0 comments/ 42777 views/ 2 favorites Women in My Life Ch. 01 By: walterio 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. INTRODUCTION I worked for a multinational company headquartered in Midwest. The company had just moved the headquarters office from the East Coast to Midwest. I worked for that company as one of the managers in the IT Division from 1970 through 1976 during which time I had sex with about 20 different women. Our temporary offices in Ohio were located in a suburban area while our new company building was being built in the city. CHARLOTTE The first name I selected is Charlotte. She preferred to be called Charlie and she was one of the corporate groupies at our company. The story takes place in the early to mid 1970's, a time 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. In 1970 I was 29 years old and I was a fit 6'1" 205 pounds. I had light brown hair, hazel eyes and I worked out all the time. I was an avid down hill skier, SCUBA diver, tennis player and golfer in addition to the softball teams. 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 Palma had his girlfriend Ginger at the game. Ginger was good friends with Charlie and she 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 anal 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 orgasm 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 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. 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 anal 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 by the time she left I did not see her. 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 will be covered later. Charlie Revisited 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 napkins in the car and she used them to wipe the semen from her ass before she sat down on the car seat. Women in My Life Ch. 01 "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 between 7 -- 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 Session 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. NEXT CHAPTER In the next chapter I will write about my experiences with Sandy, Karen, Susan and Pamela. 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. * 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. Women in My Life Ch. 02 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. Women in My Life Ch. 02 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. Women in My Life Ch. 03 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. INTRODUCTION In this chapter you will meet another corporate groupie Sharon. Also you will meet Shirley from my tennis club and Sherry a girl I met skiing in Aspen. Toni is another girl I also met in Aspen while skiing with my best friend Ken. Toni actually traveled to Aspen at Ken's invitation. SHARON Sharon was married but recently she was hanging around the Oasis and joining the parties without her husband. She was a pretty girl who got a little too heavy in the hips but other than that she had a nice body with great tits. It was a party at Susan's place that Sharon and I got together very impromptu. As the night wore on and people left the party, there were only a few of us left. Susan was going to drive her pilot boyfriend home so she left Sharon and me together with a few others. The other people left leaving Sharon and I alone and I was surprised that she stayed as long as she did. I moved over to the couch and sat next to Sharon and looked into her eyes. She really had bedroom eyes and a wanton look about her. I took her into my arms to kiss her and she absolutely melted under my touch. She drove her tongue deep into my mouth as we embraced. I knew she was ready to fuck so I moved quickly. In less than a minute I had Sharon's blouse and bra off and her big tits filled my hands. I rubbed her tits and twirled her nipples as she crooned under my touch. I dropped my head to her tits and sucked on them as I unfastened her slacks. Sharon lay back on the couch as I pulled her slacks down her hips. She was beet red with embarrassment when she spoke, "Oh my thunder thighs!" I ignored her embarrassment and pulled her slacks off her body. Then I pulled her panties off and moved in between her legs. Sharon almost leaped off the couch when my tongue touched her quim. She grabbed my head and pulled it into her pussy. I ate Sharon to a series of orgasms before I removed even one article of clothing. I then stood up and stripped off my own clothes and I followed Sharon's eyes to my cock. I was rock hard and it was standing straight out from my body. "I heard that you were hung," Sharon whispered as she sat up on the couch. She took my cock in her hand and played with it briefly before she covered it with her mouth. Sharon then moved her mouth over my balls and 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. Sharon had slipped her hand into her cunt and fingered her dripping pussy. The smell of sex was rampant in Susan's apartment. I grabbed the back of her head and started fucking her face. She was slurping and sucking as fast as she could. Sharon 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. Sharon looked up at me with those big eyes and nodded her head, letting me know she wanted to taste my seed and then she 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 Sharon had another 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. Sharon looked up at me when she was done, blotches of cum glistened on her lips. The smell of pussy in the room was powerful. I took Sharon's hand and licked her fingers clean. Then I led her by the hand to Susan's guest bedroom. Sharon got in the bed and lay back as I took in her beauty. For a slightly heavy woman she was in great shape. She had nice legs, a narrow waist, great abs and nice big firm tits. I looked at her pubes and noticed the light brown tuft of hair above her pussy. I walked over to the bed and sat on the side of it. I stroked Sharon's shapely legs and luscious thighs. My hand drifted up to her mound and I felt that she was still 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 for the first time. I slipped between her thighs and slid my hard cock into her quim. Sharon 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, fuck me good, fuck me forever," she whispered. Just hearing her asking me to fuck her was an incredible turn-on for me and I picked up my pace. Sharon 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," Sharon begged. I picked up the pace again as we both raced toward our orgasms. I don't know who came first this time because we were so close but Sharon 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 Sharon 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 Sharon and lay next to her on the bed. She smiled at me and then snuggled in closer. We talked for the next several minutes and she told me that she was happy that we got together. As I lay next to her I caressed her breasts, neck and arms, teasing her skin