0 comments/ 15609 views/ 7 favorites Better with Some Clothes On By: walterio AUTHORS NOTE: As I approach my 500th story submission which will be my final one, I thought back to all the times that I had sex while partially clothed. I decided to write about those experiences as I found those times to be risky, thrilling and exciting. The thought of being discovered by other people while having partially clothed sex added to the excitement of it. Some were better then others but they were all memorable. Most of the encounters took place in cars or the office but some were in public places as well. It started in high school which is where the story will begin. As in all stories, all characters are at least 18 years of age. INTRODUCTION In this story my age will range from 18 to 48 during the description of my encounters. The one thing that I pride myself on is staying fit through all those years and even today at age 71. I am 6'0" tall and have always weighed between 205 and 210, my current weight. In the high school years I played baseball, football and basketball. In my 20's and 30's I played softball, football and took martial arts classes. Eventually I shifted to the individual sports of tennis, golf, Alpine skiing and SCUBA diving. Even today I am still an avid downhill skier; golfer and SCUBA diver and I still take martial arts classes. In addition I make it to the gym at least three days a week and I work as a ski instructor at a local ski area in the Midwest. I love to travel and although not fluent, I am very comfortable with the Spanish, Italian, and French languages. I am also currently studying Mandarin Chinese. I enjoy reading and the arts and I am a frequent live theater attendee. I have traveled to Spain, Italy, France and the UK over the years as well as some of the best SCUBA diving spots in the Caribbean and best ski mountains in the U.S. and Europe. Some of my other story submissions to literotica speak to my experiences in other countries and islands as well as at home in the states. I served four years in the Marine Corps and I was honorably discharged in 1963. THE FINAL YEAR OF HIGH SCHOOL DATING SUSAN Susan and I were both 18 years old when we began dating late in our senior year of high school. She was a cute brunette who wore her hair in a DA style, popular in 1959. She was 5'5" tall with nice legs and a killer ass. Susan was not a virgin when she and I started dating and I was determined to have her. Our dating started out with heavy make-out sessions and petting, which always left Susan's panties soaking wet and my car filled with the smell of sex. Susan's flat tits would be exposed and I would suck and roll the nipples between my fingers until they were eraser hard. Susan would have orgasms just from me playing with her tiny tits. Later in our dating I would stroke Susan's thighs when I sucked her tits, occasionally brushing my hand against her panty covered pussy. Susan would jump and moan each time my hand came in contact with her cunt. One night after one of my ball games, I drove Susan to our favorite make out spot. Susan was still dressed in her cheerleading outfit and before long her sweater and sport bra was pushed up over her flat tits. I sucked her tits and stroked her thighs. This time I moved my hand inside her panties and stroked her clit. Susan went wild and humped my hand. I then eased her panties down and off her legs. Next I moved between her legs and positioned them over my shoulders. Susan was shaking in anticipation as I began to lick her pussy as I cupped her beautiful ass cheeks. Susan came numerous times humping her pussy against my face and soaking me with her cum. I moved up along side Susan and kissed her deeply allowing her to taste her own pussy juice. I steered her petite hands to my exposed engorged cock and Susan stared at it in awe. I guided her through hand job techniques and soon had Susan licking and kissing my cock. I moved her to the next level of sucking the head of my big cock and fondling my semen filled balls. Susan started to get into it and tried to take more and more of my cock in her mouth. I could feel my orgasm building but elected not to warn Susan. My first burst of cum caught her totally by surprise and when she felt the second burst she tried to swallow the first. Her mouth quickly filled with cum and to prevent gagging she pulled my cock from her mouth. My cock kept firing cum and it hit her in the face, hair and bare tits. Susan giggled as she held my spurting cock in her hands as cum flew everywhere. It was the first time that she made me cum. The next several dates were repeat performances and Susan had become comfortable with both of us being partially naked. We experimented with sixty-nine so we could eat each other together. We would stretch out on the back seat of my car with my cock sticking out of my fly. Susan would be dressed except for her panties which I had removed. I introduced my finger into her asshole as I ate her pussy. One time I placed Susan on all fours with her skirt flipped up over her back as licked her pussy and rimmed her asshole. Another time I placed just the head of my cock in her pussy and rubbed her clit with the soft head of my cock. Susan went wild and had multiple orgasms. Susan told me that she was ready to fuck. With Susan lying back on the car seat I removed her panties and pushed her skirt up to her waist. I freed my erect cock from my pants and pushed it into her cunt. I slid between her legs and I was gentle and patient as I eased my throbbing 7+" cock into her pussy. Susan felt pleasure as my large cock touched every fiber of her cunt. I fucked her slowly with long deep strokes and Susan began to hump up at me. She had numerous orgasms with the last ones violent and vocal. I tensed and flooded her pussy to overflowing with cum. I continued to pump her pussy and she could feel the juices running out of her cunt and trickling down her thighs. Susan held me tightly as she felt she was in heaven. Times after that Susan would sit on my cock facing me as I sat in the back seat. Her panties were off but her skirt covered our activities. She would ride me through multiple orgasms and each time she would bury her face in my shoulder to muffle her cries of ecstasy. The times that Susan was safe I would cum in her pussy the other times she would let me cum in her mouth. One night after we fucked I decided to go after her ass. She had a beautiful shaped ass and I just had to have it. With Susan laying face down on the back seat of the car, I kneaded her gorgeous ass cheeks. I massaged her ass before I put an ample amount of lotion in her asshole. I had had anal sex before so I knew that the girl's anus had to be well lubed. I began to probe her asshole first with one and then two fingers. Before long my fingers were moving easily in and out of Susan's thoroughly lubed asshole. I lifted Susan up by her hips until her ass was in the air as she rested her head on the car seat. She looked beautiful with her shapely ass in the air and I knew that I just had to have it. I removed my fingers and positioned the head of my cock at the entrance to her ass. As I eased my cock into her bunghole I heard Susan gasp. I promised that I would not injure her. As I eased my cock into her ass the head cleared her sphincter as Susan uttered an audible gasp. I continued to ease my cock in and out of her asshole feeding her an additional ¼ to ½ inch at a time, each time waiting until she relaxed. It seemed to take hours before my entire 7+" were lodged deep in her ass. If I had not cum earlier already I would have shot my wad quickly. I started to fuck her with long deliberate strokes as I admired her beautiful ass accepting my huge cock. I stroked her marvelous ass cheeks and told her how good she looked in this position with my dick in her luscious ass. I felt my orgasm start down in my balls and rush up through my cock flooding Susan's rectum. I ejaculated more than I expected and cum soon filled her asshole to overflowing and then backed up coating my cock and running down the inside of her thighs. We both collapsed on the car seat and rolled to our sides with my cock still imbedded in Susan's ass. My cock eventually softened and slipped from her asshole with an audile pop. Susan and I continued our sexual escapades on a regular basis. Susan could always count on having all three of her holes filled with cum on each occasion. Then there was that fateful day when we got caught. Her parents had left the house so Susan and I decided to have a quickie. I ate her pussy first but then I was so hot for her ass that I bent her over the sofa and flipped up her skirt. I lubed her ass as I always did before I entered her. I was pounding her ass with my big hard cock when I looked up and saw both her parents standing in the doorway with their mouths agape. I was on the verge of a massive cum shot, so when I pulled out, my cock spewed cum all over Susan's bare buttocks. I just stood there as cum shot out of my cock and landed on Susan's ass. Her parents were speechless as they watched my big cock unleash its fury. I noticed that Susan's mother stared at my large pulsating cock almost in awe. Then Susan's father screamed for me to get out of the house and never return. I pulled up my pants and rushed out of the house. I made a dash for my car and drove home. I was sure that Susan's parents would call mine but they never did. Days later, Susan's father met with me and told me that he expected me to keep my mouth shut about having sex with his daughter. He also told me that I was never to date Susan again. I didn't know what to say so I just nodded in agreement. What do you say when a girl's parents catch you with your cock in their daughter's ass? SUSAN'S MOTHER ANDREA I didn't date Susan for the remainder of the school year even though we were both tempted to still see each other secretly. Susan's father had threatened her with boarding school if he ever suspected that she was having sex again. I dated some other girls the rest of the school year but I never had sex with any of them other than hand jobs and pussy licking. That summer I was working at the local grocery store before I headed off to boot camp. Most of my friends were going to college but I had enlisted in the Marines. One day Susan's mother came into the store and purchased a large order of groceries. She asked the manger if I could deliver them to her home. The manager agreed and told me to deliver the groceries to the Wilson's home. I was nervous as I felt that Susan's mom had purposely requested me to deliver her groceries. I was worried that she may have finally got up the nerve to confront me about the day she caught me with Susan. My thoughts could not have been more unfounded. I pulled into the driveway of the house and walked around to the back door that led into the kitchen. I knocked on the door and waited for Mrs. Wilson to answer. When she didn't answer I tested the door and it was open. I decided to put the groceries on the kitchen counter and then leave. As I was about to leave I heard Mrs. Wilson moan. Assuming that she was in pain or some sort of trouble I looked in the living room to check on her. She was seated on the sofa with her dress pulled up to her waist. Her panties where off but she still had on her nylons and garter belt. She was shoving something in and out of her pussy and when I looked closer I saw that it resembled a male cock. I had never seen anything like it and I didn't even know people could buy things like that. My mouth was agape as I stared at Susan's partially naked mother. "Oh Walt, you got here quickly. I didn't expect you so soon," she said as she removed the odd looking thing from her pussy. "What is that?" I asked. "Oh it's something that I picked up in France. Mr. Wilson doesn't keep me happy anymore so I use this," she told me. Mrs. Wilson had short blonde hair and I now I knew that she was indeed a natural blonde. She was about 5'6" tall and couldn't have weighed more than 120 lbs. She had a narrow waist, very pretty legs and a nice round bottom. Her figure was near perfect in proportion. It was obvious where Susan got her good looks and curvy ass. I stepped inside the living room and she made no effort to cover herself. I could feel my cock harden in my pants. "Where are your husband and Susan?" I asked nervously. "Don't worry about them they are visiting a college campus and they won't be back until later," she assured me. "Do you like my legs and ass?" she asked me directly. "You have a beautiful ass and very lovely legs, Mrs. Wilson. I think that your figure is fabulous," I replied nervously but honestly. "I want you to eat me first then fuck me and if you do a good job I will let you have my ass," Andrea whispered sexily. I stood frozen to the spot. Here was Susan's mother telling me to eat her and fuck her and promising to give me her hot ass. I didn't know what to do so I didn't move for a second. Then she patted her pussy in an invitation so I moved between Andrea's legs. I dove right into her pussy and licked away at her tasty twat. Andrea was a little surprised at my eagerness but she loved the technique and she soon had her first orgasm. "Oh boy, this is a quick one. Oh eat me yes that's it right there," she cried out. Andrea's body trembled in orgasm as I continued to eat her pussy. I was determined to make her cum several times before I fucked her. After several mild orgasms, Andrea's body lifted off the sofa with the intensity of her biggest climax. Her mouth opened as if to scream but no sounds came out and her body gyrated out of control. I held tightly to her legs and tried to keep my mouth fastened to her cunt but her body moved too violently. Her entire body went stiff and then she screamed aloud just as she came hard. Then she collapsed like deflated balloon and lay flat on the bed. I did not give her a chance to recover. I stood up and dropped my pants and underwear to my ankles and slid my throbbing cock into her pussy. She gasped when I entered her and then I began to fuck her slowly. I was so turned on that I came shortly after my cock entered her pussy. Cum flew from my cock deep into her pussy as I flooded her womb to overflowing. I managed to stay hard so I kept right on fucking her and I could feel my cock swimming around in the combined juices in her pussy. Andrea started to build toward another orgasm and I picked up the pace in hopes that we could cum together. Soon we were pounding at each other's body and it seemed more like wresting than fucking. It almost became a contest to see who could cum first or who could last the longest and I wasn't really sure of either. Andrea stiffened under me momentarily and then her body thrust up and around as if she was trying to buck me off of her. I fought back and drilled my cock into her. She was gasping as if she was trying to breathe but I knew that she was having a massive orgasm. Just at the height of her climax I unleashed my load into her for a second time. The two of us thrashed about and locked onto each other as the intense orgasms overtook our bodies. We both then collapsed on the sofa with me on top of her. After we calmed I got off her and sat on the sofa. Andrea spoke first, "That was incredible! I suspected that you would be a good lover." We played with each other for quite awhile with Andrea stroking my cock and me rubbing her tits and ass. I then rolled Andrea over on all fours kneeling on the floor leaning over the sofa with her dress flipped up. I lifted her gorgeous ass in the air and slipped my tongue in the crack of her ass. Andrea gasped aloud when my tongue touched her nether hole and the she moaned and groaned as I continued to rim her asshole. She was going wild and she had shoved her hand back in her pussy as I plunged my tongue deeper and deeper into her anus. Finally I knelt behind her and lined up my cock with her asshole. "Wait, oh wait, put some cream on your cock," Andrea cried out. She frantically got some lotion from her nearby purse and handed it to me. I put an ample amount of lube on my cock and