Women in My Life Ch. 02
Author's note: Based on reader feedback and requests, I decided to write a series of stories that are based on women that I have had sex with in the course of my lifetime. This period would normally cover my high school senior year 1959 and the years in the Marine Corps (1959-1963) up to the current day. I will not cover every encounter since by my count I have had sex with almost 50 different women starting back in 1959. I will select my best encounters and I will write about them randomly rather than in chronological order. I will not include any of my bi-sexual experiences when I let men suck my cock or when I fucked them in the ass.
These encounters will include anal sex, oral sex, vaginal sex and infidelity. There is also some bi-sexuality between women and some group sex. If this is not to your liking then I recommend that you not read the stories. This is a period when people slept around and condoms were rarely used. People began to cool it around the mid-1980s when the threat of AIDS became serious. Guys that slept around were called studs and unfortunately if girls slept around they were called sluts. I never agreed with that because I felt a girl had every right to have an occasional roll in the hay as any guy did.
A few of my stories about certain women are already on the Literotica site and I will touch briefly on those encounters. I will begin with 1970 since many of my encounters, in high school, the Marine Corps and my life between 1963 and 1970, I used in writing other stories already posted on Literotica. Each chapter will be named for a girl or group of girls and it will be based, and I emphasize the word based, on real experiences but the names will be changed and the sexual encounters will be embellished for readership. Some of my previous stories that are on the Literotica site are based on some actual experiences, these include; Capri an Isle of Love; An Affair to Remember, Thanks for the Memories and MILF and Did. I know that many readers do not believe authors when they speak about writing of their experiences but I will leave that interpretation up to the individual reader. Others who read this may call me a womanizer or male chauvinist pig. What ever you think while reading the stories the fact is that is the way it was at that time at least in the circle of people that I hung out with. We had sex, we had fun and no one got hurt. I hope that you enjoy this work for literotica. As always all characters are 18 years old and older.
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INTRODUCTION
During the months that Charlie and I had sex together I was having sex with other girls as well. She was also having sex with other guys it was just the way things were at that time. In addition to the women who I will write about in more detail in subsequent chapters, there was also Sandy, Karen, Toni, April, Donna, Sharon, Lee, Gina, Betty, Sherry, Angela, Paula, Terry, Andrea and Cathy. In this chapter I will tell you about Sandy, Karen, Susan and Pamela.
SANDY
Sandy was a cute girl in her mid-twenties with long light brown hair. She was about 5'4" tall, weighed about 110 and she had a nice set of tits. The rest of her body was shapely and curvy but when she was naked her tits looked a little big for her smaller body. She was a good lover but she was not into oral or anal sex at all. Sandy's problem was that she was a compulsive liar, which cost her marriage and her job. She was divorced when we first went out and I often caught her in lies while we were seeing each other.
Sandy's favorite position was to ride my cock in bed. She went along with the missionary position but fucking from behind either spoon or doggy style was out. On one of my business trips to Chicago I stayed for the weekend and I had Sandy fly up on a Friday night. After a dinner in the city we made love in the hotel room with me cumming in her pussy twice that night. Sandy liked to keep the lights off when we fucked as she seemed a little insecure. On Saturday we did some sight seeing and had a nice dinner out before returning to the hotel room. Once again we fucked with the lights out. It was the missionary position first and then Sandy rode my cock until she had multiple orgasms and I came again.
On Sunday Sandy asked that we stay in and order room service. After breakfast that morning she decided that she was going to see how many times she could make me cum that day. This time we left the lights on but Sandy kept her nightgown on. Sandy straddled my cock as I sat in the bed and bounced up and down on me until I shot my first load. She had cum a couple of times before I did.
Sandy then stroked my cock to get it hard again and she even used the body lotion provided by the hotel. She poured an ample amount in her hands and rubbed it all over my cock. When the lotion dried on my cock she added her saliva to her hand and stroked me again. When she had my dick hard and slippery she straddled me again and lowered her pussy on my cock.