with my fingernails and tongue. Sharon 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, Sharon let out a moan of pleasure. Sharon 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. Sharon 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. Sharon 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 medium sized breasts jiggled as Sharon 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 we 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. Sharon grabbed onto my shoulders as she rode out her orgasm. I ejaculated into her again flooding her cunt with spunk as she collapsed on top of me. Sharon 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. "Are you going stay here tonight?" I asked. "No I have to get home and I do want to leave before Susan returns," Sharon replied. "I think we have time before Susan gets home," I said as I imagined Susan impaled on her boyfriend's cock. "Let's grab a shower and then leave," Sharon suggested. We both showered together and I loved washing her big firm tits but we didn't fuck again that night as Sharon was serious about getting home. After the shower we dressed and then left Susan's apartment. That was the only time that Sharon and I got together. It was completely unplanned but we had great sex together. Sharon made her way through other guys in the office before she settled in on one guy. Sharon started spending a lot of time with John who she eventually married after her husband divorced her. John and Sharon then moved to New England when John took a job there. SHIRLEY I met Shirley at our tennis club. She was a pretty blonde divorcee who was dating the former club manager Steve. He had taken a job with a competitive club but Shirley remained a member at our club since she had more girlfriends there. She stood about 5'6" and I guessed weighed no more than 110 pounds. She kept her hair short just covering her ears and she had beautiful blue eyes. Shirley was small breasted actually almost flat chested but she had shapely legs and a curvy ass. Shirley asked me if I would play mixed doubles with her in the upcoming club tournament. I agreed and we decided on practice times and scheduled some matches. On day we were playing at noon time against another couple. Our opponent Bob was an asshole as he was always hitting hard shots at Shirley. Shirley held her own but one time Bob hit an overhead right at her and the ball hit her in the lip after it bounced in front of her. Shirley's lip was cut but not badly. Still a trickle of blood ran out. I told the other couple that we were done playing and actually our court time was due to expire anyway. The other couple left and then Shirley and I walked off the court. I stopped her once we were behind the backdrop and checked her lip again. "Is it bad?" she asked. "No it's not. It's just a small cut and the bleeding has stopped. It's not even noticeable," I said putting her at ease. Then I teased her and said, "I should probably kiss it to make it better." I leaned in 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 and we kissed and my tongue sought out her mouth. I felt Shirley trembles in my arms and I felt that I just had to have her. I broke the kiss and dropped to my knees. I ran my hands along her shapely legs up under her tennis 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. Shirley was breathing hard and she seemed confused when she spoke again, "Please stop before this goes any further." I pushed Shirley's tennis 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. Shirley 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. Shirley 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. Shirley 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. Shirley 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 sweet Jesus, 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 almost losing her balance. I kept right on eating her pussy and I held onto her shapely ass as she thrashed about. Shirley 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. "Oh that was something I really came hard. Thank you, thank you!" she murmured. I stood up and Shirley adjusted her panties and tennis skirt. Her eyes traveled to my crotch and she spotted my cock straining to get out of my tennis shorts. I smiled at her and then we both walked upstairs to the main level. Shirley was blushing as if everyone at the club knew that she had just had her pussy eaten. I told Shirley to ride with me and we would get some lunch although my plan was to fuck her before we ate. I had already made up my mind to blow the rest of the work day off. I pulled into a motel parking lot and got a room as Shirley sat in the car. I drove around to where the room was and then I leaned over and kissed Shirley again. I reached under her tennis 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. I got out of the car and opened the motel room door. Shirley got out of the car and held her tennis skirt down tight as she dashed for the room. I chuckled at her predicament. Once in the room Shirley jumped on the bed but she held her skirt down over her pussy. I dropped my tennis shorts and briefs to my knees 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. "Oh we mustn't, we shouldn't, it is not right, I'm dating Steve 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. Shirley had multiple orgasms as I fucked her. I pulled her tennis top out of her skirt and pushed it up over her sport bra. Then I pushed the bra up over her tits. She had very small 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. Shirley 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 jizm in there mingling with her own juices. Women in My Life Ch. 03 "Are you okay, Shirley?" I asked her. She smiled at me and said, "My God, I have never cum like that in my life, nor have I ever had anyone cum that much in me before." 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 take our clothes off," I suggested. Shirley smiled at me and replied, "Yes, let's do that. We should have done that earlier. We stripped off our clothes and Shirley got in bed 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 never wanted this to end and I wanted to fuck this hot woman all day. I fucked Shirley as long as I could before I shot my second load of the afternoon. She had multiple orgasms and the final one was so violent she nearly bucked me off her body. Then she collapsed and cried out. "Please stop, I have to rest. I have never been fucked so thoroughly in my life. I want this to go on forever but I need a rest. I am not sure I can cum any more." "Are you up for a shower?" I asked. "Absolutely," she replied. We both showered together and as I soaped her body Shirley 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 Shirley 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 with the motel towels and as she was drying me, my cock was at full attention. "Does that thing ever go down?" she asked as she dried it tenderly. "Not as long as I am around you", I said cupping her ass and then asked, "How about if I give you a massage?" Shirley smiled as I retrieved the lotion. 