in her asshole. I stroked my cock as I fingered her ass and I took my time as I loved fingering her shapely bottom. Andrea cooed as I fingered her and then she got impatient. "Stop teasing me and put your big cock in there," she pleaded. I smiled as I had the desired effect on her. I eased my cock into her snug ass in one steady slow movement until I was all the way in. Andrea seemed to hold her breath during the penetration but once I started moving she got into it. She thrust her ass back at me just as I thrust forward into her ass. We got a good rhythm going and soon we were fucking in unison as if we had done this many times before. "Oh God this is great. Fuck my ass drill me, shove it in deep," Andrea screamed. She was gasping and grunting as I really began to pummel her ass. When I reached for her pussy I found her hand already in place frigging herself frantically. I picked up the pace and held to Andrea's shapely buttocks as our hips slapped noisily together. She was really into it now and the two of us fucked like animals. "Oh yeah that's it, that's the way to fuck my ass. Give it to me, cum in me, cum in my ass," she screamed. We were both grunting from the physical intensity of our butt fucking. I slammed into her as my cock now moved in her tight ass. I felt my orgasm approaching and as much as I wanted to prolong the ass fucking session, I couldn't. My body stiffened and I plunged my cock all the way into her gorgeous ass. Streams of semen shot into her rectum as I seemed to cum continuously for several minutes. "Oh good, I feel it," she cried out and then her own orgasm hit her, "Oh my, I'm cumming again!" Her body thrashed around as I held onto her curvy ass cheeks and kept my cock buried in her ass. Her body danced around and it was all I could do to keep my cock in her ass. She then collapsed face down on the sofa and my cock slipped from her ass with an audible pop. I ran my cock over her buttocks rubbing the remaining cum on her curvy ass. She wiggled her bottom and squealed in delight. She was surprised with the amount of cum that I generated for my third orgasm of the afternoon. We were both totally drained and for several minutes we didn't talk and then Andrea broke our silence. "I think that you better go now," she whispered. "Okay," I replied and I stood up and pulled up my underwear and pants. As I walked out of her living room I looked back at her and she was still kneeling on the floor. She was bent over the seat of the sofa with her dress still over her back and her gorgeous ass on display. It was quite a sight to see the sophisticated Mrs. Wilson with her just fucked naked ass sticking up in the air. I never fucked Mrs. Wilson again after that day but I never forgot that afternoon. AN AFTERNOON WITH MARILYN It was the summer after graduation and Hank and I were hanging out at the community pool on day. It was overcast with a threat of rain so the pool was not very crowded. Usually the basketball court was packed with teams of five waiting to challenge the winners. That day there were only enough players to conduct three-on-three half court games. Hank and I would play for awhile and then go for a swim. There was only one girl there that day who we knew. Marilyn had graduated with us but she did not run in our circles. We both knew that she put out. Marilyn openly flirted with Hank and I and she let us know with her body language that she was ours for the taking. Marilyn was not a pretty girl but she was not offensive either. She hated her hair which was coarse and straw-like, so she kept it pulled back. Marilyn was stacked for an 18 year old and she filled out her one piece bathing suit which displayed all her curves. At 5'6" and 115 pounds Marilyn cut a hell of a figure. She had 36 B breasts, a narrow waist and an ass that one could crack an egg on. Her legs were shapely and they finished off her curvy figure. Better with Some Clothes On The three of us were sitting on a picnic bench sipping sodas and chatting when it began to rain. The few people there headed for their cars. Marilyn, Hank and I headed for shelter and stood under an overhang. The rain let up briefly and Hank suggested that we move to the back of the building. There was a larger overhang there and it was more private. Just as we got there the sky opened up again and it poured. The rain pelted down on the roof and it was the only sound we could hear. I looked at Marilyn's shapely bottom and patted her on the ass. Marilyn giggled and wiggled her ass in response. I was turned on by her reaction and patted her ass again only this time I left my hand on her curvy buttock. Marilyn just turned and smiled at me. "So you like your ass played with do you," I said as I squeezed her ass. "I love my ass played with, it is so sensitive," Marilyn replied in a sultry voice. Hank walked up behind her and grabbed her tits, "How about your tits are they sensitive too?" "Oh yes they are very sensitive," Marilyn answered as she held Hank's hands firmly against her breasts. By this time both of us were sporting erections and Marilyn passed her hands over our crotches. "My, what have we here," she teased. Hank slid the bathing suit straps off Marilyn's shoulders and pulled the top down to her waist. Marilyn's firm tits stood straight out from her body and Hank quickly covered them with his hands. "Oh man look at these tits!" Hank exclaimed. I then pulled her bathing suit down her legs to her knees. "Look at this ass," I called out. "Don't take our bathing suits all the way off in case somebody comes back here," Marilyn told us. The two of us were beaming with excitement at the unplanned turn of events. Marilyn smiled at both of us and then she dropped to her knees and peeled our swim trunks down to our knees. Our erect cocks bobbed in front of her face. Marilyn was pleased to see that the cocks were bigger than average. Marilyn took both cocks in her hands and took turns licking the cock heads as she stroked them both. Both of us were ready to blow our loads so Marilyn sucked off Hank first until he came in her mouth and then she sucked my cock until I too filled her mouth with cum. Marilyn kept sucking us and playing with us and managed to keep the us hard. Then she got on her back and told us to fuck her. Hank mounted her first and fucked her until he came again. Marilyn had orgasmed before Hank came. Hank pulled out of her and Marilyn's pussy was quickly filled with my cock. I fucked her until I came again and Marilyn also orgasmed with me in her. The three of us lay on the ground and we were enamored with Marilyn's body. We kept caressing her, sucking her tits and playing with her ass as if we could not get enough of her voluptuous body. "When you guys get hard again I want you to fuck me in my ass. Would you like to do that? Have you ever fucked a girl in the ass?" Marilyn challenged. Hank had never butt fucked a girl and was not interested in anal. I couldn't believe my ears when Marilyn asked us to fuck her ass. This was a girl who was experienced beyond her years. Marilyn told me to get the suntan lotion and to grease her asshole with it. She told me to put it on my cock and then to use saliva to make my cock really slippery. I knew all that but it was wild to hear her tell me what to do. Marilyn got on all fours and cradled her head on her arms with her face turned to one side. Then I fucked Marilyn's ass and Hank shoved his cock back in her mouth. We were overcome with desire and tried to prolong our ejaculations as long as possible. It was a wonderful sensation when I shot my seed into her beautifully shaped ass. After that day, the three of us continued to go to the pool and hang out for the rest of the summer. We had sex together as often as we could. Marilyn loved foreplay and one of her favorite things to do was to stand with her bathing suit around her knees with us on either side of her. Our swimsuits were around our knees as we played with her tits, ass and pussy and she stroked our erect cocks. Marilyn loved to have her holes finger fucked and we often did that while she stroked our cocks. One day Marilyn decided that she wanted both of us to fuck her at the same time so for the rest of the afternoon Hank and I double fucked her. Hank lay on his back as Marilyn sat on his cock and I guided my cock into Marilyn's ass. The three of us fucked like this multiple times with us cumming in Marilyn's ass and pussy. Marilyn was full of cum and she loved the feeling of its presence in her ass and pussy. We were overcome with lust as we double fucked her repeatedly. Marilyn was an expert at fucking with her bathing suit on. It was easier for us as our trunks just had to be low enough to free our cocks. When we double fucked her she did take one leg out of her one piece swim suit but we were never totally naked. Summer slipped away and it was time for me to head to Parris Island, SC for boot camp. ADVENTURES IN ITALY My first permanent duty station after boot camp at Parris Island and ITR training at Camp Lejeune was Marine Barracks, Naples, Italy. It was a security guard detachment and dress blue duty. It was 1960 when I arrived in Naples and my early experience with partially clothed sex was with the working women. Often it was a matter of fishing my cock out of my pants for a blow job. Sometimes it would be lifting a skirt and fucking along a wall or a tree. I always considered that maintenance. There were times that I shacked up overnight but then we were both naked. I met Pia by accident at a movie and we started to date. At first it was touristy stuff which I thoroughly enjoyed. We would take in movies both at the base and in an Italian movie theater. I taught her English and she taught me Italian. One night we went for a walk and Pia steered me down this one dark street lined with large mature trees. We passed couple after couple standing next to a tree until Pia found a vacant tree. She pulled me close to her and kissed me. I kissed her back and then I felt her hand on my crotch. She fumbled with my zipper and took my cock out of my pants. She stroked it as she kissed me and I reached under her skirt. Pia's panties were soaked and when I touched her she gasped. I pulled the panties to the side and fingered her pussy as she continued to stroke my cock. She got off on my fingers and drenched my hand. I shot a big wad next to the tree as she aimed my cock away from her. We remained still for a few minutes and then we rearranged our clothes. Pia kissed me and told me it was time to take her home. We walked back to her apartment building and kissed goodnight. It was the first time we had any type of sex. After that first night we continued our walks on the same dark street and stopped whenever we found a vacant tree. Our sex progressed from hand jobs to oral. I would squat down and pull Pia's panties to one side. She always wore them under her garter belt. I ducked my head under her skirt and licked her pussy until she came. Pia then unzipped my fly and took my cock and balls out of my pants. She squatted down and sucked me until I was ready to cum. I warned her that I was close and she took my cock from her mouth and jerked me off until I ejaculated. I eventually convinced Pia to wear her panties over her garter belt so that I could remove them. She was nervous at first but then she liked the idea. I would duck my head under her skirt and kiss her bare thighs above the hose working my way to her pussy. She was cooing and moaning in pleasure even before I got to her wet snatch. I licked her clit and fingered her pussy locating her g-spot and she went wild. Then one night I didn't wait for her to suck my cock but instead I freed it as I was eating her and then stood up and slipped it into her pussy. Pia wasn't a virgin but it was the first time that we fucked. She gasped audibly when my cock slipped into her womb and she threw her arms around me and hugged me tightly. I lifted her up and held on to her lovely shapely ass as I bounced her up and down on my cock. I told her that I was close to cumming but she kept right on riding me. That told me that she was safe so I kept fucking her until I shot a massive load into her pussy. Pia cried out and her entire body shook as she had a massive orgasm. I held her in place for quite some time and my cock did not go soft. Surprisingly Pia started to move again and it was clear that she wanted more. I resumed fucking her and bouncing her up and down on my cock. She had multiple orgasms and I filled her pussy a second time. We went for many walks and spent many an evening fucking by a tree. I still had not seen Pia completely naked although one night I freed her tits from her blouse and pushed the bra cups up. She had nice tits and I sucked on them as we fucked. I continued to date Pia for several months but she started pushing the marriage thing. At nineteen I was not about to get married so she started dating other guys. One Navy guy was gaga over her and he got the marriage papers going. Even though they were planning to get married, Pia was also fucking other guys. Apparently the guy found out but he was so into her that he went through with it anyway. ACTION MOVES TO CAPRI It was the summer of 1961 and I was spending a long weekend on the Isle of Capri. I had gone there by myself and I was hoping to relax and hit on some ladies. I had had luck before at Capri but more with tourists than locals. I was relaxing with an espresso in the piazza of Anna Capri when I spotted Gianna and Anna walking through the square. I never expected them to approach me but they did. I knew both of them from Naples as they hung around the bars there. Anna was a bitch and I didn't care for her. "Ladies," I said as they neared my table. "May we join you?" Gianna asked with Anna looking annoyed. "Of course, please do. Would like a coffee?" I offered. "Water for us, thank you," Gianna replied. I ordered a mineral water for them and another espresso for myself. "So what brings you to Capri?" I inquired. "Oh we just felt like we needed to get away," Gianna answered as Anna looked away avoiding any eye contact. "How you found a date yet?" Gianna asked with a devilish smile. "I've been out with a few girls," I told her. "Do you have a date for tonight?" Gianni pressed. "Not yet but it's early," I snickered. "Maybe I could be your date," Gianna said in a sexy voice. "I tell you what. I was planning to go to the Number Two Club this evening. Why don't I meet you there about 7:00 PM and we'll see what happens," I offered. "That sounds good, I will see you there later," Gianna agreed. We finished our drinks making idle chatter and Anna continued to ignore us. We parted ways and I headed toward the beach. If I hooked up with any chicks on the beach I would blow off Gianna. As it turned out there was no talent on the beach that day so later I showered, dressed and headed for the club. I was not expecting Gianna to show up as I was convinced that Anna would talk her out of it. I was wrong. I ran into Gianna at 7:00 PM at the club and she was alone. Anna found something else to do which was fine by me. Gianna had a few drinks and we danced to many songs. She was an excellent dancer and we even did the twist together. She was dressed in white Capri pants that hugged her shapely legs and curvy ass. She was wearing a pink halter top displaying her flat tummy. She looked very hot and I sensed that I would get to fuck her that night. We left the club at about 10:00 PM and headed down to the beach. The hotels were very strict and kept a close eye on men and women. Men and women not staying at the hotel could not get passed the lobby. Gianna and I were staying at different places so we opted for the beach where it was dark and secluded. Public nudity was tolerated on some beaches but public sex was not. I grabbed a blanket from my hotel room and we made our way from Annacapri to the beach at Capri. We arrived at the beach and found a private spot between some large rocks. I spread out the blanket and we laid down on it and began to kiss. My hands went to Gianna tits which were bare under the halter top. I