed at its size. I flicked my tongue over it once and then used the tip to explore the folds of flesh on either side of it. Cathleen was now moaning and she used her fingers to pull her hood back as she arched herself so that her clit stuck out even further like a little cock. I nuzzled it with my nose taking in her scent and I licked it once more before I took it between my teeth and gently nibbled it.
Cathleen went wild and started bucking and moaning loudly. She let go of her own fleshy hood and pulled my head to her pussy as she cried out in ecstasy. I sucked her clit as deep in my mouth as I could and Cathleen humped my face for all she was worth. I was excited that I was able to get her that excited and I sucked harder and played with her wonderful clit with my lips, tongue and teeth. I don't know exactly how many times Cathleen came but finally she collapsed on the bed, her body in spasms.
I lay next to her and stroked her body my hands moved freely over her tits and pussy mound. She rolled toward me and embraced me and yelled for me to hold her tight.
"Hold me, oh please hold me," she pleaded as her orgasm and spasms continued.
I had never seen anyone cum that hard before and I was briefly worried that she had injured herself. My fears were short lived when she finally calmed down and spoke to me.
"That was incredible I haven't cum like that in a long time. You really know how to eat pussy," she said with a sigh.
We lay there for awhile making small talk and then Cathleen started stroking my cock. Now at the age of 44 it was very unusual for me to cum more than once in a fuck session, particularly after having more than a few scotch on the rocks. In fact I usually could stay hard for a long time before my first cum which allowed me to pleasure my partner thoroughly before achieving my own orgasm. Cathleen added some body lotion as she kept stroking me cock and soon had me hard again.
"I like playing with your cock. You have a big cock," she told me.
"It's not that big," I replied although I was very comfortable with my manhood.
"It's bigger than Jerry's and the biggest I have ever had," she said with a sultry tone. I knew that Jerry was her husband.
"Well there are plenty bigger than mine," I assured her.
We continued our conversation as Cathleen continued to stroke my cock. I learned that she had first been ass fucked before she was married to Jerry. Cathleen was working downtown Chicago at the time and she went out with two guys from the office. They took her back to their place and one fucked her ass as she blew the other guy. She took to ass fucking after that but she was very selective about who allowed in her ass. Jerry did not like butt fucking and he also had lost interest in eating pussy, so now it was either blowing Jerry or occasional vaginal sex. She also told me that this was the first time she had sex with some other than Jerry since they were married.
"All this talk and playing with your cock has got me hot again. I need to sit on your dick," she announced.
Cathleen straddled my body and lowered herself onto me as she held my tool and aimed it at her vagina. My hard cock slid easily into her womb and she emitted a small gasp as it filled her hole. Cathleen rocked back and forth on top of me as I held on to her curvy ass. I stroked her ass cheeks and molded her firm buttocks in my hands as she picked up the pace fucking herself on my dick. Cathleen started moaning as she fucked faster and faster. I sensed her pending orgasm and then she yelled out.
"I am going to explode. Oh, Oh hold me, please hold me tight," she screamed.
Cathleen collapsed on top of me her body quivering from the intensity of her orgasm. I could feel her juices coating my cock as it remained buried in her womb. It took a few minutes for her to regain her composure and she just lay on me and cooed. Eventually she rolled off of me and lay on her back next to me. I let her stay in the room that night as I was still afraid to let her drive home alone.
The next morning I woke up first and looked at the Cathleen lying next to me in bed. It was hard to believe that I had fucked my admin assistant last night. She looked so angelic sleeping on her back with her cute firm tits poking up in the hair and her hot pussy on display. I eased her legs apart and lowered my mouth to her vulva. I teased her with my tongue until her pussy heated up and glistened with moisture. She started to stir and reached down to her pussy to find my head between her legs. She opened her legs wider giving me easier access to her luscious pussy.
I located her clit and brought a soft moan to her lips as I nibbled it gently. I then inserted a thick finger into her pussy and continued to tease her hard clit. Her pussy was getting wetter and wetter and she started to move her hips with a desire to cum. That was the signal that I was waiting for and I moved my body up and knelt between her legs. I lined up my erect cock with Cathleen's sopping wet cunt and eased it in. Her face tensed with the anticipation of my big cock filling her pussy. I loved to watch my cock slide into a hot pussy and see the expression on my lover's face as the cock spread her wider.
I fucked her slowly at first and then I began to pick up the pace. Soon I was pounding her pussy and fucking her into submission. Cathleen had orgasm after orgasm as I relentlessly fucked her. I just kept at her with my piss hard-on until she screamed and pleaded with me to stop. Cathleen's body convulsed in a mind blowing orgasm and then she went limp on the bed. I smiled to myself and eased my cock out of her well fucked pussy. I got up and went into the bathroom to relieve myself and take a shower.
