14 Memorable Anal Encounters 04
AUTHORS NOTE:
I decided to submit stories of my life's anal encounters. Of all the women that I hooked up with over the years, fourteen of them included anal sex. 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 fourteen 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 and ass man, my most memorable encounters included anal sex. Most all of my sexual encounters were pleasant but these involved anal sex.
INTRODUCTION
My age will range from 29 to 48 during the years 1970 through 1990. The one thing that I pride myself on is staying fit through all those years and even today at age 72. 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 stories with number 14 and work my way up to number 1. Due to the length I have broken the stories up into chapters so that a single submission would not be too lengthy. 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. The ranking and dates of the encounters are as follows:
1-Cathleen (1985 -1990) 2-Charlotte (1970-1972), 3-Bonnie (1974), 4-Pamela (1973), 5-Beverly (1977), 6-Sherry (1983), 7-Peggy (1976), 8-Lee (1982), 9-Barbara (1984), 10-Rita (1978), 11-Terri (1979), 12-Susan (1971), 13- Toni (1978), 14-Cindy (1973).
NUMBER 5 -- BEVERLY
In 1977 I decided to become a certified SCUBA diver. I had dived when in the Marine Corps but my last dives were in 1962. I did my classroom and swimming pool work in the Midwest and received a referral letter form the SCUBA school so that I could do my open water test in the Cayman Islands. There was another student in my class named Beverly.
I relaxed on the beach that afternoon after completing my certification and checked out the hot bikini clad bodies that were already spoken for. Late afternoon, I showered dressed and headed to the bar. Shortly after 5:00 PM Beverly and a couple of dive instructors entered the bar. Beverly spotted me and she and the instructors made their way over to me. The instructors congratulated me and Beverly on our certifications and I bought the first round of drinks. In fact I bought all the drinks that evening but at least the guys didn't stay that long.
I studied Beverly closer that evening and I liked what I saw. It must have been a combination of the beer, atmosphere and the fact that there were not any available single women to my liking at the resort. Also Beverly's ass looked good in her tight shorts and I wondered if she liked anal sex. Beverly had a good sense of humor and the more she drank the funnier she became. I sensed that she was out for a good time that evening. She told me a funny story that opened the door for me.
"One night Rory and I, that's my boyfriend back home in the UK, were sitting around naked drinking beers. I felt this awful sting on my ass. I yelled and smacked at something that bit me," Beverly began.
"Then Rory asks, what happened? I tell him that something bit me on my ass and he says let's have a look. So I roll over and show him the bite on my bottom and he says something bit you on your bum. So I say what do you think I just said?" Beverly told me laughing all the while.
She had me laughing as much at her delivery as the story itself. Beverly then continued, "So Rory keeps staring at my bum as if he hasn't seen it before. So I say are you going to keep staring at my bum all night?" Beverly said breaking into laughter once again.
I was laughing just as hard as she went on with the story. "So anyway Rory says we better see the doctor because the swelling was getting worse. We hop in the car and drive over to the emergency room. The doctor comes in and asks what the problem is and I tell him that a spider bit me on my bum. He says let's have a look so I roll over and show him my bottom. Then the fucking genius doctor says it looks like something bit you on your bum," Beverly manages to get out laughing hysterically.
At this point I am in stitches as well and we are both laughing out loud and Beverly continues, "So, so, I say to the doctor, that's what I told you. The doctor kept staring at my bum and I asked him if he was going to do anything except stare at my ass."
Beverly had tears in her eyes from laughing so hard and I was splitting a gut again more from her delivery of the story with her accent. "So what do you think the doctor does? He goes and gets some more medical staff to come in and look at my ass. So now I laying there with five people looking at my bum, but not a one of them are doing anything. So I ask them if they think that I just came down to the emergency room to show you my bum. They all start laughing and I start laughing and Rory is laughing. So now I am on the exam table with my ass in the air with five people looking at it and we are all laughing," Beverly leaned into me and roared out loud.
I put my arm around her as we laughed and then I said, "Well you have to forgive them because after all you have a nice ass."
Beverly then looked up at me and she was not laughing now. I was afraid that I had offended her but she leaned in and whispered, "Do you really think that I have a nice ass?"
"Absolutely, of course I have only seen the shape of it in your bathing suit or shorts. I haven't been as fortunate as the medical staff to see it bare," I replied.
"Would you like to see it?" Beverly asked as she moved her hand over my thigh. "Can I count on you to be discreet?"
"Yes to both questions," I whispered in her ear.
"Let's go to your room but we can't be seen walking in there together," she told me.
I told her my room number and she walked out of the bar first. I settled my tab and then finished my beer before I left. I walked over to the building where my room was and as I did Beverly appeared out of the shadows. She had waited until I had my key in my hand and I was close to the room. I opened the door and she quickly ducked inside.