pushed the top up and lowered my mouth to suck on her breasts. She loved it and held my head to her tits. My hands held her firm tits as my mouth moved to her flat belly. I planted soft kisses all over her tummy and tickled her naval. Gianna was moaning softly when I unbuttoned her Capris and pulled them down her legs. Gianna raised her hips making it easier for me to pull them down but she cautioned me not to remove them completely. I looked at her panties and she looked ravishing. I pulled her panties down slowly to where the capris were bunched around her calves. I lowered my face to her pussy and she cried out when my tongue touched her. She held my head firmly as I nibbled at her clit and plunged my tongue in and out of her cunt. I pushed two fingers in and located her g-spot. Gianna was going wild and she was thrashing about on the blanket. I kept at her until she had a massive orgasm which sent her body into convulsions. Moving my mouth from her pussy to her lips seemed to turn her on and she French kissed me deeply. I pushed my pants and skivvies down to my knees and she smiled when she saw my erect cock leap out. She reached for it with her petite hand and stroked it lovingly. I needed to get my cock in her so I lifted her legs and pushed my cock into her cunt. Gianna gasped when I penetrated her. I was incredibly turned on and at that point I didn't care if someone caught us having sex. Gianna pushed her hips up at me and I drilled her pussy. Within minutes my body stiffened and I fired a barrage of semen into her hot pussy. My body trembled from the sensation of my massive ejaculation. We held to each other and my cock remained hard in her womb. I started to move again knowing that I would stay hard and cum again. Gianna told me to let her get on all fours. I pulled out and watched as she rolled over and pointed her lovely ass in the air. I stared at her incredible beautiful ass and I caressed it with both hands. Looking at her anus I was tempted to touch the inviting aperture. I ran my finger over it and then tested the tautness. Gianna moaned and wiggled her bottom at me and I felt a surge in my loins. My cock was throbbing in anticipation of fucking her from behind. I started playing with her pussy and her curvy ass lubricating her asshole with her own cunt juice. "You like my ass, no?" Gianna whispered. "I like your ass, yes. I love playing with it," I whispered back. "You can put it in there if you want," she told me giving me permission to fuck her in the ass. I couldn't believe what I was hearing. I moved more pussy juice to her anus and then Gianna told me there was lotion in her purse. She crawled over to it and retrieved it and as she did I admired her body on all fours. I loved the way her ass undulated as she crawled to her purse. She handed me some lotion and then instructed me. "Put this in me and on your cock. Spit on your cock too that will make it more slippery. Go slow and let me get used to your big cock before you fuck me." Gianni had obviously done this before. 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 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. Gianna moaned as my penis filled her hole. "Go slowly at first," she said sexily and then added, "Not too deep at first and then deeper." I fucked her with long and deliberate strokes until my cock was sliding easily back and forth in her ass. I caressed her shapely buttocks as I watched my penis move in and out of her rectum worming around inside of her curvy ass. It was the most erotic thing I had experienced to that point. I was mesmerized with my cock sliding in and out of her beautiful ass. I was lost in the moment and secretly hoped that I would be able to fuck her ass for hours. I caressed her tits and tweaked her nipples as I leaned over her body and whispered in her ear, "Gianna 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 Gianna's hand already buried in her womb. She was frigging herself frantically working herself toward an orgasm. I threw my head back in the moment of eroticism and that's when I saw him. There was a guy standing above us on the rocks watching us. He had his cock out and he was jerking off. When he saw that I spotted him he held his finger up to his lips as a signal to be quiet and not give him away. I continued fucking Gianna in the ass and I found it a little exciting in a strange way to know that a stranger was watching me fuck her gorgeous ass. We made quite a sight as we fucked with our clothes down around our ankles. Her top was bunched up over her tits and they swing freely as I fucked her incredible ass. I thought that the guy must be fantasizing about fucking her as he jerked off. Suddenly I felt my cock inside her ass swell up and I started pumping faster. Within minutes I knew that Gianna felt the warm fluid being squirted inside her anus and she immediately started to cum herself. Her 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. Gianna writhed around and her body arched off the blanket as a climax of massive proportion tore through her loins. I held onto her buttocks as I dumped a huge load into her rectum. As I let my cock pulsate in her ass I looked up and I saw the guy still there. This time he had his eyes closed and he was close to cumming. I continued to look at him with my cock still embedded in Gianna's ass and I saw him ejaculate onto the rocks. He quickly tucked his cock in his pants and disappeared. I never mentioned it to Gianna that we had had a voyeur. My cock slipped from her ass with an audible pop and I flopped down on the blanket next to her. We cuddled together and as we did my cock stiffened again after several minutes. I fucked her pussy doggy style this time until she asked me to let her rest. She rolled to her side and I moved behind her. I started to ease my cock back into her but she intercepted it with her hand and guided it into her ass. I was thrilled to be in her ass again and I moved slowly as I loved every second of it. I reached around with my left hand and cupped her breast and my right hand found her pussy. I pushed two fingers into her cunt and finger fucked her while I fucked her ass. We both came again and it was incredible. Gianna was my best fuck in Italy and I loved it that she let me fuck her ass. We remained on the blanket for some time before we got up. I was wondering if anyone else had watched us when we were on sides. We pulled our clothes back into place and made our way back to Annacapri and our hotels. It had been an incredible night of sex and one I would never forget. We had fucked in public partially clothed and the sex was wonderful. The next morning I woke up in my hotel room and reflected on the night before. Gianna was a great fuck and I was already thinking about her ass again. I remembered the guy jerking off and I wondered what Gianna would have done if she knew we were being watched. Maybe she would have called out to the guy to join us and she would have sucked his cock while I fucked her ass. That would have been wild. Better with Some Clothes On I needed to check out of the hotel by noon but it was only 9:00 AM. I threw on some clothes and headed for the piazza for a continental breakfast. I was on my third espresso and it was approaching 11:00 AM. I went back to the hotel and checked out. Thirty minutes later I was boarding the ferry back to Naples. I had a few Peroni beers on the trip across the bay and once again thought about my anal experience being witnessed by a stranger. After I arrived in Naples I took the city bus which dropped me off a few blocks from the barracks. I had plenty of sex in Italy but most of time it was in a room and we were completely naked. I still think of the times when I was partially clothed with a partner having sex outdoors. Those were exciting times. HOME ON LEAVE After my tour of duty in Naples I took two weeks leave before reporting to my next duty station Camp Lejeune, NC. I didn't plan on taking any leave once I was at Lejeune which is why I decided to hang out at home for a short time. It was a Monday my first day home and I was home alone. My parents were at work and my younger brothers and sister were at school. I decided to go to the luncheonette for lunch rather than eat at home alone. I hoped to run into some of the guys that used to hang around there. Bob's Soda Shoppe and Luncheonette catered to local business people. Coffee, donuts and rolls were served in the morning and lunch was also served. The store also carried newspapers, magazines, tobacco products, candy, gum, soda and ice cream. No food was served in the evening but people would stop in for ice cream. It was your typical luncheonette with a long Formica counter and stainless steel padded stools. Bob had also put in a pay pool table that was used occasionally in the late afternoon and evening. I had known Bob and Joanna for at least 10 years ever since the store opened in the strip mall. They had two children along the way who were now school age. I walked into the luncheonette and I spotted Bob at the grill and Joanna waiting on customers at the counter. I would have never recognized Bob if I had bumped into him on the street. He must have put on at least fifty pounds. He was heavy before but now he was really heavy. Joanna looked the same as always. Bob was now in his early forties and Joanna was 36 years old. Joanna was a very attractive woman of Italian descent. She was slender and had a nice figure on her 5'4" frame. She had jet black curly hair that hung below her shoulders, deep dark eyes and a Mediterranean complexion. When I first walked in Joanna looked at me but she did not recognize me. However she stared at me as if she was undressing me with her eyes. At that point in my life I was in the best shape ever. I stood at 6'1" and weighed a muscular 205 pounds. My shoulders were broad and my waist was narrow. My light brown hair was cut military short and my hazel eyes seemed piercing to some people. As I sat down on one of the stools, Joanna walked toward me and asked, "What can I get you?" "I'll have a cheeseburger and a seven-up please," I ordered. Joanna stared at me for a few seconds that seemed longer and then she said, "Oh my God, Walt is that you?" I nodded in the affirmative. "Oh let me see you. How long has it been? Where have you been?" she went on making a fuss over me. "It's been two and a half years. I spent two years in Italy," I replied. Joanna came around the counter and had me stand up and she sized me up and down. "You look wonderful. I'm so glad you stopped in. I'll get your order and we'll talk later. I want to hear about Italy." I sat back down and waited for my food and sipped on my drink. I grabbed part of the newspaper that was on the counter and read it while I waited. I noticed that Joanna kept stealing glances at me as she waited on other customers. When she brought my cheeseburger to me she told me to hang around after the lunch crowd left so that we could visit. As the crowd thinned out Joanna stood across from me and asked me about my time in Italy. Bob was busy cleaning up the grill and putting things away. I told Joanna about the places I had seen and the countries that I had visited. She told me that she envied me and that she always wanted to go to Italy. "I'm Italian, you know," she said. "Yes I know that. You would love Italy it's a beautiful country," I told her. "If you're not doing anything this evening, come back about 8:00 PM. I'm working tonight but it's never busy at that time and I would love to hear more about Italy," she suggested. "Sure, I have nothing going on. I'll stop in later," I told her. Just then Brian, an old friend of mine dropped in to pick up a newspaper. He had walked his dog to the luncheonette and he had tied the dog up outside. "Holy shit, I don't believe it," he said grabbing me in a manly hug. "How the hell are you? When did you get home? Come outside with me I got the mutt tied up," he rambled. Brian and I walked out side and after I petted his dog we chatted. He wanted to hear all about Italy but only the women not the sights. I told him about my travels and sexual encounters and he loved hearing about it. Brian was going to the local community college and he was still living with his folks. It was during that conversation that I learned about Joanna's desire for young cock. Brain admitted that he had let her suck him off a few times and that a couple of other guys, Ricky, Billy and Tom had also. I knew who the other guys were but I didn't know them that well. Brian had to leave since he had class later that day and evening but we promised to get together on Friday evening for a drink. I walked home thinking about what Brian told me and I wondered if that was why Joanna asked me to come back at 8:00 PM that evening. I went home and after dinner with the family that night I went back to the luncheonette around 8:00 PM. When I arrived at the luncheonette there were two other guys there who I recognized as Ricky and Tom. They were both shooting pool but I got the sense that they were waiting for Joanna. I nodded to the guys as I took a seat at the counter and they nodded back. I sensed they were suspicious of me as they kept checking me out as I talked to Jo. I was telling her about my travels in Europe and the sights that I saw. She was all ears as she took in every word and she loved hearing about Italy. It was close to 9:00 PM when Jo slipped me a note that told me to meet her at the back door after 9:00 PM. I finished my seven-up and headed out the front door. Ricky and Tom seemed relieved that I was leaving and we again nodded to each other. I walked behind the strip mall and located the back door to the luncheonette. I waited several minutes before Jo opened the door and hurried me inside. I was suddenly in the storeroom alone with Jo. I wondered what she told the other guys but I didn't ask. "I'm glad you came back. I really wanted to see you," she said as she dropped to her knees and unfastened my clothing. She first pulled down my zipper and then she unbuckled my belt. Then she unbuttoned my pants and pulled them down to my ankles. My cock was already hard before she got to my underwear. Jo slowly pulled down my underwear and my cock sprung out when it cleared the waistband. "Oh my, oh yes, I was hoping that you would be big," she murmured. I wasn't huge as my cock was a smidge over seven inches long but I never had any complaints and most women liked that size. However it was thick at over five inches around. Joanna wrapped one hand around its girth and looked up at me with those daring dark eyes. She then tilted her head back down and brought her mouth towards my cock. She ran her tongue up its smooth underbelly and I groaned aloud. Holding it with her hand she sank her open mouth down onto my cock. Her lips closed around it and I felt her hot, wet tongue go to work. She sucked me hard and her cheeks hollowed as she worked her head back and forth. I gasped and put my fingers into her soft black curly hair to guide her head back and forth. Joanna knew what she was doing as her pace slowly quickened and her right hand worked my shaft. Her left hand cradled my balls and softly stroked them. She then ran her finger along my perineum. Joanna took my cock from her mouth and blew on the head of it. I felt her breath cool the saliva on my cock and I clenched my butt in pleasure. My large cock bulged in her firm grip and felt even larger than normal. Joanna worked her hand back and forth letting it glide smoothly around my cock then she looked up at me and smiled. She knew the effect she was having on me and she seemed to enjoy every moment of my torment. I moaned again as her tongue snaked forward and tickled the tip of my cock. Her tongue found the pee hole and she licked the pre-cum as it oozed out of my slit. She worked her tongue in circles around the tip of my cock and took my length deeply into her mouth again. I watched as almost the full length of my cock vanished into her mouth. Joanna then swirled her tongue around the shaft of my cock that was buried in her mouth. I closed my eyes