As I was in the shower Cathleen came in and joined me. We soaped each other's bodies and my cock was rock hard at attention. She knew that I hadn't cum yet that morning so with a smile she dropped to her knees and took my cock in her mouth. She only took about five inches in her mouth and stroked the rest of it with her delicate hand.
"Let me know when you are about to cum. I want you to cum in my mouth," she told me.
I just nodded and told her that I was close. Cathleen kept sucking me and jerking me off until I put my hand on her head as a signal that I was close. She took me deeper in her mouth and jerked me off with her hand. Cum flew out of my cock and sprayed the back of her throat. She pulled my cock out and let my remaining cum splash against her tits and neck. The shower water washed the semen away as quickly as it hit her body. Several ropes of cum shot out of my cock she squeezed the remaining seed out then took my cock back in her mouth and sucked me dry.
Cathleen stood up, kissed me and then said, "Wow that was a good load."
We got out of the shower and dried off. Cathleen put on a robe supplied by the hotel as I got dressed. I left the room and told Cathleen to wait until about 10:00 AM before she left the room. I told her that the other admin assistants would most likely assume that she had slept off her hangover. I joined the other executives for a continental breakfast and then we wrapped up the retreat. The retreat went until 4:00 PM and after that I returned home.
The next day everyone returned to work and Cathleen and I went about business as if nothing ever happened between us. I wasn't sure if we would ever get together again. I assumed that we wouldn't and that it had been a case of both of us having too much to drink and letting our guard down. I was satisfied with the one night stand as it had been great sex. For the next several weeks Cathleen and I didn't even speak of the one-night stand
THE AFFAIR IS REKINDLED
As I noted earlier, Cathleen participated in aerobics held in the building on Tuesday and Thursday evenings. Often after aerobics she would come back to the office and finish up some administrative tasks. She would still be dressed in her leotards which showed off her firm legs and shapely ass. It took all my restraint not to touch her hot looking bubble butt. One day Cathleen came to me and asked if we could stay late one evening and go through a large number of file cabinets. She told me we were running short of space but she did not want to throw anything out without checking with me. The best night for her would be either a Tuesday or Thursday after aerobics. I agreed and we set the date for the house cleaning.
The following Thursday after aerobics Cathleen and I tackled the project of cleaning out the files. It was a huge task and took us several hours but we emptied about twenty file drawers. Most of the stuff was old IT material that could be tossed. As we worked that evening it was hard for me to keep my eyes and hands off of Cathleen's butt. I was tempted to risk it and touch her but I thought better of it. I was always concerned about sexual harassment in the work place. Cathleen then surprised me.
"Will we ever do anything like we did in the hotel again? And don't tell me that you don't know what I am talking about," she challenged.
She caught me totally off guard and I replied, "I thought that may have been a case of both of us drinking too much and getting carried away. Since you didn't say anything before now I left it alone. I would love to get together again if you are sure that is what you want."
"It is definitely what I want. We had great sex that night and it was the best in years," she whispered.
We wrapped up our work and went over to the local hotel bar to get something to eat. The bar was known for the best burgers in the area. The parking lot was in back and it could not be seen from the street. Cathleen and I had burgers and a couple of beers before calling it a night. During our meal we discussed how we could get together in the future and the importance of being discreet.
After our meal I walked Cathleen to her car and she asked me to get in for a minute. Well we there longer than a minute as she proceeded to give me a fantastic blow job. She unbuckled my belt, unbuttoned my trousers and pulled them along with my boxers down to my ankles. As Cathleen pulled my boxers down over my balls she licked and sucked them before kissing her way up my shaft. Looking up into my eyes, she slid her lips over my bulging head with her hand still wrapped around my shaft. Her tongue swirled under the ridge of my crown as she sucked me deeper into her mouth. She tested her gag line and was soon taking my entire cock down her throat.
My cock was alive and my hot flesh pulsed against her lips. She pulled me deeper into her mouth, pressing her lips tightly against me and sucking hard. The feel of my hard cock sliding between her lips and over her tongue had me on the verge of a huge orgasm. Cathleen slipped her hand into her leotards and fingered her dripping pussy. The smell of sex was rampant in her car.
I grabbed the back of her head and started fucking her face. She was slurping and sucking as fast as she could. Cathleen drooled as she tried to keep up with my thrusting motions. Her fingers dug into my thighs, moving her head as I pumped my cock in and out of her mouth. I knew her pussy needed attention but I wasn't about to stop anything she was doing. I could sense that I was going to cum soon and I warned her but she just kept sucking me in anticipation of receiving a creamy treat. I felt my cock swell and knew that she was about to receive my load. Muffled moans escaped from her throat as she eagerly sucked my dick awaiting her prize. She moved her lips up and down over my shaft in rhythm with my thrusting motions. She was drooling like crazy and I could feel it running down my pecker onto my balls.