I reached under her nightgown and fondled her big tits as she rode my cock. Then I lifted the nightgown off her body. Sandy weakly protested as she did not want to be naked with the lights on. I still think she was subconscious of her big tits. I persisted and the nightgown came off and I played with her tits the rest of the day as we fucked. Each time after I came or went soft in her pussy, Sandy stroked my cock again with her hands. I tried to get her to suck it but she would have nothing to do with oral sex. I came three times that day which for me was the max at that time in my life.
After the Chicago trip my time with Sandy tapered off. Sandy would make up lame excuses all the time and I was convinced that she was a perpetual liar. One time she left me at the airport when she was supposed to pick me up. I learned from her friend Cathy that she was with another guy. Another time I went to pick her up at her place and she was in bed with another guy. Later Sandy explained that she didn't feel well and I told her that I hoped having that guy's dick in her made her feel better. Sandy was habitually late for work and she was eventually fired. I never saw her after that.
KAREN
Karen was a cute little 27 year old natural redhead. She weighed just over 100 pounds, stood at about 5'5" and had very small breasts. In fact Karen had a very straight lined figure and a small ass to go with her small tits. Karen's best asset was her mouth and she loved to suck cock. She liked to fuck too but she was just as happy with fingers in her pussy as she was with a cock in her. She didn't like to have me cum in her pussy so if I was fucking her I had to pull out and either cum on her or in her mouth.
Karen was another corporate groupie who liked to hang around the Oasis. She had been married once but now she had no interest in a long term relationship which was fine with me. Karen and I got together about five times before she started seeing one of my buddies on a regular basis. The routine with Karen was usually the same as we would be drinking after work at the Oasis and Karen would invite me back to her place for coffee. Of the five times we got together we had coffee once.
I still remember the first time with Karen as I moved on her as I would any girl. Once we had our clothes off and we were in her bed I began my oral trip from her lips over her tits to her pussy. But Karen stopped me before I got to her pussy as she did not want me to eat her. Then she made her move and took my cock in her mouth. Karen was an incredible cocksucker and she had me cumming in no time. I filled her mouth and she swallowed as fast as cum shot down her throat. Karen held my balls and tickled my perineum with her fingernail as she gulped down my seed.
Karen loved to keep sucking my cock after I came until I was hard again. Karen then had me fuck her and she had multiple orgasms before I was ready to cum again. Karen told me to cum in her mouth again when I was ready. As soon as I felt my balls tighten up I pulled out of her pussy and knelt by her face. Karen took my cock back in her mouth and I fired another good size load down her throat.
One other time we were together Karen had me shoot cum on her body. We had started out fucking but when I felt my ejaculation building I pulled out of her and aimed my cock toward her face. I held my cock tightly as my seed traveled up from my scrotum. When I couldn't stand the pressure any longer I released the grip on my cock and stroked it as cum flew out of it. The first ribbons of cum hit Karen's red hair and freckled face and the subsequent streams sprayed her tits and abs. The remaining semen trickled over my fingers and dribbled down on her pubes. Karen then licked cum off my fingers and then took my cock in her mouth to suck me dry.
The best thing about Karen was that our get togethers were always spontaneous and unplanned. I enjoyed every minute I was in Karen's bed even though I never got to fuck her ass or eat her pussy. Karen started dating a guy named Bruce and they hit it off. Karen then stopped hanging out with us as she and Bruce were inseparable
SUSAN
As I mentioned in Chapter 1, I met Susan at a party and after I fucked Charlie in the ass, Susan and I left the party and went to her apartment. At 23 years old Susan weighed just under a 100 pounds and she had the typical model figure. Even though she was thin she had the curves and bumps in the right place. Susan had small firm cute tits, shapely slender legs and a very cute round bubble butt. She wore her blonde hair short just over her ears. Susan was a natural blonde and she the cutest little tuft of blonde fuzz on her pubes.