and groaned in pleasure as her head worked back and forth more quickly clasping my shaft with both hands as her head vigorously bobbed up and down. Her pace was relentless and I held her head gently as I felt my orgasm building in my testicles. Joanna allowed my cock to plop out of her mouth again and a thin trail of saliva stretched from my cock to her lips. She smiled again and caught the saliva in her hand as her eyes fixed on my cock. Her hand wrapped tightly around it again and she proceeded to jerk me off me at a steady pace occasionally licking the head of my cock and nibbling it with her teeth. I threw my head back. Closed my eyes and groaned out loud. Joanna jerked me off as fast as she could as her hand almost became a blur as it moved up and down my shaft. There was a distinct look of lust in her eyes as she stared at my cock "Are you going to cum for me? Are you close?" she asked in a raspy voice. I just nodded yes since I was very close. Joanna then took me back in her mouth and ran her tongue around my shaft again. Then her head bobbed up and down again as she pursed her lips and hallowed her cheeks. That did it for me. "Joanna here it cums," I warned and then I grunted as I ejaculated. Joanna took my warning as a signal and she took my cock out of her mouth and pointed it away from her body. My eyes closed tight as I ejaculated shooting multiple streams on the floor of the storeroom. I felt my cock pulsate as rope after rope of semen shot out and she continued to squeeze my cock. As the intense sensations passed from my body I relaxed a little and looked down to watch Joanna take my cock back in her mouth and suck every drop from my cock. She was now kissing it, licking up and down the shaft as if she were making love to it. My cock remained hard in her mouth and she took it in her hand as she licked the final remnants of my ejaculation from the slit. Once she was satisfied that she had emptied my cock she ran her tongue around her lips and swallowed. "You taste good but I knew that I would never be able to handle your first load in my mouth. I'm glad that you're still hard. Would you fuck me now?" she said as she reached under her skirt and removed her panties. Jo moved over to a table in the room and lay back on it. Her legs dangled over the side and she spread them for my entry. I stepped up and eased my cock into her pussy and she sighed as it filled her. "God that feels good," she moaned softly. I began my movements fucking her slowly at first and then faster. Jo wrapped her legs around my torso and pulled me in tight to her. Every inch of my cock was in her and I could feel her pubic hair as we fucked. Joanna was moaning and begging me to fuck her and make her cum. The woman seemed insatiable and out of control as she had multiple orgasms before she begged me to stop. "Stop, please stop, I can't cum any more," she pleaded. I pulled out of her and I was pleased when she got off the table and dropped to her knees to suck my cock again. She sucked me until I told her I was going to cum. This time she didn't expect another huge load from me so she kept my cock in her mouth. However when the first blast hit the back of her throat she quickly pulled my cock out of her mouth and aimed it away from her face and body. She jerked me off until I stopped shooting and then she sucked me dry. "Wow you surprised me with your second load. I didn't expect so much," she said with a giggle and then she told me, "I have to get going. I want you to meet me tomorrow night at 7:00 PM in the parking lot for the Sweetwater Bar. Are you up for that?" "Sure, I'd like that," I accepted. "Don't go in the bar and ask for me. Stand outside by your car and I'll find you," she said emphatically. "Got it," I replied as I pulled my underwear and pants back on. Jo put her panties back on and then she let me out the back door. I headed home and I thought about how great the sex was and I wondered what she had in mind for tomorrow night. I could have cum two more times that night that's how ready I was but I was glad that my guns would be loaded for Tuesday night. On Tuesday night Jo and I went to a motel and fucked for hours completely naked. I did stop by the luncheonette a few more times while I was home and we had sex in the store room. There was something very exciting about fucking partially clothed. Jo would always be on her back with her skirt pushed up and her panties tossed aside. My pants and underwear would be down around my knees or ankles while I drilled her pussy. I never did see Jo again after I returned to duty. NIGHT SCHOOL AND A DAY JOB I was honorably discharged from the Marine Corps in July 1963. I spent the summer of 1963 working two jobs and applying to colleges. In the fall I accepted a management trainee position with a large firm and I was accepted to college in New Jersey where I would attend classes three nights a week. I rented a room near the college campus that was also on the bus route to New York City. Sometimes after work I would take the bus to my old stomping ground and hang out with my friends. I could always count on one of them giving me a ride home. One night I ran into to an old high school buddy one day and he told me about the young adult singles group that he belonged to and he suggested that I join. I did join and that is when I met Erica. She was from Germany and she was working as a nanny for a family in town. She had joined the group to meet some young single people and to socialize. THE SINGLES GROUP MEETING I attended the first singles group meeting and John introduced me to the people there. Some of them I had met before but there were others that I did not know. There were a couple of cute girls at the meeting but the one that caught my eye was the German girl named Erica. She was not as pretty as the other girls but she had the body. She had great tits and a great ass to go with her 36-24-36 figure. Erica stood about 5'6" and I estimated that she weighed about 125 pounds. She was built like the proverbial brick shit house. Erica had been in the country for two years and she worked as a nanny for a family. The following week we met again at the singles group. After the meeting we all went bowling and Erica and I ended up on the same team. We hit it off and although she not a pretty girl I was drawn to her mainly because of her alluring European demeanor and her hot body. After bowling Erica offered to give me a ride home. I smiled at Erica and thanked her for the ride and then I asked, "Can I kiss you goodnight?" Erica smiled and nodded yes. I suspected that she hoped that I would kiss her. I leaned over and kissed her lightly. Her lips were so tender and when I looked into her sexy blue eyes I just had to kiss her for real. I kissed her again surprising her but she relaxed and kissed me back. Then I took her in my arms and held her to me as we kissed and my tongue sought out her mouth. I felt Erica tremble in my arms and I knew that I just had to have her. I ran my hands along her shapely legs up under her skirt and I cupped her firm shapely ass. I stared right at her panty covered pussy and ran my hand over her vulva. "Walt please stop you shouldn't do that," she gasped but I continued rubbing her bare thighs and panty covered pussy. Erica was breathing hard and she seemed confused when she spoke again, "Please stop, not in the car." I pushed Erica's skirt up to her hips and leaned in to kiss her creamy thighs. She gasped aloud at the touch of my lips to her naked skin. I knew that she was struggling with the decision on how far she should let this go. I could smell the sweet aroma of sex that was given off by her pussy as my face moved closer to her crotch. I kissed her inner thighs just below her panties. She groaned with pleasure as she reached down with her hands to control my head. Erica tried to keep my head from reaching her pussy but I moved the panties to one side of her vulva baring her sopping wet cunt. I tickled her outer lips with my fingers and then let them slip inside her vagina. Erica was so wet that two of my fingers slid in easily and she unconsciously relaxed her grip on my head. I moved my mouth toward her and closed over her pussy shoving my tongue into her wetness. I lapped at her pussy as I fingered her with two fingers. Then I spread her pussy lips apart and located her throbbing clit. Erica was really excited. I sucked on her hard clit and she bucked her hips into my face. I reached around her and cupped her shapely ass cheeks in my hands as I drove into her pussy with my tongue and nibbled on her clit. "Oh, I'm cumming," she whispered as she lost it. The climax rocked her body and I held on for dear life as she thrashed, twisted and bucked. I kept right on eating her pussy and I held onto her shapely ass as she thrashed about. Erica slowly calmed after her intense orgasm and I continued to lick her until her pussy was dry as she ran her hands through my hair. I reached under her skirt and pulled her panties down and played with her pussy. As I fingered her cunt I removed the panties from her legs. Then I sat up and said it was time to get in the back seat. "Give me my panties back," she demanded weakly. "Nope, I'm keeping these for now," I replied. Erica got out of the car and held her skirt down tight as she moved to the back as I goosed her ass and chuckled at her predicament. Once in the back seat Erica held her skirt down over her pussy. I lowered my pants and underwear and 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 seat and proceeded to feed my thick cock to her. I slid in and out of her pussy slowly allowing her to adjust to my size and continued to go deeper with each thrust until I was buried balls deep in her pussy. "Oh you have a nice cock, fuck me, make me cum again," she cried out. I pounded her pussy making sure that my cock was in constant contact with her clit. Erica had multiple orgasms as I fucked her. I pulled her blouse top out of her skirt and pushed it up over her bra. Then I pushed the bra up over her tits. She had very pretty firm tits with rock hard nipples. I twirled the nipples in my fingers and then leaned over taking one then the other in my mouth. She went wild telling me. "Oh yes, suck my tits, suck my nipples, fuck me good!" I could feel my balls start to tighten and I knew it wouldn't be long before I filled her pussy with my cum. Erica stiffened and then had another violent orgasm. She yelled, "Hold me, please hold me, I'm cummmming!" I reached around behind her and pulled her toward me as she shook and trembled throughout her intense orgasm. As she was cumming so did I and I fired a barrage of cum into her pussy. As she started to recover I laid her back down on the car seat and slowly fucked her as my cock softened. My cock was swimming in her cunt mingling with our combined juices. Better with Some Clothes On "Are you okay, Erica?" I asked her. She smiled at me and nodded that she was okay then she looked down at my soft cock and took it in her hand, "I like your cock," she said as she stroked my cock to hardness again. "Let's fuck again," I suggested. Erica smiled at me and replied, "Yes, let's do that." She held her arms open to me welcoming me between her legs again. I crawled between her legs and slipped my hard cock back in her pussy. I fucked Erica for as long as I could before I shot my second load of the evening. She had multiple orgasms and the final one was so violent she nearly bucked me off her body. "I have to get going. My employer will worry if I am too late," she said as she dressed. I said good night to her and we agreed to see each other next Sunday at the singles group. We exchanged phone numbers and then she left the house. I went to bed and sleepy soundly. We met again the following week at the singles group and went bowling again. Later she drove me home and we had sex in the car in the driveway. I never worried about my landlords catching me in Erica's car but I knew better than to bring her in the house. We were in the back seat and I had pushed up her blouse and bra over her tits. I had already removed her panties and she was going wild again. As I sucked her tits and continued to rub her belly, I let my hand drift down to her wet pussy. I ran my fingers through her soaked pubic hair. Erica begged me to give her clit a break. I had her get on all fours and I three her skirt over her back. I lifted her hips to a level with my cock as I knelt behind her on the back seat. I eased my cock into her pussy and began to fuck her doggy style. Erica was content in this position since I was not in contact with her clit. I slammed into her from behind causing her curvy ass cheeks to jiggle. As I fucked her from behind I looked at her tight asshole and wondered if anyone or anything had ever been in there. I scooped up gobs of her pussy juice and smeared it in the crack of her ass spreading around her nether hole. I added saliva to my finger and probed her tight aperture with the tip of my finger. She tensed when she felt my finger probed her asshole. I gathered up more juices and added more saliva as I continued to probe her hole and open her up. I gently pushed a very well lubricated finger into her ass and the tiny aperture opened up to accept the digit. More saliva and more juices greased her asshole sufficiently to allow me to slide my finger all the way into her rectum. Now with my cock in her pussy and my finger in her ass I was approaching another orgasm. I could feel it build in my balls, travel through my scrotum and splash the insides of her vagina with my warm semen. As I came in buckets in her pussy I wished that I was flooding her ass instead. After that I was done and we both collapsed on the car seat and rested for several minutes. I marveled at her muscular legs and shapely ass. I paid special attention to her ass and placed a wet finger in her bunghole. My finger was so slick and she was so relaxed that it slid in easily. I continued to massage her shapely beautiful ass and finger her hole. I added a second finger and although it was much snugger Erica didn't complain. I pulled her up by her hips until her curvy ass was in the air and she lay with her head to one side on the car seat. She was almost crooning as I continued to finger her asshole and then began to finger her pussy as well. I had no intention of hurting Erica and as I stared at her perfect ass I had to caution myself not to rush it. I wanted to fuck another beautiful ass and I didn't want to do anything to screw it up. I applied lots of pussy juice and then saliva to my cock as I prepared her for an anal fuck. I lifted her almost lifeless body up so that her ass was in the air. She kept her head on the seat and she had a distant dreamy expression on her face as if she was in a different world. I slid my cock into Erica's well lubed asshole. Although she had been loosened up by my fingers, my cock was stretching her to new dimensions. Erica shook her head no, but no words came out of her mouth. She was like a rag doll in my hands and I steadily pushed my cock into her until it was buried in her ass. I fucked her slowly at first and then I really picked up the pace. I pounded her ass and my hips slapped against her ass causing her incredible ass cheeks to jiggle. Erica just moaned and grunted with every thrust of my body. She was incapable of another orgasm so I was just using her for my pleasure. I gave her one final thrust then I stiffened and shot my wad into Erica's asshole. I moved my hips slowly as my cock softened somewhat and I watched as cum trickled out of Erica's ass. Finally my cock softened slightly and slipped out of Erica's ass with an audible popping sound as more cum ran out of her ass and down over her cunt lips. We rested for quite awhile and then I decided to take her ass one more time. I grabbed Erica by the hips and pulled her lifeless body back up until she was on all fours. I then placed my big erect cock back between Erica's beautiful smooth round ass cheeks and pushed into her asshole. Erica moved away from me and ended up on the seat lying flat on her stomach. I