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 though 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. Shirley 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 soft flawless skin 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 Shirley 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 removed my fingers and eased my engorged cock into her pussy. I began to fuck her slowly and then added first one then two fingers back in her asshole. Shirley was on the verge on an uncontrollable orgasm and as she began to thrust and shake, I took advantage of her state and tried to slide my cock from her cunt to her asshole. I managed to get the head outside the sphincter and then Shirley panicked. As she bucked and shuddered with an intense orgasm she almost impaled her ass on my cock. Only when she started to come back to earth did she realize that my cock was about to enter her ass. I had no intention of hurting Shirley but as I stared at her perfect ass I had to caution myself not to rush it. I was about to fuck my dream 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 for my fantasy fuck to come true. I got on the bed behind Shirley 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 Shirley's well lubed asshole. Although she had been loosened up by my fingers, my cock was stretching her to new dimensions. Shirley 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. Shirley 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 the finest ever. I gave her one final thrust then I stiffened and shot my wad into Shirley's asshole. I moved my hips slowly as my cock softened somewhat and I watched as cum trickled out of Shirley's ass. Finally my cock softened slightly and slipped out of Shirley'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 Shirley 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 Shirley 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 Shirley's beautiful smooth round ass cheeks and pushed into her asshole. As I entered her a second time Shirley pleaded, "It hurts, it hurts, please don't." But I was not to be denied this beautiful ass and I was resolved to take her again. Shirley 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 Shirley at a slow pace and then faster with my hips pumping into her. Shirley's screams and moans were louder than ever as her lithe body took my big cock. Shirley 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 Shirley 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 my humps. Shirley yelled for all to hear, "Oh my God, fuck me, fuck me, please fuck me!" I complied with her demands and pounded her ass as hard as I could. Shirley squeezed her ass cheeks together as she orgasmed and I joined her and shot a huge load of cum deep into her ass. Shirley screamed and moaned as she felt me pump several shots of cum into her rectum. Shirley's beautiful body radiated heat as I pumped cum into her ass. Shirley 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 I had taken Shirley's anal virginity and I was thrilled that she had given it up to me. Shirley and I continued to play mixed doubles matches and afterward we headed to our favorite motel for incredible sex. I still remember that first day that we had sex and the exciting things we did that day. Although Shirley didn't suck my cock that day she proved to be an excellent cock sucker and one day she actually sucked me off at the tennis club behind the back drop. We took some risks at the club which added to our excitement. I would eat her pussy and she would suck my cock. Once we even fucked there as Shirley wrapped her legs around my waist as I held her by her shapely ass. We did pretty well in the tournament finishing in third place. After the tournament Steve put the pressure on Shirley to join the other club so we stopped seeing each other. But she is one of the women I always thought of even later in life. SHERRY My best friend Ken and I went skiing for a week every year in Colorado. This one year 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 rally 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 150 -- 160 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 the four of us 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 could feel my orgasm building but I did not want to cum before Sherry and 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 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 Sherry'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. 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 the lotion that I had brought with me 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 Toni. Women in My Life Ch. 03 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 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 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. TONI I was the first one up as usual and I made the coffee again. Ken and Toni eventually emerged and we shared the morning coffee. We had breakfast, dressed and headed for the slopes. Toni was a cool toward me that morning but as the day wore on she warmed up. Ken on the other hand was dying to know if I fucked Sherry the night before. After skiing that day we skipped the Après Ski as the three of us were exhausted. We went back to the condo and had a couple of drinks and then headed for the Jacuzzi. The Jacuzzi was in a small glass enclosed building that was so steamed up you could not see in or out of it. We wore warm-ups over our bathing suits and dashed for the building. Once inside we lost our warm-ups and got in the Jacuzzi. So far we were the only three people in it. Toni wore a very tasteful two piece bathing suit. It was emerald green that matched her eyes and showed off her red hair. Toni was attractive but not beautiful. Her figure was decent and I guessed her to be about 34-24-35. She was very fit and had great abs and legs. The three of us sat in the hot tub with me facing Toni and Ken as they sat next to each other. We chatted s the warm bubbly water soothed our bodies. Another couple came in so I slid over next to Toni to make room for them. Ken had his arm around Toni as we talked. Then I felt a hand brush my thigh. I thought it was an accident but then it returned. Toni then started rubbing my crotch under water and searching for my cock. Her hand snaked into my bathing suit and she grasped my hardening cock. She didn't try to jerk me off but it seemed as if she was evaluating my cock. Shortly after I was fully erect she removed her hand from my bathing suit. We stayed in the Jacuzzi for almost an hour and then decided to head back. As it turned out other people were coming in to use it and it was just as well that we were leaving. We went back to the condo, showered, dressed in tees and shorts and