Beverly made a bee line for the bedroom shedding her clothes along the way. She hopped in bed totally naked as I finished removing my clothes. Beverly was ready as was I so there was no need for foreplay. I slipped right between her thighs and my cock slid into her wet pussy like a hot knife through butter. Beverly moaned as my cock entered her cunt and she wrapped her arms and legs around me as I went deep into her. We fucked slowly at first and then picked up the pace. Beverly had a mild orgasm along the way to a massive more intense one. Her body rocked and gyrated as she screamed in ecstasy and it was all I could do to hold on as she bucked up at me. Then I felt my surge and I drilled deep into her pussy just before I unleashed a massive cum load. I felt my cum shoot out of my cock deep into her womb and Beverly held me tighter as I came in her.
We stayed together for several minutes with my cock buried deep in her pussy and her arms and legs still holding me tight. Beverly and I separated and I rolled over on my back. She surprised me when she moved back down and took my cock in 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 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. Beverly moaned and cooed as I fingered her pussy and her asshole simultaneously. I tired to get her asshole wet enough with her juices and my saliva so that I could fuck her ass.
I knelt behind her and tried to insert my cock in her ass but it just wouldn't go. Afraid of hurting her I tried more pussy juice and saliva for lubrication but to no avail. My cock of 7+ inches long and 5 inches around just wouldn't go. There are times when it feels bigger and this was one of those times. I was fingering Beverly's ass when she spoke.
"You are going to need some cream to get that thing in my ass," she whispered.
I got off the bed to retrieve the lotion from the bathroom. As I did I realized that Beverly 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 rectum 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. Beverly moaned as my penis filled her hole.
"Go slowly at first you're big," 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 penis 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.
"You know Beverly I can see why all those people were looking at your bum. You have a very hot ass and 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 Beverly's hand already buried in her womb. Suddenly I felt my cock inside her ass swell up and I started pumping faster. Within minutes I knew that Beverly felt the warm fluid being squirted inside her anus and she immediately started to cum herself. I grunted as my whole body became stiff and I slammed my cock harder into her. Beverly 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. Beverly 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 need to cum again."
I rolled over and got between her legs and blocked out that fact that I had cum in her before. 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 Beverly's mound. It felt so smooth and warm and I knew I had achieved the desired effect from her moan I know that Beverly 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 I was lapping up as much as I could as fast as I could.
Beverly 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 Beverly humped my face for all she was worth. I was thrilled 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 Beverly 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 subsided.
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 Beverly started stroking my cock. Now at the age of 36 it was very unusual for me to cum more than twice in a fuck session, particularly after having a couple of drinks. In fact I usually could stay hard for a long time before my second cum which allowed me to pleasure my partner thoroughly before achieving my own orgasm. Beverly added some body lotion as she kept stroking my 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 the biggest I have ever had in my ass," she said with a sultry tone.
"Well there are plenty of cocks bigger than mine," I assured her.
We continued our conversation as Beverly continued to stroke my cock. I learned that she had first been ass fucked before she met Rory in London. Beverly was working in London 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. Rory did not like butt fucking. She also told me that this was the first time she had anal sex with anyone since dating Rory. I shared with her that I loved fucking a beautiful ass and that hers was right up there with the best of them.
"All this talk and playing with your cock has got me hot again. I need to sit on your dick," she announced.
Beverly 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. Beverly 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. Beverly 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.
Beverly 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.
"Can I stay here tonight?" she asked in a hopeful tone.
"I would love for you to stay the night," I told her.
Later she rolled over on her side and faced away from me. I draped my arm over her body and cupped her small breast. Her ass was pressed into my body and my soft cock nestled against her buttocks. We fell asleep in that position and slept soundly through the night.
THE DAY AFTER WITH BEVERLY
Wednesday morning I woke up with Beverly stroking my cock. She smiled at me when she saw I was awake and then she lowered her mouth to my cock and deep throated me as she had the night before. I had a tremendous urge to piss but I knew I couldn't as long as my cock was hard and I couldn't cum until I took my morning piss. I decided then to fuck Beverly into submission that morning. I rolled her over and got on top of her and slipped my early morning erection into her moist pussy. I started fucking her slowly and gradually picked up the pace as she moaned and groaned with desire. Beverly did not know what she was in that morning and I was determined to fuck her brains out. I could fuck for a long time without cumming the first in the morning with my piss hard-on. As I pounded Beverly's pussy she had a continuous string of orgasms. She was screaming and thrashing in ecstasy. Beverly held me tight, dug her heels into my back and muffled her screams in my shoulder as I pounded her pussy. Finally she shook uncontrollably, screamed and collapsed, her body going limp on the bed.
"Please stop fucking me, no more please. I can't cum anymore please let me rest," Beverly pleaded.
I eased my still hard cock out of her cunt and I actually heard her pussy sucking as if it was gasping for air. I slid off the bed and went into the bathroom to take my morning piss. When I returned to the bedroom Beverly was in the same position that I had left her. I got back in bed and rolled her over on her stomach.
"Please Walt let me rest awhile," Beverly begged.
"Relax and I will give you one of my famous massages," I told her.