followed her to the prone position and lay on top of her shapely body with my huge cock between her ass cheeks and in her asshole. I began to hump Erica at a slow pace and then faster with my hips pumping into her. Erica's moans were louder than ever as her exciting body took my big cock. Erica 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 firm tits were hanging down below her bra and blouse. Her nipples were rock hard as I twirled them in my fingers. I then moved one hand down to play with her pussy and Erica went wild humping her hips faster and faster. Then I placed both hands on her hips and watched my cock penetrate her curvy ass as she moved her hips in time with me. Erica yelled, "Oh my, fuck me, fuck me, please fuck me!" I complied with her demands and pounded her ass as hard as I could. Erica squeezed her ass cheeks together as she orgasmed and I joined her and shot a huge load of cum deep into her ass. Erica screamed and moaned as she felt me pump several shots of cum into her rectum. Erica's beautiful body radiated heat as I pumped cum into her ass. Erica was almost out of breath but started to return to normal breathing as I caressed her body lovingly. I eased my cock from her ass and traces of cum ran out of her asshole between her cheeks and over her pussy. I learned after that night that I had taken Erica's anal virginity and I was thrilled that she had given it up to me. We continued to have car sex with both of us half naked in the back seat. I often wondered if anyone ever saw us and the picture we presented. I met this girl Penny at school and we dated briefly. I stopped going to the singles meeting and didn't see Erica for awhile after that but kept thinking about the great car sex that we enjoyed together. UNEXPECTED ENCOUNTERS Erica called me months later and told me that she was having a New Year's Eve party. I told her that I had plans and she left it open that if my plans changed to come to her party. New Year's Eve rolled around and Penny picked me up to go to the party with her friends. Once we arrived Penny introduced me to a number of couples. Most of them were married including the couple hosting the party. Two other couples were engaged and two others had been dating for awhile. I got the sense that everyone though that Penny had her hooks in me and that we were very close. I enjoyed the party as the people were very nice. One of the women flirted openly with me, which pissed off her boyfriend and Penny. Penny kept steering me away from her and she never let the woman finish a conversation with me. It was about ten o'clock when another couple arrived at the party they were party hopping and this was their last stop. I did a double take when I saw the blonde woman with a fairly overweight guy. "Holy shit, that's Linda!" I thought to myself. Linda spotted me and immediately came over. "Oh my God is it you Walt?" she announced more than asked. "Yes it is. How have you been Linda?" "Just great and how about you, are you still in the Marines?" "No I got out last July. I'm working in the city and going to night school now." All of a sudden I realized that her boy friend was standing there staring at me and Penny was obviously put out. I looked at Linda's hand and she was wearing a diamond that made my high school ring look small. "Hi, I'm Walt and this is Penny," I said to Linda's fiancé as I extended my hand. "Hello, I'm Harold it's nice to meet you both. How do you know Linda?" he replied. "Oh we worked together at the same food market over four years ago," Linda interjected. "I see. Well we have some other people to say hello to. Come along Linda," he said smugly. "We'll catch up later," Linda said as she leaned in to hug me and at the same time ran one hand over my crotch. "Right later," I replied as I felt my cock stir. I watched as Linda walked away and she hadn't changed in four years. She was not the prettiest of women but she had an alluring quality about her. Her hair was blonde but it was not smooth and silky like so many other women. It was almost straw like in texture. Linda had a great body and she looked as good as ever. My mind flashed back quickly to the time we worked together. Linda and I had sex all the time in about a four month period before I went in the Corps. She was four years older than me but we had great sex together. She loved my cock and it had spent a lot of time in her mouth, pussy and ass. Linda had an ass that wouldn't quit and I loved fucking her in the ass. Penny brought me back to reality. "So I guess you two were pretty chummy when you worked together," Penny said almost sarcastically. "Yes we were very good friends," I replied and again I visualized Linda on all fours waving her ass at me. "Were you two intimate?" Penny asked. "Intimate?" "You know what I mean. Did you have sex with her?" Penny pressed. "You know Penny whether I did or not is none of your business," I snapped. Penny sensed that she had crossed the line. She turned red and then changed the subject. We mingled around and talked with some other people. Every once in awhile I would turn my head and catch Linda looking at me. I learned that Linda's fiancé was a broker on Wall Street and that he had done very well. Based on the rock that Linda was wearing he definitely had the money to throw around. So, I thought, Linda had found herself a sugar daddy. Penny excused herself to use the bathroom and she was not out of sight more than five seconds before Linda was at my side. "Come with me I need to talk with you for a minute," Linda whispered as she pulled me by the arm. I followed her upstairs as she seemed to know where she was going. She led me into one of the bedrooms and closed the door. The room was dimly lit with a night light and we could still see one another. Linda sat on the edge of the bed and pulled me by the hand. "I have been thinking about your cock ever since I saw you tonight," she said as she reached for my belt. "Jesus Christ, Linda you're engaged," I whispered in a panic. "So I'm not married yet," she replied as she unbuckled my belt. She unbuckled my belt, unzipped my fly and pulled my pants and underwear down to my knees. My semi-hard cock bobbed in front of her and she took it in her hand. She stroked it a few times and then took me in her mouth. Linda had not lost her touch and she soon had me as hard as nails. Linda then pushed me back and stood up. She pulled up her mini skirt to her waist and stripped off her panties. She then sat back on the bed and leaned back with her legs splayed open. "Come on and give me that big cock. Fuck me like you used to," she panted. I looked down at Linda's pretty blonde pussy and her shapely thighs. I couldn't have resisted her at that moment if I tried. I stepped closer and slid my rock hard cock into her pussy. She was soaking wet and I slid all the way in her cunt. "Oh yeah, that's it, right there. That's the way I remember it," she gasped as I began to fuck her. "God you feel good in me. Give it to me, make me cum all over your cock," she went on. Linda threw her hips at me and we both worked keeping my cock in contact with her clit. She was breathing harder and panting as I plowed her pussy. I looked at her chest and I remembered her fantastic tits. This was not the time to undress her and to go for her tits. I thought about where I was, a stranger in these people's home fucking an engaged blonde friend of theirs in one of their bedrooms. "I'm close I'm going to cum soon. Don't cum in me. I don't want to go back to the party with a load in my pussy. Let me know when you're going to cum," Linda whispered hurriedly. "Oh shit! Here it cums. I'm cumming," Linda gasped as her hips lifted off the bed and her body shook like jack hammer. Linda always had intense orgasms and she was always very vocal. She was on her best behavior tonight as she remembered where she was. I kept on fucking her through her orgasms until she stopped moving. Then I picked up the pace in search of my own. "Are you close?" she asked in a whisper. "Very," I whispered back. "Take it out. Cum in my mouth," she ordered. I pulled my cock out of Linda's pussy and it glistened with her juices. Linda sat up and took my cock back in her mouth. She cupped my bloated balls with one hand and tickled my perineum with the other. Then she took my cock from her mouth and jerked me off as she looked up at me. I nodded my head that I was about to shoot and Linda took me back in her mouth. I blasted a load of cum into her mouth and Linda swallowed rapidly as to not miss a single ounce of it. She sucked me hard and fast as I ejaculated in her mouth. She sucked me completely dry until I couldn't take her sucking action any longer. Linda flipped over on all fours and waved her shapely ass at me. "Next time I want you back in my ass. We don't have time for that tonight." I pulled my clothes back on and straightened myself up as Linda located her panties and pulled them back on. She stood up and checked herself in the mirror. Then she handed me her business card and told me to call her sometime. Linda told me to wait in the room for a few minutes after she left and then she kissed me and walked out of the room. I wondered how many guys she would kiss tonight at midnight after having blown me in the bedroom and hour earlier. I walked out of the room a few minutes later. I realized that Linda and I had been together for about a half-hour and I was sure that we were missed. I decided to go out the front door and then walk around to the lower level and re-enter through the sliding glass doors. I would tell Penny that I needed to get some air. When I walked back in Penny spotted me and came right over to me. "Where have you been?" she demanded. "I stepped out to get some air. Why, what's the big deal?" "I noticed that your blonde friend was missing the same time you were. I was looking for you and Harold was looking for Linda," Penny snapped. "Well it was a coincidence because I was outside by myself," I replied. I really didn't care if Penny knew that I was with Linda and normally I would have told her that it was none of her business. I was more concerned for Linda and her getting into trouble than I was about Penny finding out that I fucked Linda. "I don't believe you," she snapped. "Well that's tough shit!" I snapped back. "I want to go home," she said almost pouting. Oh boy, I thought, here we go with the tears. "Well that's your call. I'm your guest and these are your friends," I told her. Penny made a big deal out of leaving and everyone stared at me as if I was some evil person. Harold looked at me cautiously when I said goodnight to him and Linda but he was at ease when I wished them both a lot of success and happiness. I walked upstairs to get our coats and I remembered that Linda had given me her card. I took the card from my pocket and tore it up. I didn't need to be a detail in Linda's life. I helped Penny on with her coat and we left the party. She whimpered all the way back to my house and ranted about how embarrassed she was in front of her friends. We pulled in the driveway and I tried to be civil with her and even invited her in since I knew my landlords were out for the night. "How could you the nerve to invite me in after how you embarrassed me at the party?" she cried. "Penny, I still don't know how I embarrassed you at the party. You were the one that made a big deal about me being outside to get some air," I snapped. "Oh sure and where was Miss Blondie when you where getting air," she yelled. "I don't know where she was Penny. I told you it was a coincidence that she was gone the same time that I was." "Did you have sex with her?" Penny yelled out her question. "I am not even going to dignify that question with an answer. Furthermore even if I did have sex with her it is none of your damn business," I replied firmly. "How can we have a relationship if you won't be honest with me?" "Penny we don't have a relationship. We date occasionally and we have sex occasionally. I like you and I like making love to you but we do not have a relationship. Let's be very clear about that." "I can't believe you feel that way. You took advantage of me. Get out of my car! You had your fun. I don't want to see you again ever," she screamed at me. I wanted to put her in her place but I decided against it. I knew she was still fragile and it was best to let it go. So I swallowed my pride and decided to let it go. "Goodnight Penny, I'm sorry that you think that I messed up your New Year. I hope that things work out for you," I said and then I got out of her car. I walked in the house as she sat in her car crying. She eventually drove away and I hoped that she got home safely. She had Linda and I pegged correctly but I was not going to admit it and cause Linda any problems. After all no one did see us having sex together. I went in the house and I decided to call Erica to see if I could still come to her party. Erica told me to come right over so I called a cab and within minutes I was at Erica's place. I arrived at 11:50 PM just in time to watch the New Year come in. I walked in and Erica came right up to me and wished me Happy New Year and then plunged her tongue down my throat in a kiss. We kissed for several minutes and then her best friend Hanna cut in and she too kissed me and shoved her tongue down my throat. At the moment all thoughts of Penny were far from my mind. Erica and Hanna hooked their arms in mine and walked on either side of me as they led me into the party room. Erica said that there were only a few people that came as couples and the rest were all solo. The champagne was being poured as it was almost time to watch the ball drop at Times Square. We all gathered around the TV with champagne in our hands and waited for the countdown to start. With one minute to go we started the countdown and then the ball dropped. Everyone screamed Happy New year and then we kissed and hugged one another for several minutes. Some kisses were short and others lasted longer. Then everyone went back to their regular drinks and the party went on. It was about 1:00 AM when the last guest left Erica's. She invited me to stay and I learned that Hanna was also staying the night. I was about to learn a lot about Hanna and Erica that night. I was surprised when Hanna took charge and suggested that we get down to business and go into the bedroom. Erica was nervous that her employers might come home while I was there so she said it was best to have sex with our clothes on. I wondered if she was telling the truth or did she just like the intrigue of being partially clad. Once in the bedroom both women lifted their skirts and removed their panties and then they opened their blouses and stood before me. I took in the contrasting beauty of the two women, Erica with her killer body and Hanna who was almost flat chested but with a perfect ass. I dropped my pants and boxers to my knees as Erica got onto bed. Erica lay on her back and opened her legs for me then she stroked her pussy in anticipation. Better with Some Clothes On "I want you to fuck Erica first but don't cum in her pussy yet because I will be eating it later," Hanna directed and it was very clear that she would run the show. I crawled up on the bed and between Erica's legs. She wrapped her shapely legs around my torso and pressed her heels against my buttocks. Erica was still snug when I entered her pussy so I took my time fucking her and let her get used to my cock. Soon my cock was buried in her quim and we both picked up the pace. I made every effort to keep my cock in contact with her clit. Erica and I were humping each other like mad now as we both raced toward her first orgasm of the night. Erica pulled my head down and kissed me deeply as she threw her hips into me. Erica's body tensed and she groaned into my mouth as her orgasm overtook her. We kept right on fucking and kissing as it seemed that Erica could cum again. I felt my own orgasm approaching as the familiar feeling in my balls was present but I remembered Hanna's words and I pulled out of Erica before I came in her pussy. "A little something