Susan was not at all into giving head but she loved to have her pussy eaten as I learned that night. We wasted no time in getting our clothes off and into Susan's bed. Since I had already cum once that night I was in no hurry to get my rocks off. In fact I focused all my attention on Susan's pleasure. We kissed with our naked bodies rubbing together and I fondled her tits and curvy ass. Then I began my pursuit down her body. I spent quite a bit of time sucking on her tits and nibbling on her nipples.
I left her tits and trailed kisses over her abs down to her pubes. I skipped Susan's pussy and kissed her inner thighs. Susan had her head thrown back and her mouth was wide open as if she was going to scream but no sound ever came out. I moved my mouth to her pussy and flicked my tongue over her vulva. I probed her outer cunt lips with my tongue and then drove it in separating her inner lips. Susan's body tensed as I worked on her pussy as if she was going to cum. I swabbed my tongue around inside her pussy and flicked it over her hooded clit.
I pushed a finger into Susan's pussy and wormed it around as I tickled her clit with the tip of my tongue. Susan's body went into convulsions as her first orgasm overtook her. She grabbed my head and held it to her pussy as she humped my face for all she was worth. I held her tightly as she sprayed my face with her female nectar. Susan had a very tasty pussy and I enjoyed eating her to multiple orgasms. Susan's mouth was still wide open as her body lifted off the bed. I grabbed onto her cute ass firm cheeks and held her tightly against my mouth. Susan then shook violently and collapsed on her bed.
I kept right on eating her and I soon had her aroused again. This time I pushed a pussy lubricated finger into her tight asshole causing Susan to freeze. I was to learn later that it was her first anal penetration. Susan went along with it as it felt strangely good to her. Susan then asked me to fuck her so I moved between her legs and slipped my rock hard cock into her very wet but snug pussy. Susan gasped when my cock hit home and I was to learn later that I was the biggest she had had in her up to that time. Susan was so thin that I could feel the sharpness of her pelvic bone as I fucked her. Susan worked to keep her clit in contact with my cock and in no time she was cumming again. Susan thrashed and writhed under me as she had a mind blowing orgasm.
Susan then asked me not to cum in her pussy. I learned later that she was nervous about where she was in her cycle, better safe than sorry. I pulled out of her and laid my cock on her abs between our bodies. I kept moving as if I was fucking her and then I shot my load between our bodies. My semen shot out of my dick but it was immediately trapped between our bodies. Susan thanked me for pulling out of her pussy and she told me it was cool to cum on her rather than in her. Susan and I lay together for awhile longer and then I cleaned up, dressed and left for home.
The next time Susan and I got together I was on my way home after having a couple of drinks at the Oasis. Susan was coming in just as I was leaving. I told her no one was at the bar but I offered to buy her a drink if she wanted one.
Susan smiled at me with her sultry look and said, "No, why don't we go to my place and fuck."
"Sounds good to me," I replied and then I followed Susan as we drove over to her apartment.
Just as we did the first time we wasted no time getting our clothes off and getting into her bed naked. Susan was really horny that night and she came quickly and often as I ate her pussy and fucked her. I still had not cum when she asked me to stop and let her rest for awhile. Thinking that her pussy needed a break I asked her about anal sex. Susan told me that she had thought about it but never tried it and that my finger was the only thing that had ever been in her ass. I talked her into taking a bath with me thinking that I could get her ass clean and then turn her on with my tongue.
Susan ran a bubble bath for us and when we sat in the tub she leaned back into me. I reached around and played with her titties and her pussy for awhile. Then I moved my finger to her ass and I used the soapy water as lubricant as I finger fucked her ass. Susan got used to the penetration and allowed me to finger fuck her bottom. Then we got out of the tub before we turned into prunes and dried off.
I had Susan lay face down on her bed and I pushed her cute round ass cheeks apart and exposed her delicate nether hole. The pink aperture looked squeaky clean and I lowered my tongue to her asshole. Susan gasped when she felt my tongue rim her anus. At first she stiffened and then she relaxed and enjoyed the oral stimulation. Susan was clearly getting turned on and she let me know it.