My breathing became more erratic and I was about to lose control. Cathleen looked up at me with those big eyes and nodded her head, letting me know she wanted to taste my seed and then covered my cock with her mouth just as I lost it. I let out a soft grunt as I pumped stream after stream of hot cream into her mouth. I shot the first jet against the roof of her mouth then several more blasts of hot cum poured into her mouth. She moved her hand under my scrotum to squeeze out the last few drops and then Cathleen had her orgasm. Apparently the feel of my throbbing cock in her mouth, the taste of my seed and her hand in her cunt was just too much. The pressure in her lower tummy gushed out through her pussy and soaked her fingers.
My cock fell from her lips and cum dripped from her lips and chin as her body jerked and shuddered in orgasm. Cathleen looked up at me when she was done, blotches of cum glistened on her lips. The smell of pussy in the car was powerful. I took Cathleen's hand and licked her fingers clean. I pulled my shorts and trousers back up and dressed the best I could in the confines of her car. We said good night and I went to my car feeling totally drained as I drove home.
THE AFFAIR CONTINUES
That night in the parking lot started our torrid affair and over the next several weeks we would get together on Tuesday and Thursday evenings after aerobics at a hotel. Typically the evening went like this; Cathleen would suck my cock and I would eat her pussy, then I would fuck her pussy and finally her ass, cumming in her ass. We also brought sex into the office on days when we would not be meeting later at the hotel. Cathleen would give me marvelous blow jobs in my office. She loved to suck my cock and swallow my load.
One day Cathleen brought in some documents for me to sign. She walked around to my side and placed the papers on the desk. As she leaned over to point out the signature line I let my hand slide up her leg under her skirt. I stroked her nylon encased leg all the way up to her ass. Cathleen smiled and then went over to the office door and closed and locked it. Then she returned to my side and assumed her previous position.
I fondled her ass for awhile and then I lowered her pantyhose and panties to her knees. I kept a tube of lotion in my desk and I lubed up her bottom and fingered her ass. I played with her pussy as I fingered her ass and she squirmed on my hands and fingers.
"Yes, play with me. It feels so good. Make me cum, make me cum," she repeated over and over.
And cum she did soaking my hand with her female juices. She had to cover her mouth to muffle her moans of ecstasy. Then after she composed herself she had me stand up and she knelt in front of me. Cathleen unbuckled my belt and lowered my pants to the floor. Then she slowly pulled my boxer shorts down my legs. She loved it when my erection got caught in the waistband of my boxers and my cock would spring forward as it cleared my shorts. Cathleen then sucked my cock until I came in her mouth.
Cathleen always wore long loose fitting skirts in the work place so I decided she needed to shed the panty hose and wear something more appropriate for sex in the office. I brought a Victoria's Secret catalog into the office one day. Cathleen stood by my side as we looked at the catalog on my desk. As she paged through the catalog, I stroke her legs and ass again through the pantyhose. Then I lowered her hose and panties and played with her naked ass and pussy again. Cathleen came on my fingers again and then she gave me one of her wonderful blow jobs.
Cathleen selected a couple of items form the catalog to replace her panty hose. That day at lunch time we went over to the Victoria's Secret store in the nearby mall and purchased nylons for her that had thigh high elastic tops. We also picked out some crotch-less pantyhose that were very erotic. The panty hose had a waistband and two side panels attached to the stocking part. When Cathleen wore the new pantyhose her ass and pussy were bare and her ass looked great framed in the hose. Cathleen started wearing both the thigh high stockings and the crotch less pantyhose to the office along with sexy panties. It was very erotic when I slid my hands up her stocking covered legs to her bare skin just above the elastic tops. I would caress her bare skin before cupping and fondling her ass cheeks. Then I would remove her panties slowly dragging them down her legs and by the time I touched her pussy she was sopping wet. Cathleen would move to the chair in my office and place her legs on my shoulders as I ate her pussy and fingered her asshole. She would have intense orgasms and coat my face with her pussy juice. Then we would finish with another one of her signature blow jobs.
SEX IN THE CAR
A couple of times Cathleen would need a ride home because one of their cars was in for repairs and Jerry would take the available car. We would work late into the evening and then drive to her house in the dark. As we drove I looked at Cathleen as she shifted in her seat pulling her dress up showing more of her upper thighs and the elastic tops of her stockings. She smiled as she gradually opened her legs more giving me a glimpse of her inner thighs. Then she reached under her dress and removed her panties.