sat around having a drink by the fire. I looked at Toni and it was obvious that she was not wearing a bra under her tee and I doubted if she bothered with panties under her shorts. "Walt, Toni would like to try two guys at the same time," Ken said, I froze when I heard his words. I took another sip of my scotch and replied, "Really!" I looked at Toni and she blushed but nodded the affirmative. I smiled and answered, "I'm available." Ken and Toni both laughed at my reply. Then Ken said, "Well let's get started." I followed them into their bedroom and without hesitation the three of us stripped and got naked in bed. Toni lay back on the bed and Ken and I went to work on her. We started sucking on her firm tits as we fondled her ass and fingered her pussy. Ken worked his way down her body and began to eat her pussy. Toni reached for my cock and guided it into her mouth. Ken then slid his cock into Toni's cunt and humped her hard and fast. We were all hot and we all came quickly. Toni took my load down her throat and milked my cock dry as Ken shot his seed into her womb. Toni covered Ken's dick with her womanly juices moaning on my cock as she experienced her first orgasm. Toni kept sucking my cock keeping me in an erect state until I was ready for more action. I laid her on her back and eased my cock into her pussy. She was tight and I was sure that my cock was touching areas in her womb for the first time. I started with slow movements and then picked up the pace pounding her pussy hard and making sure that my cock stayed in contact with her clit. She opened her mouth as if to scream but Ken was there to fill it with his cock. I then rolled us both over keeping my dick in her as I assumed the bottom position. Ken knew what I had in mind and moved behind her to work on her ass. Ken began to rim her and eat her ass. Toni looked surprised but did not object as Ken stuck his tongue deep in her asshole. Ken was now applying lotion and fingering Toni's ass as she humped herself on my cock. I just lay there and let Toni fuck herself using my cock for her pleasure. As she screamed with a spasmodic orgasm, she stiffened and then collapsed on my body. Ken had used that opportunity to insert his dick in her ass. As she slowly recovered from her very intense orgasm she realized that Ken and I were still fucking her but that he now had his cock buried in her ass. Ken's cock was a little longer than mine but about half as thick. He had the perfect cock to break in an ass. I learned later that Ken had been trying to ass fuck Toni but she kept putting him off. Toni told us that she didn't want to do this but it fell on deaf ears as Ken and I pounded both her pussy and ass. It was clearly her first ass fucking. Ken and I were close to cumming and our urgent gyrations were getting to Toni again. Ken was the first to cum and I witnessed the surprised look on Toni's face as she felt cum in her rectum for the first time. Toni and I came at the same time and she shivered and trembled as I blasted my load into her womb. As we calmed down we rolled to our sides with our dicks still in her and as we relaxed our cocks softened and slipped from her pussy and asshole. Toni lay there in a confused state with cum seeping from both her pussy and ass. Ken and I stroked her body and played with her tits and stiff nipples. I started to get aroused again as I fondled her cute tits. I thought about her ass and I decided that I really wanted to fuck her in the ass too. I moved to my knees and rolled Toni over on her stomach. I lifted her by the hips and slipped my semi-hard cock into her pussy. Toni was so drained she just went with the flow and let it happen. I slowly fucked her in the doggy style position and my cock eventually hardened again. Ken had moved toward her face and offered her his cock. Toni was hesitant about sucking on the cock that had just been in her ass but Ken was persistent and had his way with her. I started playing with her ass as I fucked her. I applied a generous amount of lotion and inserted a finger in her asshole. She tensed up at first but then relaxed. Now she was triple penetrated for the first time with Ken's cock in her mouth, mine in her pussy and a finger in her ass. I was anxious to get into her ass. I pulled my cock from her pussy, lubed it up with lotion and saliva to make it as slick as possible and then put it in her ass. Toni panicked as my cock pushed past her sphincter and she tried to get free but Ken held her by the ears and I held her by her hips. She was shaking her head no as I eased my cock into her going deeper and deeper until I was buried to the hilt. As I looked down at her marvelous ass I relished the view of my big cock sliding in and out of her bung hole. I really got into it and started to pound her ass as it loosened up and accepted my cock. At that moment I realized that more than anything I wanted to see my dick fucking a smooth tight ass. I love to feel my pubes slam against the impaled buttocks of my bent over partner flattening the fleshy globes as I thrust into the depth of their ass. I love to watch my cock slide through my partner's well stretched anus to disappear into the bowels only to re-appear for a renewed thrust. It is a huge turn-on to ram and slam my cock into a bare and defenseless ass so that my impaled partner is dominated. As I watched my cock penetrate Toni's ass I thought of every girl in this position when I fucked their ass. I came back to reality as I heard Toni whimpering. Ken had moved his cock down between her tits and was tit fucking her. We were using her for our pleasure and it was obvious that Toni was starting to get into it. I could feel cum moving from my scrotum and I flooded her ass with my seed. Ken was shooting his jizz all over her tits and hitting part of her face in the process. Ken and I collapsed on the bed and Toni plopped down between us. The three of us fell asleep in the king sized bed. The next morning I woke up with a piss hard-on so I rolled over on top of Toni and fucked her as long as I could. Toni had multiple orgasms as I fucked her. I pulled out of her and went into the bathroom to pee. Just as I vacated her pussy Ken was there to fill the void. I came out of the bathroom and then Ken went in to take his morning piss. Toni looked at my still hard cock and told me to come back to bed. I lay down on the bed and she immediately covered my cock with her mouth. Ken came back out of the bathroom and he got behind her and slid his cock back into her pussy. I came in Toni's mouth and Ken came in her pussy. Toni was leaving that day so we took the day off from skiing. The three of us spent the morning in bed and Toni again experienced cocks in her pussy, ass and mouth. She had cum in all her holes and she seemed to have adapted to the butt fucking. Ken and I drove her to the airport later and then we took the rest of the day off from skiing. We walked around Aspen and had