that I brought from Germany with me," Hanna said as she climbed on the bed wearing a strap-on dildo that stuck out under her skirt. It was the first time that I had ever seen a girl wearing a strap-on and it was very erotic. Hanna replaced me between Erica's legs and sunk the strap-on cock into her lover's cunt. Erica's body leaped out of control and she pounded her pelvis into Hanna as she experienced another intense orgasm. Hanna must have slipped on the strap-on dildo while I was fucking Erica. It was really hot to watch Hanna fuck her lover as it was the first time I had ever seen two girls fuck live. Hanna pulled out of Erica, got between her legs and licked at her snatch. I watched as Hanna knelt between her friend's legs and sucked the juices from her pussy. I noticed that Hanna's thighs were firm and trim just the way I like them. My eyes then went to her round and firm ass. Hanna lifted her face off of Erica's pussy long enough to say, "I already lubed up so you can fuck my ass." Erica then blurted out, "Do it, she loves it in the ass." "But only in my ass, keep your cock away from my pussy," Hanna ordered. Hanna grunted as my cock made its way into her tunnel. I stopped with my cock halfway home and allowed her to get used to the thickness. I didn't want her to feel any discomfort. Hanna then pushed her ass back toward me and I reciprocated by pushing back and sinking my dick in further into her channel. Soon my entire cock was buried to the hilt and I began fucking her ass slowly and deliberately. Erica maneuvered herself around so that she and Hanna were in a 69 position. Erica then licked at Hanna's pussy and my balls as I continued to fuck Hanna's ass. Erica reached up with her hand and tickled my balls and scraped her finger along the shaft of my cock. This was too much for me and I ejaculated deep into Hanna's ass filling it with my seed. Hanna clenched her anal muscles and squeezed my cock as it was buried in her ass. Erica's tongue was still at work and she had Hanna writhing as another orgasm rocked her. Hanna's ass humped up and down as she spilled her juices into Erica's mouth nearly dislodging my cock from her ass. My cock softened and deflated in Hanna's ass and then slipped out with an audible pop. Cum ran out of her dilated asshole and over her pussy lips down her inner thighs. Hanna collapsed face down on the bed and Erica stroked her body and played with her ass as Hanna just cooed. "My God that was incredible Walt. You are a good ass fuck. I like being with you," Hanna sighed. "Well you two were full of surprises and that was great sex," I replied. Before we were done for the night Hanna wanted my cock in her ass one more time. This time I lay on my back as Hanna sat on me facing my feet and lowered her ass onto my cock. Erica also facing my feet straddled my face and lowered her pussy to my mouth. Hanna then laid back on me with my cock still in her ass and Erica leaned over and rubbed Hanna's pussy and clit with her fingers. Hanna was going crazy with my cock in her ass as Erica fingered her pussy. We were still partially clothed and the thought of Erica's employers walking in her room and finding us having sex was mind boggling. Hanna screamed as another orgasm traveled through her and rocked her body with the intensity of her climax. Erica was relentless as she rubbed Hanna's clit. Erica squirmed on my face as her own orgasm approached and then she too cried out in orgasm. Erica's juices covered my mouth and I drank in all her sweet nectar. Hanna's thrashing about had dislodged my cock from her ass and it stood erect between her thighs. Erica then took my cock in her mouth and sucked me off until I came. I warned Erica when I was about to cum but she just picked up the pace and sucked me faster. I shot my third load of the night into Erica's oral cavity and she swallowed every drop that entered her mouth. Erica sucked my cock dry and then the three of us got out of bed and straightened up our clothes. The girls didn't bother with their panties and I assumed they would be naked in bed together after I left. I called a taxi and returned to my rented room CORPORATE AMERICA 1970 The company I worked for moved their corporate offices to the Midwest. I was working in the Management Information Systems Division and I decided to move with the company. I had graduated from college in six years and ready to start my career in Corporate America. I learned very quickly that softball was a big deal in Ohio and I ended up playing on three teams. Between league games and tournaments I played a lot of softball. I met one of the corporate groupies at a game and we ended up at her friend's pad. I fucked Charlotte and my teammate fucked his girlfriend. Charlotte, although she preferred to be called Charlie was one of the corporate groupies at our company. This story takes place in 1971, a year when everyone was sexually promiscuous and condoms were rarely used. There was a bar that all of us hung out at called the Oasis which also sponsored one of the softball teams I played on. I also played for another bar and our company team. All three teams had many of the same ballplayers and we actually did very well in our leagues and in tournaments. It was at a softball tournament that I first hooked up with Charlotte. Charlie was a 28 year old brunette with brown eyes, about 5'5" and 120 pounds. She was not the prettiest of girls but she wasn't ugly either. Charlie had served in the Army before she worked at our company so she was no virgin and no stranger to brief encounters. That weekend afternoon Charlie and I had sex and I learned that she actually preferred anal sex to any other kind. I didn't see Charlie again until Friday that same week. Terry a girl who worked in corporate and her current squeeze Russ had a party at Terry's house. Terry was divorced with a couple of kids and the kids were spending the night at her parent's house. I went solo to the party since I wasn't really dating anyone. Another friend and ball player, Manny was supposed to meet Charlie at the party but he showed up with a last minute date named Cindy. Charlie was miffed but she kept her cool. I had my sights set on a cute thin blonde named Susan. I was drawn to her more by her outfit at first. She looked very stylish and she wore a cap that made her looked very British. I expected an English accent when I spoke to her but I learned that she too worked in corporate and she was originally from Kentucky. Charlie approached me and asked if she could speak with me just for a minute. I excused myself 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 and played with her tits and nipples. I reached with one hand for her pussy and plunged two then three fingers into her quim. Charlie went wild with the double penetration and the manipulation of her tits. She soaked my fingers with her female juice as she had a string of orgasms. Then I felt my seed shoot through my cock into the depths of her ass causing Charlie to groan loudly. She milked my cock dry with her talented sphincter muscle and her hips thrashed uncontrollably ejecting my cock from her ass. I held her tightly and my wet cock brushed against her creamy ass cheeks. "Oh thank you, thank you," she cooed as her body calmed. I washed my cock off in the sink and then dressed and returned to the party. Charlie stayed in the bathroom longer before she left and I did not see her leave. I was talking with Susan again when Charlie left and not long after that Susan invited me to her apartment. 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. Charlie reminded me, "Not too deep at first and then deeper." I eased my cock into her asshole as she maneuvered her body to accommodate the anal penetration. Charlie had her head down on the car seat turned to one side and I watched her face grimace slightly as my cock made its way into her ass. Charlie moaned and groaned as I slowly fucked her going a little deeper in her ass with each thrust. Once I was all the way in I picked up the pace and fucked her until I flooded her ass with my cum. Charlie had her fingers buried in her twat and she brought herself off as I plowed her ass. When my hips stopped moving Charlie milked my cock with her anal muscles and then her hips gyrated as her own orgasm overtook her. I had to hold her tightly to keep my cock in her ass as her hips jerked out of control. My cock softened and I eased it out of Charlie's ass. I knelt there looking at her recently violated asshole and watched as my semen trickled out of her rectum. Charlie remained still for a few minutes with her red dress thrown up over her back and her ass on display. I had some paper napkins in the car and she used them to wipe the semen from her ass before she sat down on the car seat. "You definitely have the largest cock that has ever been in my ass. Do you know how big it is?" Charlie asked. "Well Karen measured it one time when she was blowing me and she said it was over 7 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. I felt like a teenager when we were fucking partially clothed in the back seat of my car. 1972 AND STILL GOING Pam was an attractive woman of 28 years old and I was 31 at the time. It was 1972 and I was still working for the same company at the time I met Pam. Actually she sought me out after seeing me in my softball uniform one evening. She was a little heavier in the hips and thighs than I normally liked but her sexual behavior overshadowed that. Pam worked in a different division in our company and I met her one night at the bowling ally. Pam was an adventurous lover who liked to take risks and seemed to thrive on the possibility of getting caught. Pam was engaged to be married and the idea of her fucking around on her fiancé seemed to turn her on. Our company had a bowling league that met every other Tuesday evening, which I subbed in. After bowling many of us adjourned to the lounge for drinking and dancing. It was in the lounge that I met Pam. I walked in and sat down at the tables that the guys had pushed together and Pam sat right next to me. I had seen her in the league but I had never actually met her before that night. I introduced myself to Pam and she was definitely hot to trot. I couldn't help but notice her engagement ring but that didn't keep her from coming on to me. Some of the people at our tables started dancing and I asked Pam if she would like to dance. She enthusiastically accepted and within seconds we were slow dancing on the dance floor. Pam held me tight and pushed one of her legs between mine. You couldn't have passed a ray of light between us because of how close we were to each other. My cock stiffened in my pants and it rubbed along Pam's thigh. She clearly felt it and moved her hips even more seductively and rubbed against my cock. When a faster song came one I suggested that we take a short break. Not that I don't like to boogie but my pants were straining against my hard-on and I was thirsty. We returned to the table and I poured us a glass of beer from the pitcher. As we were talking and drinking, Pam asked me if I could give her a ride home as she had come to the alley with her girlfriend who already had left. I agreed and we finished our beers and then I took her home. When we got to Pam's apartment she invited me to come in which I thought was odd because she was engaged. Once inside she offered me a drink and then we sat together on her sofa. "You know I could feel you against me tonight when we danced," Pam told me. I laughed and replied, "Yes well we did dance pretty close and I could feel your body as well." "I meant that I could feel your cock rubbing against my thigh. It was obvious that you were happy to be with me," Pam said with a very sultry look. "I enjoyed dancing with you Pam. Where do you want to take this?" 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 hang from her body then I unhooked her bra and pushed it up so her medium size firm tits spilled into my hands. "We shouldn't do this my fiancé is coming over tonight," Pam said unconvincingly and then she kissed me again. We kept kissing and I played with her tits and nipples. Then I moved my mouth down to suck on Pam's tits. As I sucked on her tits and nibbled lightly on her nipples, I unbuckled her belt and slid it off her slacks. Then I unfastened her slacks and unzipped them. I stood up off the sofa and I pulled Pam's slacks down and off her legs. She didn't resist at all, in fact she lifted her legs to help me. Then I hooked my fingers in her panties and slid them down and off her legs. "We really shouldn't, Rob will be here any minute," Pam said as if she was convincing herself. At that point I didn't know whether to believe her or not but we were too far along to stop now. I leaned over to kiss her creamy thick thighs. She gasped aloud at the touch of my lips to her naked skin. I sensed that she was struggling with the decision on how far she should let this go. I could smell the sweet aroma of sex that was given off by her pussy as my face moved closer to her crotch. I lifted Pam's legs to my shoulders and kissed her inner thighs just below her pussy. She groaned with pleasure as she reached down with her hands to control my head. Pam faked trying to keep my head from reaching her pussy but I tickled her outer lips with my fingers and then let them slip inside her vagina. Pam was so wet that two of my fingers slid in easily and she consciously relaxed her grip on my head. I moved my mouth toward her and closed over her pussy shoving my tongue into her wetness. Pam cried out and grabbed my head again but this time she held it tight to her quim. I lapped at her pussy as I fingered her with two fingers. Then I spread her pussy lips apart and located her throbbing clit peeking out from its protective hood. Pam was really excited as her erect clit looked like a teeny dick sticking out. I sucked on her hard clit and she bucked her hips up into my face. I reached under her and cupped her shapely ass cheeks in my hands as I drove into her pussy with my tongue and nibbled on her clit. Pam had a big ass but it was round and firm. Better with Some Clothes On "Oh shit, I'm cumming. Hold me, please hold tight," she screamed as she lost it. The climax rocked her body and I held on for dear life as she thrashed, twisted and bucked all over the sofa. I kept right on eating her pussy and I held onto her shapely ass as she thrashed about. Pam slowly calmed after her intense orgasm and I continued to lick her until her pussy was dry. As we lay on her sofa I continued to lick and kiss her bare thighs as she ran her hands through my hair. "Oh that was something I really came hard. Thank you, thank you!" she murmured and then added, "But you have to go Rob will be here any minute now." There was no way I was leaving now without getting my rocks off and if Rob showed up while I was fucking his fiancée, so be it. Pam watched me as if she was in a trance as I pushed my pants down to my knees and my rock hard cock leaped out. I moved between her thighs and placed my cock at the entrance to her cunt. She shivered in anticipation. I eased her back down on the sofa and proceeded to feed my thick cock to her. "Oh we mustn't, we shouldn't, it is not right, Rob will be her soon and then oh yes, oh it feels so good, oh, oh, fuck me, yes fuck", she cried. I slid in and out of her pussy slowly allowing her to adjust to my size and continued to go deeper with each thrust until I was buried balls deep in her pussy. "Oh my I have never been so full of cock, fuck me, make me cum, make it last forever", she cried out. I pounded her pussy making sure that my cock was in constant contact with her clit. Pam had multiple orgasms as I fucked her. She had nice firm tits with rock hard nipples that extended a ½ inch. I twirled the nipples in my fingers and then leaned over taking one then the other in my mouth. She went wild telling me. "Oh yes, suck my tits, suck my nipples, fuck me good!" I could feel my balls start to tighten and I knew it wouldn't be long before I filled her pussy with my cum. Pam stiffened and