As I reached across the car seat Cathleen arched her back a little then spread her legs further apart, giving me access to her genitals. My fingers began slowly teasing her clitoris and then caressing the folds of her labia. My index finger pushed its way between the textured folds to pause over her sensitive bud and it caused an involuntary gasp to escape her lips as she felt the gentle touch. Her legs jerked slightly to allow my hand easier admittance to her vagina as I pressed my hand between her trembling thighs and gently kneaded the soft flesh of her slippery vulva. I continued to wiggle my finger about inside her juicy passageway before her groin started to clench and spasm sporadically. I could feel the warm fluid seeping from her aroused sex and I forced my hand harder against her cunt. Cathleen gave a muffled cry, clamping my hand between her legs against her pussy, as the orgasm slammed into her.
My arousal was clearly evident as the bulge at my pelvis was enormous with my dick straining at my trousers. As her orgasm subsided Cathleen couldn't resist reaching into my lap and squeezing the hardness beneath the fabric of my pants. She fondled my stiffened cock and then slowly traced the outline of her lips with her tongue. Cathleen reached for the zipper of my pants and tugged it downward, putting one hand inside the gap to retrieve my engorged organ. Then she slowly lowered her head to flick the top of my penis with her tongue. I released an involuntary sigh as the she took in as much of my cock as she could and then returned to lick the head, lapping away at a trickle of pre cum.
Cathleen continued sucking vigorously on the length of my shaft as my orgasm erupted. My hips jerked uncontrollably as I struggled to keep control of the car but she never released her grip. She swallowed all of my creamy discharge and when I eventually stopped cumming she pulled her head away. Some of my fluids dribbled down the side of her mouth but she quickly swiped it away with the back of her palm and licked it clean.
I pulled up in front of her house minutes after cumming in her mouth. "I am really enjoying these rides home," she teased.
"As if I don't," I retorted.
Cathleen got out of the car and I drove back to my home. What a ride that had been!
Another night after aerobics, we went to the bar for a couple of drinks. After a few drinks we adjourned to my car so that Cathleen could suck me off. As she was blowing me she pushed her leotards down to her knees baring her ass and pussy. I played with her ass and fingered her pussy as she sucked on my cock.
She lifted her head up and said, "I wish you could fuck me in the ass tonight."
I asked her if she had any lotion and she dug it out of her purse. I reclined the passenger seat all the way until it was almost flat and had her lay face down. I prepared her ass with the lotion and my saliva. I pushed my trousers and undershorts down past my knees, lubed up my cock and got on top of her. It was tight quarters but I managed to get my cock into her ass and started banging her hard. Cathleen pushed up at me as hard as I pounded her. Soon we were both sweating and breathing hard. We made quite a sight if someone should happen to look in the car window but we were past caring about that as we raced toward our mutual orgasms. As soon as my spunk filled Cathleen's ass her body went into spasm with her own orgasm. I lay on top of her keeping most of my weight off of her until we recovered. We cleaned up the best we could and headed home.
THE ROMANTIC INTERLUDE HOTEL
I started to get a little nervous with us using local hotels for some of our encounters. So far so good that no one had recognized us but I started to worry a little. Many of the vendors that called on our company used local hotels and I did not want to be spotted by any of them or anyone else that would know us. I mentioned this to Cathleen and she suggested a place called La Chateau. It was not as well known as a more popular romantic interlude in the area and La Chateau was in a secluded area. I had heard the name but I knew very little about it. La Chateau was a romantic interlude that had a variety of rooms to suit one's taste. The room that Cathleen and I liked the best contained a Jacuzzi, water bed and mirrored walls. All of the rooms contained TVs with adult entertainment as well. The Chateau added to enjoyment to our sexual encounters.
The first time we went to The Chateau was memorable. We entered the room and wasted no time taking off our clothes as the Jacuzzi filled with hot water and bath gel. Cathleen and I showered together before entering the Jacuzzi. We soaped each other up and played with each other's bodies being careful we didn't cum in the shower. Cathleen then would douche both her pussy and her asshole. It was the first time I had ever seen a woman do that and it was kind of erotic.
After showering we entered the Jacuzzi armed with a bottle of wine. I turned on the jets and we kicked back enjoying the bubbles and our first glass of wine. After awhile Cathleen leaned back into me and I reached around and stroked her cute titties tweaking and rolling her nipples in my fingers. I slid one of my hands down across her firm abs over her little blond tuft of hair and found her vagina. I played with the folds of her labia and then inserted my fingers in her pussy. I found her hard clit and rolled it between my fingers as I continued to tease her nipples with my other hand.