dinner before returning to the condo. Ken and I skied for two more days and then we returned home. It was a very memorable ski trip and one with unexpected pleasures. Toni never joined us on future ski trips but Ken always had some woman join him. Toni was the only one I fucked however and the only woman that Ken and I ever shared. NEXT CHAPTER Some more Corporate Groupies and some road trips. Women in My Life Ch. 04 CHAPTER FOUR -- MORE OF THE OTHER GIRLS 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. INTRODUCTION In this chapter you will meet a couple of Corporate Groupies Lee and Betsy. Also you will meet Carmen who I met in Chicago. BETSY I met Betsy at a party one evening and I ended up giving her a ride home. Russ had told me that he fucked her once and she was pretty hot in bed. You wouldn't know it looking at Betsy as she was fairly plain. She had a thin straight line figure that wasn't anything special but she did have nice medium sized firm tits and a very flat tummy. She had light brown hair that she kept short as it was somewhat wiry and coarse. She hated her hair but she did the best with it. We arrived at her apartment complex and parked. I kissed Betsy and she kissed me back. I took her in my arms and rubbed her tits through her blouse as I kissed her. I could tell that she was getting turned on but at the same time she was fighting it. I reached for her knee and slid my hand up under her skirt. She clamped her legs together and grabbed my arm with her hand. "No don't do that, please, we just met," she told me. I persisted in kissing her and rubbing her tits through her blouse and bra. When I was convinced she was relaxed again I went for her pussy. Again she stopped me and scolded me for not listening to her. "I told you no, now please stop trying to get your hand under my skirt," she snapped and then said, "It's time for me to go anyway. Thanks for the ride home." "I'll walk you to your apartment," I said more as a statement then an offer. "That's not necessary, I'll be fine," she replied. Betsy got out of the car and I did too. In spite of her reluctance I walked her to the apartment. I was convinced that if I could get inside her place then I would score with her. Betsy opened her apartment door and I grabbed her and kissed her again. I walked her inside as I held her and kissed her and I kicked the door closed with my foot. I steered Betsy over to the sofa as I continued to embrace her and kiss her. I sat down on the sofa pulling Betsy with me as I continued to kiss her. Once again I ran my hand ran over her blouse and fondled her tits. Betty groaned in my mouth and I knew that I was getting to her. I pulled her blouse out of her slacks and unbuttoned it. Even though she continued to protest I unbuttoned her blouse and removed it from her. Then I rubbed her tits through her bra. Betsy pulled away from me and said, "Now that's as far as you go. I can't believe I even let you in here. I want you to leave." My response was to take her back in my arms and kiss her. Once again she responded but I could tell she was going to fight the seduction all the way. I reached behind her and with one hand I unclasped her bra. Betsy was surprised that I could unhook it with one hand. I slipped the bra off her arms and than I fondled her firm tits as I continued to kiss her. I tried to move my mouth down to her tits but she pushed me away. Betsy jumped to her feet and I watched her cute firm tits bobble as she did. "Now that is enough. I told you weren't coming in my apartment and I can't believe I let you. Then you managed to get my blouse and bra off and I can't believe I let you do that either. Now please leave," she said quite firmly. Betsy then went into her bedroom and closed and locked the door. I knew then that it was time to leave. I left her apartment and made my way back to my car. I was disappointed and my ego had taken a blow. I got in the car and drove home thinking about what Russ had said about Betsy being hot in bed. I assumed that I would never find out. A couple of weeks later a bunch of us went to the track. I loved to bet the ponies and usually did okay. This night I didn't cash a ticket until the last race. Every horse I picked finished just out of the money. In the last race I picked two long shots because of their names and damned if they didn't finish first and second. After the track we returned to one of our watering holes PJ's Pub. I bought the first round of drinks with part of my winnings. That night as people headed home I found myself with Betsy again. She meekly asked me for a ride home since the guy that had brought her had already split. I agreed to take her home. When we arrived I did not try to put the moves on her this time and I was surprised that she invited me up to her pad for a nightcap. I accepted and walked her to the apartment. Once inside she got me a beer and then we sat on the sofa together. I sit my beer down on the table and turned to Betsy. I took her in my arms and kissed her. This time I felt no resistance and I caressed her tits again through her blouse. I pulled her blouse out of her slacks and reached behind her and unhooked her bra. Betsy groaned into my mouth and I felt her relax under my caresses. I eased her back on the sofa and pushed her bra and blouse up over her tits. I moved my mouth down to her tits waiting for Betsy to stop as she did last time. But this time she didn't resist but instead caressed my hair as I sucked on her tits and nipples. I moved my mouth down to her flat belly and kissed her lightly. There was still no resistance from her so I slipped my hand under her slacks and panties and cupped her pussy. She was sopping wet and I slipped one finger into her pussy. Then I removed my hand and I peeled the slacks down her hips. All the while I was still waiting for that moment when Betsy would stop me but that moment never came. I pulled her slacks and panties off at the same time and tossed them on the floor. I then opened Betsy's legs and placed my mouth on her pussy. She held my head gently in her hands and moaned as my tongue wormed its way into her pussy. I sought out her clit and found it to be rock hard like my dick. Betsy's pussy was dripping with desire and my face was soaked with her love juice. Betsy didn't just climax but she had a string of orgasm that ran together. Her body leaped, trembled and shivered as one orgasm after the other hit her. She squeezed my head between her legs when she came and held my face to her womb. The she sighed and stopped moving. She relaxed her grip on my head and her legs sag on my shoulders. I sat up with my face sopping wet from her cum and I reached up and unbuttoned her blouse. I took her blouse and bra off and tossed them on the floor next to her slacks and panties. Then I stood up and lifted Betty up in my arms. I carried her into her bedroom and placed her on her bed. She watched me intently as I undressed. As I