then had another violent orgasm. She yelled, "Hold me, please hold me, I'm cummmming!" I reached around behind her and pulled her toward me as she shook and trembled throughout her intense orgasm. As she was cumming so did I and I fired a barrage of cum into her pussy. As she started to recover I laid her back down on the sofa and slowly fucked her as my cock softened. My cock was swimming in her cunt; there was so much of my spunk in there mingling with her own juices. "Oh you filled my pussy up with your cum. Please go now, Rob is on his way here," Pam said again. I pulled my underwear and my pants back up and re-dressed. I took another sip of my drink and then I told Pam that I would leave now. I walked to her door and she quickly got up and followed me. She stood in her doorway partially naked and kissed me goodnight as I left. It was as if she wanted to be seen without her slacks and panties. Then she closed the door behind me and I could hear the lock being turned in the door. I made my way over to my car and I did not see anyone in the parking lot. I wondered if Pam's fiancé was really coming over that night or was this just part of Pam's fantasy or game playing. I drove back to the bowling alley to see if anyone was still hanging out. There were a few stragglers so I joined them and had a few drinks before heading home. A couple of them teased me about being gone for awhile after I took Pam home. I told them I had some errands to run after I dropped her off, as there was no point in telling them about Pam and me fucking each other. I thought that my date with Pam was one night stand and that I wouldn't make it with her again. However she pursued me and we ended up spending a lot of evenings together. One night after bowling we went out with Manny and Cindy. Manny had heard about this group playing at another lounge so the four of us went there. I followed Pam home so she could drop off her car. We had a good time dancing and we enjoyed the group playing at the lounge. Afterward I drove Pam back to her apartment and she had me park in a secluded part of the lot. "Rob is here, I saw his car in the lot," she said. "Here we go again," I thought to myself. "Since we can't go in," Pam said as she reached for my belt buckle. Pam unbuckled my belt and then unfastened my pants. I lifted my hips and she pulled my pants and underwear down below my crotch. My erect cock caught in the waistband of my underwear and then bobbed in front of me as it cleared the waistband. That seemed to turn Pam on. "Oh ho, someone is happy to see me," she said as she reached for my cock. Pam then lowered her mouth to my cock and deep throated me taking as much as she could on her initial descent. She had a marvelous technique of swirling her tongue around my cock while it was in her mouth. Pam's head bobbed up and down on my cock and I felt my orgasm building in my balls. I opted not to warn her that I was about to cum. Pam sucked my cock with enthusiasm as she tickled my balls and perineum. I felt my semen travel the length of my cock and shoot into her mouth. Pam sucked and swallowed as fast as she could, not missing a single drop of cum. Pam kept sucking me keeping me hard long after I finished cumming in her mouth. "I need to sit on your dick," she said. We scrambled into the backseat of my car and Pam reached under her skirt and removed her pantyhose and panties. Then she straddled my cock and serviced herself. I was pinned to the car seat so Pam did all the work. She rode my cock through multiple orgasms until I came again. Then she stopped moving and placed her head on my shoulder and eventually calmed down after cumming several times. "I better get inside, Rob is probably wondering where I am," Pam said. She got out of the car and just carried her pantyhose and panties with her. I watched as she walked across the parking lot and I envisioned cum running out of her pussy and trickling down her inner thighs. If Rob was there would she kiss him with the taste of cum still in her mouth? Would he eat her pussy with my seed still in her cunt? Or was he even there tonight or was it just another game that Pam liked to play? I would never know but it was fun to speculate. Pam and I saw each other once a week for the next several months. She seemed to like to take chances and we had sex in public places a couple of times. Once I had to drive her to pick up her car at the service center and it wouldn't be ready for another hour. Instead of waiting in the customer waiting room we fucked in my car in the dealership parking lot. Another time she sucked my cock and I ate her pussy in my office. Once we fucked in the exercise facility at her apartment. She was bent over the weight bench with her sweats and panties around her knees as I fucked her. I had simply lowered my shorts and briefs to my knees and we both cared less if someone should come in the exercise room. Pam was always acting worried about getting caught by Rob but he never seemed to materialize. To this day, I still think that it was all part of her fantasy. THE SALES WORLD In 1979 I went to work for a computer software company headquartered in New Jersey. I was based in Midwest office as the Western Region Manager. I had sales staff in California, Texas, Colorado and Illinois. Our technical support was located in New Jersey. I had been banging two of the sales girls who worked for me but always on the road in a hotel room. It was 1981 on a trip to Arizona that I got close to Sue one of our technical support representatives. I was in Arizona with Dennis, Bonnie and Sue. Dennis was the West District Manager based in California and Bonnie was one of the sales staff from the same office. We were staying in a metro hotel that was close to the state offices. That evening the three of us had dinner together and reviewed the presentation. Bonnie and Sue were both nervous about the meeting with the State of Arizona. Bonnie was nervous because of the size of the deal and Sue was nervous because it was her first meeting ever with a prospect. The next day we traveled to the state offices and set up for our presentation. There were 30 people from the state in attendance representing the eight data center sites. We began the all products presentation at 9:00 AM, took a break at 11:00 AM and resumed the presentation at 11:30 AM. We broke again for lunch at 1:00 PM and resumed at 2:00 PM. I wrapped up the presentation at 3:30 PM and then we spent another hour addressing specific technical questions and issues. At 4:30 PM we departed the state office and then had our own debriefing. "I don't know about anyone else but I am ready for a drink," I said. Everyone agreed so we went to a Bennigans which was near our hotel. We grabbed a round table and then debriefed the day. Everyone felt that the presentation went well and that we effectively addressed the prospect's objectives. After a couple of drinks we decided to have dinner at Bennigans since we were already there and we didn't feel like driving to another restaurant. We went back to the hotel for the evening. Dennis and Bonnie were staying in Phoenix for a few more days to make sale calls together. I was headed back to Chicago in the morning and Sue was headed back to New Jersey. I decided to hit the outdoor swimming pool and Jacuzzi that night before turning in. Sue told me that she would join me if she had thought to bring a bathing suit. I offered her my work out shorts and a dark short sleeve shirt to wear. She stopped by my room with me and checked out the outfit that I suggested. She accepted it and I told her that I would meet her by the pool. Sue joined me poolside and we swam a few laps before hitting the Jacuzzi. When I got out of the pool I noticed that Sue's eyes went to my crotch. I was wearing a tight Speedo swim suit that showed off my package. I walked over to the Jacuzzi and turned on the jets and then eased into the warm water. Sue joined me and at first she sat across from me. Then she moved closer to me since it was hard to hear. I don't know why I reached for her and why she willingly moved into my arms, maybe we were just both horny. I kissed her and ran my hands up under the t-shirt. I found her firm tits and extended nipples and squeezed them gently. She had the firmest tits that I had ever felt. I dropped my hand to the shorts and slipped it underneath through one of the leg openings. My finger slipped in her pussy and Sue gasped aloud when she felt the penetration. I reached down with my other hand and pulled my Speedo to the side freeing my cock and balls. Then I guided Sue into my lap and onto my cock. I began to fuck her slowly and she cooed as my cock slid in and out of her hot pussy. She still had on the t-shirt and shorts and I still had on my bathing suit. If anyone was to come by and see us in the hot tub they would think we were just making out. It was night time and the Jacuzzi jets masked our coupling so no one would know that we were fucking. The only time we had to stop was when the timer on the Jacuzzi expired every 30 minutes. I would pull my bathing suit over my cock and balls, get out of the Jacuzzi, reset the timer and then get back in where we resumed fucking. Sue was close to her first orgasm when she whispered, "Oh I never knew you were such a romantic." I just smiled and kept fucking her until she came, "Oh here it is," she said as her body tensed and she orgasmed. I just held her on kept moving my cock in and out as she climaxed. It was the first time that I had ever had sex in an outdoor Jacuzzi and it was kind of a turn on. "I wonder how many people have cum in this hot tub," Sue giggled and then asked, "Are you close?" "Very," I replied and asked, "Can I cum in you?" "Yes, I'm on the pill," she whispered in my ear. I kept moving in Sue's pussy and I felt my balls tighten. Sue whispered between kisses. "If I had another mouth it would be wrapped around your balls right now." Then I felt my surge and I spewed cum deep into Sue's womb. As I filled her pussy with my seed I felt her body tense again and I knew that she had cum again too. She held me tight and drove her tongue deep into my mouth. My hands found her firm tits again and held them as she rocked in my lap. Then Sue broke the kiss and buried her face between my neck and shoulder as she shuddered with her second orgasm. We separated in the Jacuzzi just as the timer expired. Then we went into the swimming pool and cooled off before returning to our rooms. Sue asked me to come to her room where we made love some more. She was dying to suck my cock so we ate each other in a 69 position cumming in each other's mouth and then I fucked one more time before calling it a night, although I couldn't cum a third time. I returned to my room and asked for a wakeup call before I went to bed. I was sated and tired and I had an early flight in the morning. Before I dozed off I thought about what happened. I had no plans to try and seduce Sue it just seemed to happen. Obviously we were both in the mood and it worked out for us. The next morning Sue and I were on the same shuttle to the airport so I called her room right after my wake-up call. As I suspected she was sound asleep and she would have overslept if I didn't call. On the way to the airport she told me that I would have to come to her apartment complex some time as they had an outdoor Jacuzzi. I smiled and told her that I would definitely take her up on that offer. On the flight back to Chicago I thought about my upcoming trip back to corporate. Sue would now expect me to see her while I was in town although I didn't know how that would happen since she had a boyfriend. Then I closed my eyes and dozed for most of the flight. Sue and I never did hook up again but it had been a great one night stand. BACK TO MANAGEMENT The software company was acquired by another company in 1985. I went back on the market and accepted a position with a major healthcare company heading up the IT division. I inherited a secretary who proved to work out very well. She was very loyal and handled sensitive information effectively. I eventually promoted her to Administrative Assistant which was the more accepted title at that time. Cathleen and I first hooked up accidently after a management retreat and we had great sex. I attributed it to the fact that we both had a lot to drink and that it would never happen again. Cathleen was 35 years old and married to a man of my age of 41. She had short blond hair with a 34-25-35 figure. At 5'5" and 120 lbs. she was small breasted and her best asset was her ass. She was solidly built and exercised regularly and in excellent shape. Cathy was not a beautiful girl but she was attractive and dressed very tastefully. Cathleen participated in aerobics held in the building on Tuesday and Thursday evenings. Often after aerobics she would come back to the office and finish up some administrative tasks. She would still be dressed in her spandex which showed off her firm legs and shapely ass. It took all my restraint not to touch her hot looking bubble butt. One day Cathleen came to me and asked if we could stay late one evening and go through a large number of file cabinets. She told me we were running short of space but she did not want to throw anything out without checking with me. The best night for her would be either a Tuesday or Thursday after aerobics. I agreed and we set the date for the house cleaning. The following Thursday after aerobics Cathleen and I tackled the project of cleaning out the files. It was a huge task and took us several hours but we emptied about twenty file drawers. Most of the stuff was old IT material that could be tossed. As we worked that evening it was hard for me to keep my eyes and hands off of Cathleen's butt. I was tempted to risk it and touch her but I thought better of it. I was always concerned about sexual harassment in the work place. Cathleen then surprised me. "Will we ever do anything like we did in the hotel again? And don't tell me that you don't know what I am talking about," she challenged. She caught me totally off guard and I replied, "I thought that may have been a case of both of us drinking too much and getting carried away. Since you didn't say anything before now I left it alone. I would love to get together again if you are sure that is what you want." "It is definitely what I want. We had great sex that night and it was the best in years," she whispered. We wrapped up our work and went over to the local bar to get something to eat. The bar was known for the best burgers in the area. The parking lot was in back and it could not be seen from the street. Cathleen and I had burgers and a couple of beers before calling it a night. During our meal we discussed how we could get together in the future and the importance of being discreet. After our meal I walked Cathleen to her car and she asked me to get in for a minute. Well we there longer than a minute as she proceeded to give me a fantastic blow job. She unbuckled my belt, unbuttoned my trousers and pulled them along with my boxers down to my ankles. As Cathleen pulled my boxers down over my balls she licked and sucked them before kissing her way up my shaft. Looking up into my eyes, she slid her lips over my bulging head with her hand still wrapped around my shaft. Her tongue swirled under the ridge of my crown as she sucked me deeper into her mouth. She tested her gag line and was soon taking my entire cock down her throat. My cock was alive and my hot flesh pulsed against her lips. She pulled me deeper into her mouth, pressing her lips tightly against me and sucking hard. The feel of my hard cock sliding between her lips and over her tongue had me on the verge of a huge orgasm. Cathleen slipped her hand into her spandex and fingered her dripping pussy. The smell of sex was rampant in her car. I grabbed the back of her head and started fucking her face. She was slurping and sucking as fast as she could. Cathleen drooled as she tried to keep up with my thrusting motions. Her fingers dug into my thighs, moving her head as I pumped my cock in and out of her