As Cathleen got turned on I moved her to the other side of the Jacuzzi and I had her lean over the edge presenting her shapely ass to me. Her ass always looked good but this time it glistened with water and bath gel and looked so sensual. I leaned over and licked Cathleen's pussy from behind driving her wild. Then I had the urge to tongue her beautiful ass so I swiped my tongue from her pussy up and over her bung hole and back to her pussy. She gasped out loud when my tongue touched her asshole. I really got into it and grasped both of her curvy ass cheeks and pulled them slightly apart so that I could get my tongue in deeper. I probed her pink aperture with my tongue as I inserted three fingers in her pussy. She started whimpering, gasping and directing the action.
"Oh my God, do it again. Lick my asshole; stick your tongue in there. Eat my pussy, tongue my ass, rim me, oh yessssss," she cried out.
I grabbed the bottle of wine and poured some in the crack of her ass letting it trickle down over her anus and pussy. I placed my mouth on her and drank up the wine swabbing her pussy and ass in the process. I repeated this several more times until Cathleen seemed to go into convulsions with her first orgasm of the evening. She collapsed back into my arms and I stroked her smallish tits as she recovered from the intensity of her orgasm.
"Not in my wildest dreams did I ever think that you would ever tongue my ass or did I know it would feel so wonderful," she uttered in an exhaustive voice.
"It just looked sexy as it glistened with water. Of course I remembered that you had douched and it looked so clean. I think I have found a new way to drink wine," I told her.
We decided to get out of the Jacuzzi before we turned into prunes. We dried off and flopped down on the water bed. Cathleen began to stroke my cock into an erect state and then proceeded to suck on it. She loved to stick her tongue in the little hole and nibble on my cock head. This always made her hot and then she needed my cock in her pussy. She straddled me and aimed my cock in her hole and rode me until she achieved another orgasm.
It was time for me to fuck her in the ass so I had her kneel on all fours with her gorgeous ass in the air. She always put her head on the mattress and turned to the side so that she could watch. This time she had the added benefit of mirrors on the wall and ceiling and so could clearly see the anal penetration. I broke out the lube and put an ample amount in her asshole. I fingered her ass and pussy at the same time.
"I love the feel of your fingers in my ass and pussy together," Cathleen exclaimed!
If there was one thing I liked besides fucking a beautiful ass it is preparing an asshole for a good reaming. After several minutes of finger fucking her pussy and asshole I couldn't wait any longer and I had to get my cock in her beautiful ass. I removed my fingers and lined up the head of my cock at her moist puckered ring and pressed forward slowly. My cock head strained to pop through and she let out a little groan as the pressure from my iron hard dick forced her little ring to open like a flower and suddenly my large mushroom head slipped past the ring and into her ass. Cathleen let out a groan as her rear passage was stretched to accommodate my ample girth.
"Oh you are going to make me like this more than the regular way," she gasped and shivered as I filled her fully and withdrew my penis slightly.
I felt her ass tighten around me and I continued to slowly stroke in and out of her tight ass until all eight inches were tightly packed up her ass. Cathleen really began to moan and her whole body shook in anticipation of what she knew was coming. I began to slowly fuck her but soon picked up the pace as I penetrated her with long hard strokes that used the entire length of my thick cock. Cathleen was going wild as she loved the feel of my cock as it pulled out and then came crashing back in as my big heavy balls bounced off her clit. Cathleen was thrashing around uncontrollably, gasping and moaning with pleasure. When I reached underneath her to stroke her clit she exploded with her third orgasm of the night.
I continued to hammer her ass with long strokes then suddenly I felt that familiar tension in my balls and I knew I was close. I began to piston my raging cock harder into her searing ass in search for my release, which also increased the intensity of her orgasm. She was yelling and moaning, clawing and scratching at the cover of the waterbed begging me to cum.
"Give it to me, give it to me, give me your cum, cum in my ass," she begged.
I felt powerful and dominant with my impressive dick stuffed up the beautiful ass of a woman who could not get enough of me. Cathleen lay submissively before me on all fours as I towered above her like some untamed animal with a strong sexual hold on her. I took firm hold of her hips and slammed once more full force into Cathleen's ass. I did that three or four more times and then I let out a loud groan as I emptied my seed deep into her bowels. I couldn't believe how much cum I produced as my dick continued to hammer into her ass
When I was finished I pulled out of her ass as Cathleen collapsed on the bed utterly spent. I slumped down next to her quivering body. I looked over at Cathleen and I noticed my seed oozing from her asshole. It resembled a natural spring as the semen just seemed to bubble up as she tried to relax her anal muscles.