approached her on the bed her eyes dropped to my erect cock. I got on the bed between her legs and I slipped hard cock into her wet pussy. It was a good thing that she was still wet as it was a tight fit. Betsy moaned as my cock slid into her pussy and over her hard clit. I began a slow fucking motion and before long the two of us were fucking like crazy. Betsy went wild with my cock in her and now I knew what Russ had meant. I was so caught up in the physical aspect of our fucking that my ejaculation snuck up on me. I shot a barrage of cum into her pussy but I kept right on fucking her bringing her to more orgasms as well. My cock stayed hard and I knew that I would be able to keep fucking her until I came again. I pounded her pussy and Betsy threw her hips up at me matching me thrust for thrust. Our bodies were dripping wet with sweat and cum as we fucked like animals. I felt cum building in my balls this time and I knew that I would short soon. Then I felt my balls tighten and the semen traveled from my scrotum through my cock and shot into Betsy's womb. Betsy clamped her legs around my torso and pulled me to her with her arms as she humped me with every bit of her energy. Her body stiffened as she held me tight and she cried out in ecstasy. I collapsed on top of her and we stayed in that position for several minutes. We didn't speak we just remained still and recovered from our mind blowing sex. Not wanting to crush her I rolled off of her and lay by her side. My wet cock slipped from her cunt and dragged over her hip leaving a trail of commingled juices. "Oh my, that was incredible. I knew you would be a good lover," Betsy sighed. "I would say that you held your own. You are a very hot lady," I countered. "Can you stay the night?" she asked. "Not really I am catching a flight to Chicago in the early morning, sorry!" I answered. "I understand, another time then," she said. "You can count on it," I confirmed and then asked, "Do you mind if I shower before I leave?" "No not at all. I'll get you some clean towels," she offered and then got out of the bed. I watched her naked form as she moved. She was not the prettiest woman that I ever fucked nor did she have the best figure. But Betsy was one hot fuck. I got out of bed, showered dressed and kissed Betsy good bye. I left her lying naked in her bed and I thought about her as I drove home and again on my morning flight to Chicago that morning. LEE Lee was on the project team that I was heading up at our Chicago office. She was on the same flight with me that morning and we shared a rental car for that week. Lee and I had sex a few times since she joined the company. She was also banging another married guy named Gary who used to work for us. In fact the first time Lee and I had sex at her place she told me that I had to leave before 6:00 AM the next morning because Gary stopped by on his way to work. Lee was about 5'3" with short black hair. She looked tom-boyish in a way except for her big tits. Lee's tits looked oversized on her petite body. She had an athletic appearance as her body was more straight lined than curvy. Nonetheless Lee was a god fuck and gave great head. I had slept with Lee a total of three times before the Chicago project. Now in Chicago I would have more time with her if I wanted. One evening Lee and I had dinner at my favorite steak house in Chicago. Afterwards we adjourned to my room for a nightcap and before long we were naked and in bed. Lee was a tender lover as she preferred the missionary position and welcomed me into her body. Lee loved the way my cock felt in her pussy and she would always cum quickly after I entered her. Lee would have several orgasms before I came and then she would suck my cock to get me hard again. This night as I knelt over her body she looked like a female dog in a submissive position as she was on her back with her legs bent and spread with her arms off to the side. She had a wanton look on her face as she beamed with desire. I eased my cock into her and as expected she orgasmed within minutes. I kept right on fucking her through multiple orgasms and then I felt my own ejaculation building within me. My body stiffened and I fired rounds of cum into her quim. Lee loved the feeling of the warm milky seed coating her vaginal chamber. She gasped when she felt the force of the ejaculation. Lee used her talented vaginal muscles to milk my cock dry and then I pulled out and flopped down next to her. Lee immediately covered my cock with her mouth and sucked it clean of our combined juices. She kept sucking me until I was hard again and straddled my cock and lowered her pussy on it. Lee fucked her self on my cock as I reached up and played with her fantastic tits. She loved to have her tits fondled and her nipples twirled in my fingers. Lee had several more orgasms before she collapsed on my chest. I held her in place and I kept fucking her until I came again. Lee stayed in my room that night as she loved to fuck in the morning. She particularly looked forward to me fucking her with my morning piss hard-on. Lee would cum and cum until she finally begged me to stop. Then I pulled out of her and went into the bathroom to take my morning piss. Lee would then join me in the shower and suck me off until I came. Lee loved to watch me shoot so when I told her I was close she took my cock out of her mouth and jerked me off. She aimed my cock at her big tits and watched as cum flew out of my cock and covered her tits. The shower water washed the semen away quickly. The shower was the only place that lee had me cum on her. Lee then threw on her clothes and ran back to her on room to change for the work day. The times that Lee and I were in Chicago together we always hooked up. She loved fucking and sucking and having her pussy licked. I was only too happy to comply with her wishes. Lee started dating a guy from the office and she even moved in with him but that didn't keep her out of my hotel bed in Chicago. I eventually transferred to another division in the company and then Lee and I stopped seeing each other. CARMEN Carmen worked in the Chicago office and she assisted our project team from the user perspective. She was cute Italian girl with very dark Mediterranean features. She had dark brown hair and eyes, olive skin and she stood at about 5"4". I guessed her to weigh about 115 pounds. Carmen had very small tits but she had an absolute killer ass. Her ass looked like it stuck out a good 9-10 inches from the backs of her thighs and it was perfectly shaped. She also had nice legs leading up to her fabulous ass. When she walked by it was all I could do to keep from reaching out and touching it. Carmen was seeing a guy at the time the project was going on but she still socialized with the project team from time to time. Every time I was around her I could not think of anything but fucking her in her hot ass. Of course I didn't even know if she would take it