"Walt you really know how to get a girl turned on," she sighed.
I lifted Susan up by her hips and then I began to lube up her tight ass with her body lotion. I wet my finger and it slid in easily when the saliva mingled with the lotion. I finger fucked her asshole and then added a finger to her pussy so that I was finger fucking both her holes at the same time. Susan put her head down on the bed and turned it to one side with a look of ecstasy. I decided it was time to go for it. I removed my fingers from her ass and pussy and lined up my rock hard cock with Susan's asshole. I pushed slowly but she was too tight and her sphincter did not open easily. The head of my cock was just starting to open up her rosebud when Susan screamed in pain and panicked. She moved away from me and threw herself face down onto the bed.
"No don't, it hurts too much. I don't want to do this," she pleaded.
I leaned over and whispered in her ear, "I don't want to hurt you. Don't worry I won't fuck your ass."
Susan rolled over and held her arms out to me and I moved between her legs and slid my raging hard-on into her tight pussy. We fucked liked demons until I blasted a huge load into Susan's pussy. Susan came multiple times again and then she went limp under my body. I was still hard after cumming so I continued to fuck her.
"No please, give my clit a break. I can't take any more tonight," Susan begged.
I pulled out of her and rocked back on my legs. Then I rolled Susan over into a doggy-style position and slipped my cock back in her pussy. Susan was in a totally relaxed state and she let me have my way with her in this position. I played with the cheeks of her cute bottom as I fucked her from behind but I did not penetrate her ass again that night. I eventually came for a second time and once again flooded her pussy with semen. Susan dropped face down on the bed as she was done for the night. I washed up in her bathroom, dressed and then kissed her on the cheek when I left.
The next day Susan stopped by my office. She came in and closed the door. I could tell that she was nervous or almost scared.
"Walt, there was some bad stuff that came out of my ass this morning. You can't ever put anything in my ass again. I don't want you near my ass again," she rambled in a panic.
"Susan I understand. Look I know it was the combination of the lotion and a stool that made it look so bad. You're okay you're not injured. I stopped as soon as you told me too," I replied trying to put her at ease.
"I don't know what it was but it looked nasty and it scared the hell out of me," she countered still shaken.
"I'm sure it scared you but I promise you I know that you will be fine. I never did penetrate you," I said trying to calm her.
"I know that you didn't penetrate me. Thank you for not forcing yourself on me. I know that you care and that you are a good lover. I just freaked out," she said almost sobbing now.
I stood up and held her until she calmed down and relaxed in my arms. Susan eventually left my office composed but she was resolved that anal sex was not going to happen with her.
Susan and I got together a few more times and we always had great sex. She started dating a pilot for one of the charter companies so my time with her came to an end. But one night after one of our softball games Susan showed up at the Oasis. She asked me back to her place and I guessed the fling with the pilot was over. We made passionate love that night and afterward as we lay naked together Susan told me that she hadn't heard from the pilot in weeks. She had been too proud or too stubborn to call him and she was upset. It was obvious that she really liked the guy and she was devastated that he had just dropped out of sight.
I told her that she should call him and clear the air one way or the other. Susan agreed and just then the phone rang. Susan grabbed the phone before the second ring and I watched her face break into a joyous expression.
"Hi, how are you? I was just going to call you. I've been worried about you," Susan rambled on.
It was odd because we were both naked in her bed as she got caught up with her pilot boyfriend. I slipped out of bed and quietly got dressed. Then I leaned over and kissed Susan on the forehead and gave her a thumbs-up as I left. She smiled at me and blew me a kiss as I left her apartment. That was the last time Susan and I made love.
PAMELA
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 had to that point in 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, 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 we 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 out 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 our bodies, that's 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 in side 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.
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 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 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.
"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 pretty 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 tonight or was this just part of Pam's fantasy or game.
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. On 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 as she reached her calm 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 cum 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. In stead 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 a 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 I had not paid much attention to it before that night. 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. The 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 in her bag 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 and 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 from 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 so 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 out of state 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.