Cathleen and I got up, showered and returned to the Jacuzzi where we soaked our aching muscles. After the Jacuzzi I offered her a massage which she gladly accepted. I had her lay face down and worked her back, legs and buttocks. Not so surprisingly I got an erection as I massaged and fingered her ass again. Very surprisingly I came a second time that night when I fucked her ass again. After the ass fuck I rolled Cathleen over on her back and continued the massage this time working her tits, abs, legs and pubes. I finished her off with another thorough pussy eating which had her screaming my name and humping my face with her volcanic orgasm. After that we were really spent and had just enough energy to shower, dress and drive home.
ANOTHER WOMAN JOINS IN
Cathleen approached me one day and asked if I would like to add another woman to one of our sessions. I laughed and told her it sounded like fun but that she was plenty for me by herself. I asked her what she had in mind. Cathleen told me that the aerobic instructor Janey seemed more than just casually interested in her.
"I have never been with another woman and I thought it may be fun to try it," Cathleen said with her sexy demur.
"Well I am all for it if you want to," I replied.
"I was thinking about asking her to join us for a drink after aerobics Thursday night and then we could talk her into joining us at the Chateau," Cathleen suggested.
"Sure why not, let's see what happens," I agreed.
Janey was in her late twenties, cute and solidly built. She and Cathleen had hit it off in aerobics. Cathleen knew that Janey dated so we guessed that she was bi-sexual. When I met Janey I was impressed with her physical presence. Janey was not fat but she was solid and although she didn't have Cathleen's curves she was somewhat appealing. So on Thursday night after aerobics Cathleen and I met Janey for drinks at our local watering hole.
Our conversation at the bar started out with small talk but it was clear that Janey was flirting with both of us. Cathleen eventually steered the conversation toward sex and we learned that Janey was not as experienced as one may have thought from looking at her. She had had plenty of dates and one longer term relationship but her sexual experience seemed to be only vaginal sex in the missionary position. Janey was surprised to hear that Cathleen and I were so sexually active and it seemed to turn her on. Cathleen convinced her to join us at the Chateau as she told Janey that she could always leave if she was uncomfortable. Janey nervously accepted and agreed to meet us at the Chateau.
Once in our room at the Chateau I poured wine for each of us and Cathleen took Janey by the hand and said, "Let's you and I get better acquainted."
Cathleen led Janey to the center of the room where she embraced her and kissed her and Janey kissed her back. Cathleen began to undress Janey. She unbuttoned Janey's suit jacket and removed it, then she unbuttoned Janey's blouse and removed it as well. Cathleen was pleased to see that Janey did not wear a bra and she gently massaged the girl's tits. Cathleen rolled Janey's nipples in between her fingers and then dipped her head down to take them one at a time in her mouth and roll them in her teeth and Janey sighed with pleasure. One would never know that this was Cathleen's first time with another woman.
Cathleen's mouth left Janey's tits and then kissed her once again plunging her tongue deep into Janey's throat taking her breath away. As she kissed Janey, Cathleen continued to caress Janey's tits with her hands. Cathleen trailed her kisses down Janey's face and throat back to her breasts. Cathleen lingered at Janey's breasts momentarily and then descended across her abs to her waist. Cathleen unhooked Janey's skirt and slowly lowered it to the floor. Cathleen lifted Janey's legs one at a time clear of her skirt and then ran her hands up her legs to the waistband of Janey's thong panty.
She caressed Janey's shapely buttocks before she pulled her thong down her legs. Cathleen teasingly slowly lowered Janey's thong down her legs and then removed it as she had her skirt. Janey was trembling with desire but Cathleen made Janey wait as Cathleen took her time with her. Janey looked at me with uncertainty as she was unsure of her situation and when I may enter the seduction. Cathleen then rolled Janey's thigh nylons down and off her legs. Janey was dripping with desire and her pussy was oozing her excitement. Cathleen took one swipe of Janey's pussy with her tongue and then stood up.
"Now you may undress me," Cathleen said as if giving Janey permission.
With her hands shaking due to her uncontrollable lust, Janey began to undress Cathleen. Cathleen was wearing a black dress and it fell to the floor as Janey unhooked and unzipped it. Cathleen stood there in her bra, panty and nylons and she was a specimen of beauty. Janey unfastened Cathleen's bra and her pert breasts stood out. Janey took Cathleen's tits in her hands and massaged them emitting a pleasurable moan from Cathleen. Janey salivated over Cathleen's firm luscious tits with their dark engorged nipples. She sucked on Cathleen's nipples as she molded the pert firm globes in her hands. Janey fell in love with Cathleen's small firm tits.
Cathleen reminded Janey that there was more and Janey next removed the nylons. They were thigh highs with elastic tops just as Janey had worn. Janey remained on her knees after removing Cathleen's nylons and stared directly at her panty covered pussy. Janey then grabbed the panty at the waistband and slowly unveiled Cathleen's treasure. Janey grasped Cathleen's firm fleshy ass and pulled Cathleen toward her face. Janey then buried her face in Cathleen's bush and licked frantically at her pussy. Cathleen moaned with pleasure but then she reached down and pulled Janey to her feet.