in the ass but it made for a great fantasy. I unexpectedly got my chance to find out. Cable TV was not yet common place in the early 1970's but most of the bars and hotels had it. The Frazier -- Ali fight was being broadcast and I decided to have a party in my hotel room. I invited everyone connected with the project to my room to see the fight. In preparation I picked up beer, wine, booze and snacks for everyone. The night of the fight about twenty people were crowded into my hotel room. They sat on the beds and on the floor wherever they could find space. Everyone had a great time and it was another classic fight between Ali and Frazier which Ali won this time. Everyone left after the fight thanking me for setting it up and inviting them. The room was trashed as there beer cans, empty cups and trash all over. I never expected Carmen to remain behind and help me clean up. She didn't even offer but she just went about picking up and re-organizing the room. I bagged up all the trash and hauled it down to the trash bins. When I returned to the room Carmen was sitting on the bed with her back against the headboard sipping a glass of wine. Her shapely legs were stretched out in front of her and her mini skirt just about covered her crotch. "I hope you don't mind I decided to have a nightcap," she said softly almost sexily. "I don't mind at all. In fact I'll join you," I replied and poured another scotch. We clicked glasses and I said, "Thanks for your help cleaning up. I appreciate that." "We'll we did make quite a mess," she laughed. I decided that I had nothing to lose at this point so rather than sit in the chair I sat next to her on the bed. She smiled at me as I got in bed next to her and sat along side of her. We made small talk for awhile and we both very relaxed. It seemed like the most natural thing in the world to lean over and kiss her. Carmen kissed me back and let her tongue dance over my lips. I then put my drink down and took the wine from her hand and set it next to my drink. I turned toward her and she came into my arms as if we had done this a hundred times. Carmen and I kissed and held each other tightly. Our tongues explored each other's mouth and dueled inside our mouths. We slid down on the bed so that her heads were now on the pillows and in doing so Carmen's skirt rode up even higher putting her pussy on display. She seemed unconcerned that the skirt was almost up to her waist. I ran my hands over her pantyhose encased legs and she cooed into my mouth. Carmen broke the kiss and asked me, "If we make love tonight can I count on you to keep your mouth shut." I smiled and replied, "I think that you know that I can and that I will." She nodded in agreement and then stood up along side the bed. I watched as she removed every article of clothing and I anticipated her shapely ass being displayed. Carmen was completely naked when she got back into bed and then she spoke. "Your turn," she said with a sultry smile. I stood up and undressed and my erect cock jumped out when I pulled my briefs off. Carmen looked right at my cock and I could tell that she liked it. I got back in bed with her and we resumed kissing and fondling each other. I turned her toward me so that we were on our sides and I let my hands wander over her curvy ass. Her buttocks were firm and all I could think of was that I hoped she would let me fuck her in the ass. I began my descent down her shapely body and kissed her small breasts. I could almost get her whole tit in my mouth. I ran my tongue over her nipple while her tit was in my mouth. Carmen really like the attention I was paying to her tits and nipples. I moved down lower and trailed kissed over her flat belly. I kissed her inner thighs as I pushed her legs apart. Carmen grabbed my head and tried to pull my face to her pussy but I teased her a little longer. Then I lifted her legs and placed them on my shoulders and lowered my mouth to her cunt. Carmen flinched at the first touch of my tongue to her quim. Women in My Life Ch. 04 He pussy was dripping wet and I pushed two fingers into her as I ate her. Then I used one finger to tease her nether hole as I ate her pussy. I gently inserted one pussy lubricated finger into her anus. The finger slid in easier than I expected. Then I added a second finger and although it was snug Carmen did not object. Soon I was eating her pussy and sliding two fingers in and out of her ass. Carmen was going wild and her body thrashed all over as I kept my mouth glued to her pussy. When she came she came in buckets and coated my face with her juices. I just kept on eating her and fingering her asshole. Carmen eventually pushed my head away from her pussy as her body collapsed on the bed. She didn't protest when I rolled her over on her stomach. Then I ran my hands from her shoulders to her ankles and back up several times. I was giving her a light massage but all the while I had my eyes feasted on her incredible ass. I lifted Carmen by the hips and she allowed me to pull her up so that her ass was in the air and in a very vulnerable position. I dipped my mouth between her legs and licked her pussy again but this time I licked all the way up to her asshole and probed it with my tongue. Carmen shivered and goose bumps appeared on her flesh. I put my fingers back in her pussy and lubricated them some more before pushing them back in her ass. Then I put my index finger in her ass and my middle and ring finger in her pussy. I finger fucked Carmen's ass and pussy at the same time and she seemed to enjoy the double penetration. My cock was throbbing and aching to get into her 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 resumed playing with her pussy and her curvy ass lubricating her asshole with her own cunt juice. Carmen 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. "Do you have any cream," she asked. I got off the bed to retrieve the lotion from the bathroom. As I did I realized that Carmen 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. Carmen 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 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, "Carmen 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 Carmen'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 Carmen 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. Carmen 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. Carmen then lay on her back, splayed her legs and pulled back the folds of her vagina. "Here eat my pussy again," 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 Carmen's mound. It felt so smooth and warm and I knew I had achieved the desired effect from her moan I know that Carmen 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 like a puppy at a saucer of milk, licking and lapping up as much as I could as fast as I could. Carmen 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. Carmen 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. Carmen 