I took the lotion from the night stand and applied it to her back and shoulders. I massaged her neck, shoulders and back rubbing the lotion in and relaxing her body. Then I moved down to her calves and massaged her aching legs. I worked my way up to the back of her thighs and massaged them deeply. Beverly moaned and cooed under the manipulation of my hands and I knew that she was enjoying the massage. I next moved my hands to her buttocks and massaged her glutes as I knew they were fatigued from all of our fucking the past two days. Beverly involuntarily tightened her butt muscles as I massaged them and I felt my cock get hard again.
I put more lotion on Beverly's ass and worked some of it into her crack. Beverly raised her ass slightly and I slipped a lubed finger into her bung hole. Beverly gasped at the intrusion but then relaxed and enjoyed the stimulation. I added a second finger and Beverly gasped again. As I worked my two fingers in her ass my cock had become fully erect again. I lifted Beverly by her hips and she allowed me to lift her ass higher as she kept her head on the bed. I was sure that she knew I was going to take her ass again and she offered no protest.
I lined up my throbbing cock at the entrance to her ass and pushed it in until the head cleared her sphincter. Once again Beverly gasped at the intrusion but she did not resist. I eased my cock into her ass inch by inch until it was completely buried in her anal channel. I started slowly as I had before and then picked up the pace. Watching Beverly's ass impaled on my cock as I fucked her sent a chill through my body. My own orgasm, the first one of the day, was building in my balls and I knew it would just be a matter of minutes before I ejaculated.
My body stiffened, my balls tightened and the first stream of cum entered Beverly's asshole catching her by surprise. I pulled my cock from her ass as I continued shooting cum at her asshole. My semen bounced off her anus and her buttocks and then ran down over her pussy lips onto the bed sheets. After shooting my last stream at her aperture I shoved my cock back into her ass. Beverly once again milked my cock with her anal muscles and drained it dry. My cock stayed hard and I was sure that I could fuck her again but I withdrew my cock from her ass. Cum bubbled from her butt hole and trickled down over her vulva. There was more cum this time since I had shot my first load deep into her rectum. Beverly worked her sphincter and squeezed the semen from her ass as I watched. I then fingered her ass and pussy at the same time.
"I love the feel of your fingers in my ass and pussy together," Beverly exclaimed!
After several minutes of finger fucking her pussy and asshole I couldn't wait any longer and I had to get my cock back 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 popped through and she let out a little groan. Beverly let out a sigh as her rear passage was once again stretched to accommodate my ample girth.
"Oh I love this," 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 7+ inches were tightly packed up her ass. Beverly 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. Beverly was going wild as she loved the feel of my cock as it pulled out and then came crashing back in. Beverly was thrashing around uncontrollably, gasping and moaning with pleasure. When I reached underneath her to stroke her clit she exploded with her another orgasm.
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 of my release, which also increased the intensity of her orgasm. She was yelling and moaning, clawing and scratching at the cover on the bed begging me to cum.
"Give it to me, give it to me, give me your cum, cum in my ass," she begged.
I took firm hold of her hips and slammed once more full force into Beverly'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 Beverly collapsed on the bed utterly spent. I slumped down next to her quivering body. I looked over at Beverly and I noticed my seed oozing from her asshole. After that we were really spent and had just enough energy to shower, dress and enjoy a cup of coffee.
"Have you got anything to eat in this place?" she asked.
"Absolutely, I did some grocery shopping when I got here. I have eggs, bread, cereal milk, fruit and meat. What's your pleasure?"
"I'll have cereal with fruit, thanks!" she requested.
Beverly and I had breakfast and then she had to get going. She told me that her boyfriend Rory was arriving later that day. Beverly thought it was cool that I was going to complete the Advanced Open Water training before I left the Caymans. Beverly left for her room and then I headed down to the dive shop.
I signed up for two dives that afternoon and experienced my first open water dives without an instructor. My buddy was another guy and he was an okay diver so the dives went very smooth. I was already looking forward to my Advanced Open Water training and learning more, particularly about navigation. I never saw Beverly after that day but I never forgot the great ass fuck.
NUMBER 4 -- PAMELA
I selected Pam as number 4 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 the Midwest. 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. I had always thought the engagement period to be more sacred than marriage but Pam didn't.
Our company had a bowling league that met every other Tuesday evening, which I 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 make it together?" 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 knew you would have a big cock."
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 nearly 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 had thought about going for her ass but the mood wasn't right particularly if her fiancé was really coming over.
I thought that my date with Pam was a 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. Pam asked me to play tennis one evening with another couple. We had a fun match and Pam looked very desirable in her Tennis outfit. 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 tennis shorts.
Pam unfastened my shorts and I lifted my hips as she pulled my shorts 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.
"That made me really hot. I need to sit on your dick," she said.
We scrambled into the backseat of my car and Pam reached under her tennis skirt and removed her 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 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.
FINALLY HER ASS
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.
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. Instead of sucking my cock she went over to the bed and flopped down across it. 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 above her 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 with the hotel supplied body lotion. I applied 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 all right 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, "I liked that, 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. I wondered how many other guys she might fuck and how many she would let in her ass. I was fortunate to be one of them.
NEXT CHAPTER
The next chapter will be devoted to Bonnie and Charlotte my number 2 & 3 anal sex favorites.