"Let's pleasure each other," Cathleen said as she led Janey to the large bed.
Both attractive women lay down on their sides in a 69 position and began to eat each other's delicious pussy. They tongued each other and sought out each other's clit. Janey was pleased that Cathleen had a large clit and it was like sucking a tiny dick. Cathleen went wild when Janey sucked and nibbled on her clit and she strove to return the favor to Janey. The two women brought themselves off rather quickly but continued to eat each other as the juices flowed into their mouths. Janey and Cathleen felt the presence of my body on the bed as and I got behind Cathleen.
"Don't worry, she loves it in the ass," I told Janey.
I eased my lubricated cock into Cathleen's asshole and I knew that Janey could witness the anal penetration. Janey and Cathleen continued to eat each other's pussy with a fury as my dick fucked Cathleen's ass and I raced toward my orgasm. I fired a huge amount of cum in Cathleen's asshole just as she orgasmed and bathed Janey's face with female love juice. Janey was not far behind and then she squirted her nectar all over Cathleen's face.
Cathleen got up and retrieved her surprise for the evening a double headed dildo that was easily 16" long and 5" around. The dildo had two realistic looking cocks at either end with a large set of fake balls in the middle. Cathleen turned Janey toward her and inserted one end of the cock in her pussy and the other end in her own pussy. The two women began to slowly fuck each other with the large fake phallus as they rubbed each other's tits. The fake cock filled both women's pussies snugly and stayed in constant contact with their clits. They fucked each other this way until they both orgasmed again, shaking and holding tight to each other as tremors moved their bodies.
I got to fuck Janey's pussy but she didn't want me to cum in her so Cathleen pulled my cock from her just as I was ready to cum and popped my dick in her mouth. Cathleen drank down all my seed as she had done so many times, then she caught Janey off guard by kissing her on the mouth and allowing Janey to taste my sperm on her lips. Later I fucked Cathleen doggy style as she ate Janey's pussy and then Janey ate Cathleen as I fucked Janey doggy style. I couldn't cum a third time but I managed to stay hard and keep the girls happy.
In the coming months the three of us had sex together often. Cathleen taught Janey how to suck cock but Janey would never let me cum in her mouth. Janey and Cathleen would pass my cock back and forth and when it was time to cum Cathleen took me in her mouth to receive my seed. Janey had no interest in anal sex apparently some guy forced himself on her in the past and caused her severe pain. I never pushed the issue with her as much as I would have liked to pop her ass and besides Cathleen was a great ass fuck and plenty for me. Janey later found a steady boyfriend and our affair were her stopped.
SEX ANYWHERE AND ANYTIME
Over the next five years up to the end of 1989 Cathleen and I continued our affair. We continued to have sex in the office, car and the romantic interlude hotel. We played games with each other taking turns being a slave and having to do what the other person demanded. There were times after aerobics that Cathleen would come into my office and I would pull her leotards down just enough to bare her ass. I would fondle her ass and finger-fuck her pussy.
There was no shortage to our imagination and willingness to have sex in public as well as private places. Cathleen, I was to learn, was somewhat of an exhibitionist. She loved to be totally naked in private places and was really turned on by the chances we took in public places. She loved it when I ran my hands under her skirt and inside her panties. She loved it when I pulled her leotards down to her knees and played with her buns and pubes. Cathleen could never seem to get enough of my cock. She loved to fuck me, suck me and have me fuck her ass.
I was always concerned about the possibility of someone walking in on us even though the office door was locked. Staff from facilities and security had master keys and they could easily enter my office. It was one of the reasons we were never totally naked in the office. If someone did try to enter the office we could be dressed before the door opened. However, Cathleen wanted to expand our office sex beyond oral sex and fingering. So I picked up a door brace at the hardware store and we used that to keep any intruders out.
Cathleen would enter my office close and lock the door and then put the door brace in place. Then she would stand next to me and hold her skirt up while I pulled her panties down and off her body. She then moved to one of the chairs in my office and sat in it with her legs splayed and her pussy on display. I moved over to her, dropped my pants and undershorts and put my cock in her pussy. I fucked Cathleen until she came several times. Sometimes I would cum in her pussy and other times I would fuck her ass. Cathleen would kneel on the chair with her skirt thrown up over her back and her beautiful ass pointed at me. I took the lotion from my desk and lubed her asshole and my cock and then fucked her until I filled her ass with my seed. I kept paper towels in the office and we would both clean ourselves up and then get dressed.