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. Carmen 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 Carmen 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 Carmen came but finally she rolled off of me and 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 Carmen started stroking my cock. I usually could stay hard for a long time after my first cum which allowed me to pleasure my partner thoroughly before achieving a second orgasm. Carmen 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 me manhood. "It's bigger than my boyfriend's and the biggest I have ever had," she said with a sultry tone. "Well there are plenty bigger than mine," I assured her. We continued our conversation as Carmen continued to stroke my cock. I learned that she had first been ass fucked when she was in college. She went out with two guys from the school. They took her back to their room 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. Her current boyfriend did not like butt fucking and he also did not like to eat pussy, so for them it was straight sex. She also told me that this was the first time she had sex with some other than boyfriend since they started dating. "All this talk and playing with your cock has got me hot again. I need to sit on your dick," she announced. Carmen 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. Carmen 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. Carmen 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. Carmen 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. Within minutes Carmen began to stroke my cock into an erect state and then proceeded to suck on it. She was definitely one hot number. She loved to stick her tongue in the little pee-hole and nibble on my cock head. This made her hot again and she said she needed my cock back 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. As before she put her head on the mattress and turned to the side so that she could watch. 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," Carmen exclaimed! If there was one thing I liked besides fucking a beautiful ass 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 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 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. Carmen 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 7+ inches were tightly packed up her ass. Carmen 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. Carmen 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. Carmen 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. Carmen 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 Carmen'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 Carmen collapsed on the bed utterly spent. I slumped down next to her quivering body. I looked over at Carmen and I noticed my seed oozing from her asshole. It resembled a natural spring as the jizm just seemed to bubble up as she tried to relax her spasming anal muscles. After the ass fuck I rolled Carmen over on her back and 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 she had just enough energy to shower, dress and drive home. I never did make it with Carmen again and I go the sense that she just wanted to take me for a test drive. She was very into her boyfriend and didn't want to screw that up. I was true to my word and no one ever knew that we ever had a one night stand. BETSY REVISITED Betsy and I got together a few more times and each time the routine was pretty much the same. She loved being seduced and undressed. I always ate her pussy first and then we would fuck. I would fuck her missionary style and doggy style but Betsy never sucked my cock and she was not into anal sex. One night when I turned her over to fuck her doggy style my hard cock brushed against her asshole. Betsy jumped and threw her head back in fear that I was going to put it in her ass. Her head caught me right across the bridge of the nose and I saw stars. The blow to my nose hurt like hell and brought tears to my eyes. That kind of killed the moment as my cock immediately went soft as I winched in pain. Betsy apologized and explained her reaction to my cock touching her asshole. I laughed it off and within minutes we were back at it. I was jamming my cock home in Betsy's pussy as she was going wild. We both came again and then we rested before we fucked one more time. Another night Betsy was worried about her cycle and she didn't want to go to bed. She was fearful of getting pregnant and she didn't want my cock in her. I told her I would pull out before I came but she wasn't comfortable with that. I offered to wear a rubber but she felt that it could break and she wasn't going to chance it. I finally got her clothes off and assured her that I would just eat her pussy. Betsy loved to have her pussy eaten so she went along with it. After she had multiple orgasms she was playing with my cock. She was jerking me off slowly and I was prepared to settle for a hand job that night. Then Betsy surprised me by taking my cock in her mouth. She didn't bob her head up and down on my cock as other women did when they blew me. Instead she kept my cock in her mouth and just pursed her lips and rolled her tongue around the shaft. I was sure that she didn't suck many cocks but I was so ready that her inexperience didn't put me off. I warned her that I was about to cum but she just kept the light sucking motion going. I shot a good amount of cum into her mouth and Betsy surprised me by swallowing every drop. She kept up the sucking action until my cock softened in her mouth. Betsy then moved up the bed and kissed me as if she was testing me to see if I would still kiss her after sucking my cock. We relaxed in each other's arms and Betsy admitted to me that it was the first time she let anyone cum in her mouth. We cuddled and petted for almost a half hour and I was hard again. This time I turned Betsy into a 69 position so that we could eat each other at the same time. Once again she had multiple orgasms and she swallowed another load of cum. That was the last time Betsy and I had sex together. I called her to get together one evening and she agreed to meet me for a drink. It was that evening that Betsy broke the news to me that she was done with casual sex. She told me that she had invested a lot of time and money in counseling and that she was done with non-committal relationships. I was disappointed that evening but I understood her position. I was not one to try and fuck with her head so I wished her well and moved on. I never did see Betsy again. NEXT CHAPTER I am putting the story on hold and I am going to take a long break from writing and submitting stories. It seems that this story line does not appeal to the readers and I will stop it here. If I think of a new story that would be appealing to the readers, I may write it but not for awhile. Thanks to all who have read my stories over the years and offered encouragement and positive feedback.