Cathleen loved our games and she loved to act as if it were the first time each time. She would stand by my desk acting innocent and awaiting my move. I slid my hand up her leg and I felt her tremble slightly as we had played this game before and she knew where it was going. I let my hand ride about and down her stocking covered leg for a few minutes. Then I let my hand wander above her knee and past the top of her elastic top hose. Cathleen shivered as my hand touched the bare skin of her upper thigh. I caressed both of her thighs and I could tell that she was getting hot. The back of my hand brushed against her panty covered pussy and I could feel that the panties were soaked with her excitement. Cathleen moved her legs wider apart causing the skirt to tighten around her shapely ass. I rubbed her inner thighs between her legs and flicked my fingers over the material covering her vulva. Cathleen jumped involuntarily when she felt my hand on her pussy.
"Your panties are very wet Cathleen. Would you like me to take your panties off you?" I teased her.
Cathleen nodded and gasped, "Yes, please take my panties off."
I eased her panties down over her buttocks, past her thighs and then let them slide to her ankles. Cathleen stepped out of them and I put them on my desk. I returned to fondling her ass and thighs and I soon had her squirming with desire. Cathleen moved her body as if she were trying to get my hand near her pussy so I slid it between her legs and stroked the outer lips of her labia. Cathleen squirmed under the touch an emitted a soft groan. I started to push Cathleen's skirt up but she stopped me and then she took it off. It was a wrap around skirt and she had it off in an instant. She looked so sexy standing there leaning forward slightly on my desk. Her cute ass was framed by her thigh high hose and her short blouse ending at her waist line. She actually looked hotter by keeping the blouse on.
I ran my hands all over Cathleen's ass, thighs and pubes feeling her wet pussy. I slipped my finger into her vagina and then added a second one. I took some lotion from my desk and I pushed a finger between the cheeks of her ass and massaged into her nether hole. Then I fingered Cathleen's ass and pussy at the same time. She was going wild with the double penetration and cried out to me.
"That's it finger me, play with me. Make me cum, please make me cum," Cathleen pleaded in a deep whisper.
I continued to work her ass and pussy and within minutes she had her first orgasm. Cathleen held onto the desk with both hands as her body jerked and spasmed with her climax. I worked my fingers in and out of her holes as she clenched and relaxed her vaginal and anal muscles tightening herself on them. I pulled my fingers from her holes and I stood up behind her. I dropped my pants and boxers to my ankles and brought my rock hard cock to her buttocks. I let it rest against the hot flesh of her ass and I leaned over and whispered in her ear.
"Where do you want it first today? Do you want it in your ass or do you want me to fuck your pussy first?" I teased her and then licked her ear.
"Fuck my pussy first and then my ass. I want you to cum in my ass," Cathleen murmured.
I then eased my cock into her pussy and fucked her from behind until Cathleen orgasmed once again. Then I moved my cock to her ass and fucked her for a short time before I unloaded my semen in her anal canal. Cathleen looked so hot leaning over the desk with my cock sliding in and out of her asshole that I just couldn't prolong my ejaculation any longer. I leaned over her and she milked my cock dry until it softened and popped out of her ass.
Our sexual encounters in the office usually ended up the same way, with me cumming in Cathleen's ass but only after she had cum herself two or three times. Cathleen would surprise me from time to time. One day she leaned over the desk and as I ran my hands up her legs I discovered that she had already removed her panties. Another time she just walked in and immediately took off her skirt and panties. Without her skirt and panties she looked very hot in just her hose and blouse. Once she brought a dildo with her and put it in her pussy so that when I took off her panties I would find it. Cathleen liked being fucked in the ass and having her pussy filled with the fake cock.
Some days when she needed a ride to work I would pick Cathleen up at her house. On the way to the office Cathleen would remove her panties and I would play with her pussy. Once we reached the office we were both very hot and we went inside and fucked like rabbits. Cathleen had really adapted to anal sex and I came in her ass at least once every time we were together. She loved the anal toys as well especially the anal beads.
One time at the La Chateau, Cathleen brought a unique dildo with her that had two cock heads on a handle. It looked like a big letter Y. Cathleen would put one cock in her pussy and the other in her ass for double penetration. Sometimes we would be in a 69 position and she would suck my cock as I double fucked her with the dildo. Cathleen went wild and juiced all over the fake cock as I filled her mouth with cum. There seemed to be no end to her creativity and willingness to try new things. However she never showed interest in adding another man to our encounters.
Over the five years we had sex frequently at least once and sometimes twice a week. I was recruited by a firm in New York and accepted the position. Cathleen elected to stay in Chicago although I offered her a position as my assistant with the New York firm. I missed Cathleen at first but the New York women soon had my full attention. I still think back to those years with Cathleen with whom sex was the best ever.