mouth. I knew her pussy needed attention but I wasn't about to stop anything she was doing. I could sense that I was going to cum soon and I warned her but she just kept sucking me in anticipation of receiving a creamy treat. I felt my cock swell and knew that she was about to receive my load. Muffled moans escaped from her throat as she eagerly sucked my dick awaiting her prize. She moved her lips up and down over my shaft in rhythm with my thrusting motions. She was drooling like crazy and I could feel it running down my pecker onto my balls. My breathing became more erratic and I was about to lose control. Cathleen looked up at me with those big eyes and nodded her head, letting me know she wanted to taste my seed and then covered my cock with her mouth just as I lost it. I let out a soft grunt as I pumped stream after stream of hot cream into her mouth. I shot the first jet against the roof of her mouth then several more blasts of hot cum poured into her mouth. She moved her hand under my scrotum to squeeze out the last few drops and then Cathleen had her orgasm. Apparently the feel of my throbbing cock in her mouth, the taste of my seed and her hand in her cunt was just too much. The pressure in her lower tummy gushed out through her pussy and soaked her fingers. My cock fell from her lips and cum dripped from her lips and chin as her body jerked and shuddered in orgasm. Cathleen looked up at me when she was done, blotches of cum glistened on her lips. The smell of pussy in the car was powerful. I took Cathleen's hand and licked her fingers clean of her pussy juice. I pulled my underwear and trousers back up and dressed the best I could in the confines of her car. We said good night and I went to my car feeling totally drained as I drove home. Better with Some Clothes On The night in the parking lot started our torrid affair and over the next several weeks we would get together on Tuesday and Thursday evenings after aerobics at a hotel. Typically the evening went like this; Cathleen would suck my cock and I would eat her pussy, then I would fuck her pussy and finally her ass, cumming in her ass. We also brought sex into the office on days when we would not be meeting later at the hotel. Cathleen would give me marvelous blow jobs in my office. She loved to suck my cock and swallow my load. Having sex in the office was the best as it excited both of us to know that over a thousand of people were in the building. One day Cathleen brought in some documents for me to sign. She walked around to my side and placed the papers on the desk. As she leaned over to point out the signature line I let my hand slide up her leg under her skirt. I stroked her nylon encased leg all the way up to her ass. Cathleen smiled and then went over to the office door, closed and locked it. Then she returned to my side and assumed her previous position. I fondled her ass for awhile and then I lowered her pantyhose and panties to her knees. I kept a tube of lotion in my desk and I lubed up her bottom and fingered her ass. I played with her pussy as I fingered her ass and she squirmed on my hands and fingers. "Yes, play with me. It feels so good. Make me cum, make me cum," she repeated over and over. And cum she did soaking my hand with her female juices. She had to cover her mouth to muffle her moans of ecstasy. Then after she composed herself she had me stand up and she knelt in front of me. Cathleen unbuckled my belt and lowered my pants to the floor. Then she slowly pulled my boxer shorts down my legs. She loved it when my erection got caught in the waistband of my boxers and my cock would spring forward as it cleared my shorts. Cathleen then sucked my cock until I came in her mouth. Cathleen always wore long loose fitting skirts in the work place so I decided she needed to shed the panty hose and wear something more appropriate for sex in the office. I brought a Victoria's Secret catalog into the office one day. Cathleen stood by my side as we looked at the catalog on my desk. As she paged through the catalog, I stroke her legs and ass again through the pantyhose. Then I lowered her hose and panties and played with her naked ass and pussy again. Cathleen came on my fingers again and then she gave me one of her wonderful blow jobs. Cathleen selected a couple of items form the catalog to replace her panty hose. That day at lunch time we went over to the Victoria's Secret store in the nearby mall and purchased nylons for her that had thigh high elastic tops. We also picked out some crotch-less pantyhose that were very erotic. The panty hose had a waistband and two side panels attached to the stocking part. When Cathleen wore the new pantyhose her ass and pussy were bare and her ass looked great framed in the hose. Cathleen started wearing both the thigh high stockings and the crotch less pantyhose to the office along with sexy panties. It was very erotic when I slid my hands up her stocking covered legs to her bare skin just above the elastic tops. I would caress her bare skin before cupping and fondling her ass cheeks. Then I would remove her panties slowly dragging them down her legs and by the time I touched her pussy she was sopping wet. Cathleen would move to the chair in my office and place her legs on my shoulders as I ate her pussy and fingered her asshole. She would have intense orgasms and coat my face with her pussy juice. Then we would finish with another one of her signature blow jobs. MORE SEX IN THE CAR A couple of times Cathleen would need a ride home because one of their cars was in for repairs and Jerry would take the available car. We would work late into the evening and then drive to her house in the dark. As we drove I looked at Cathleen as she shifted in her seat pulling her dress up showing more of her upper thighs and the elastic tops of her stockings. She smiled as she gradually opened her legs more giving me a glimpse of her inner thighs. Then she reached under her dress and removed her panties. As I reached across the car seat Cathleen arched her back a little then spread her legs further apart, giving me access to her genitals. My fingers began slowly teasing her clitoris and then caressing the folds of her labia. My index finger pushed its way between the textured folds to pause over her sensitive bud and it caused an involuntary gasp to escape her lips as she felt the gentle touch. Her legs jerked slightly to allow my hand easier admittance to her vagina as I pressed my hand between her trembling thighs and gently kneaded the soft flesh of her slippery vulva. I continued to wiggle my finger about inside her juicy passageway before her groin started to clench and spasm sporadically. I could feel the warm fluid seeping from her aroused sex and I forced my hand harder against her cunt. Cathleen gave a muffled cry, clamping my hand between her legs against her pussy, as the orgasm slammed into her. My arousal was clearly evident as the bulge at my pelvis was enormous with my dick straining at my trousers. As her orgasm subsided Cathleen couldn't resist reaching into my lap and squeezing the hardness beneath the fabric of my pants. She fondled my stiffened cock and then slowly traced the outline of her lips with her tongue. Cathleen reached for the zipper of my pants and tugged it downward, putting one hand inside the gap to retrieve my engorged organ. Then she slowly lowered her head to flick the top of my penis with her tongue. I released an involuntary sigh as the she took in as much of my cock as she could and then returned to lick the head, lapping away at a trickle of pre cum. Cathleen continued sucking vigorously on the length of my shaft as my orgasm erupted. My hips jerked uncontrollably as I struggled to keep control of the car but she never released her grip. She swallowed all of my creamy discharge and when I eventually stopped cumming she pulled her head away. Some of my fluids dribbled down the side of her mouth but she quickly swiped it away with the back of her palm and licked it clean. I pulled up in front of her house minutes after cumming in her mouth. "I am really enjoying these rides home," she teased. "As if I don't," I retorted. Cathleen got out of the car and I drove back to my home. What a ride that had been! Another night after aerobics, we went to the bar for a couple of drinks. After a few drinks we adjourned to my car so that Cathleen could suck me off. As she was blowing me she pushed her spandex down to her knees baring her ass and pussy. I played with her ass and fingered her pussy as she sucked on my cock. She lifted her head up and said, "I wish you could fuck me in the ass tonight." I asked her if she had any lotion and she dug it out of her purse. I reclined the passenger seat all the way until it was almost flat and had her lay face down. I prepared her ass with the lotion and my saliva. I pushed my trousers and undershorts down past my knees, lubed up my cock and got on top of her. It was tight quarters but I managed to get my cock into her ass and started banging her hard. Cathleen pushed up at me as hard as I pounded her. Soon we were both sweating and breathing hard. We made quite a sight if someone should happen to look in the car window but we were past caring about that as we raced toward our mutual orgasms. As soon as my spunk filled Cathleen's ass her body went into spasm with her own orgasm. I lay on top of her keeping most of my weight off of her until we recovered. We cleaned up the best we could and headed home. SEX ANYWHERE AND ANYTIME Over the next five years up to the end of 1989 Cathleen and I continued our affair. We continued to have sex in the office, car and a romantic interlude hotel. There were times after aerobics that Cathleen would come into my office and I would pull her spandex down just enough to bare her ass. I would fondle her ass and finger-fuck her pussy. There was no shortage to our imagination and willingness to have sex in public as well as private places. Cathleen, I was to learn, was somewhat of an exhibitionist. She loved to be totally naked in private places and was really turned on by the chances we took in public places. She loved it when I ran my hands under her skirt and inside her panties. She loved it when I pulled her spandex down to her knees and played with her buns and pubes. Cathleen could never seem to get enough of my cock. She loved to fuck me, suck me and have me fuck her ass. I was always concerned about the possibility of someone walking in on us even though the office door was locked. Staff from facilities and security had master keys and they could easily enter my office. It was one of the reasons we were never totally naked in the office. If someone did try to enter the office we could be dressed before the door opened. However, Cathleen wanted to expand our office sex beyond oral sex and fingering. So I picked up a door brace at the hardware store and we used that to keep any intruders out. Cathleen would enter my office close and lock the door and then put the door brace in place. Then she would stand next to me and hold her skirt up while I pulled her panties down and off her body. She then moved to one of the chairs in my office and sat in it with her legs splayed and her pussy on display. I moved over to her, dropped my pants and undershorts and put my cock in her pussy. I fucked Cathleen until she came several times. Sometimes I would cum in her pussy and other times I would fuck her ass. Cathleen would kneel on the chair with her skirt thrown up over her back and her beautiful ass pointed at me. I took the lotion from my desk and lubed her asshole and my cock and then fucked her until I filled her ass with my seed. I kept paper towels in the office and we would both clean ourselves up and then get dressed. Cathleen loved our games and she loved to act as if it were the first time each time. She would stand by my desk acting innocent and awaiting my move. I slid my hand up her leg and I felt her tremble slightly as we had played this game before and she knew where it was going. I let my hand ride about and down her stocking covered leg for a few minutes. Then I let my hand wander above her knee and past the top of her elastic top hose. Cathleen shivered as my hand touched the bare skin of her upper thigh. I caressed both of her thighs and I could tell that she was getting hot. The back of my hand brushed against her panty covered pussy and I could feel that the panties were soaked with her excitement. Cathleen moved her legs wider apart causing the skirt to tighten around her shapely ass. I rubbed her inner thighs between her legs and flicked my fingers over the material covering her vulva. Cathleen jumped involuntarily when she felt my hand on her pussy. "Your panties are very wet Cathleen. Would you like me to take your panties off you?" I teased her. Cathleen nodded and gasped, "Yes, please take my panties off." I eased her panties down over her buttocks, past her thighs and then let them slide to her ankles. Cathleen stepped out of them and I put them on my desk. I returned to fondling her ass and thighs and I soon had her squirming with desire. Cathleen moved her body as if she were trying to get my hand near her pussy so I slid it between her legs and stroked the outer lips of her labia. Cathleen squirmed under the touch and emitted a soft groan. I started to push Cathleen's skirt up but she stopped me and then she took it off. It was a wrap around skirt and she had it off in an instant. She looked so sexy standing there leaning forward slightly on my desk. Her cute ass was framed by her thigh high hose and her short blouse ending at her waist line. She actually looked hotter by keeping the blouse on. I ran my hands all over Cathleen's ass, thighs and pubes feeling her wet pussy. I slipped my finger into her vagina and then added a second one. I took some lotion from my desk and I pushed a finger between the cheeks of her ass and massaged into her nether hole. Then I fingered Cathleen's ass and pussy at the same time. She was going wild with the double penetration and cried out to me. "That's it finger me, play with me. Make me cum, please make me cum," Cathleen pleaded in a deep whisper. I continued to work her ass and pussy and within minutes she had her first orgasm. Cathleen held onto the desk with both hands as her body jerked and spasmed with her climax. I worked my fingers in and out of her holes as she clenched and relaxed her vaginal and anal muscles tightening herself on them. I pulled my fingers from her holes and I stood up behind her. I dropped my pants and boxers to my ankles and brought my rock hard cock to her buttocks. I let it rest against the hot flesh of her ass and I leaned over and whispered in her ear. "Where do you want it first today? Do you want it in your ass or do you want me to fuck your pussy first?" I teased her and then licked her ear. "Fuck my pussy first and then my ass. I want you to cum in my ass," Cathleen murmured. I then eased my cock into her pussy and fucked her from behind until Cathleen orgasmed once again. Then I moved my cock to her ass and fucked her for a short time before I unloaded my semen in her anal canal. Cathleen looked so hot leaning over the desk with my cock sliding in and out of her asshole that I just couldn't prolong my ejaculation any longer. I leaned over her and she milked my cock dry until it softened and popped out of her ass. Our sexual encounters in the office usually ended up the same way, with me cumming in Cathleen's ass but only after she had cum herself two or three times. Cathleen would surprise me from time to time. One day she leaned over the desk and as I ran my hands up her legs I discovered that she had already removed her panties. Another time she just walked in and immediately took off her skirt and panties. Without her skirt and panties she looked very hot in just her hose and blouse. Once she brought a dildo with her and put it in her pussy so that when I took off her panties I would find it. Cathleen liked being fucked in the ass and having her pussy filled with the fake cock. Some days when she needed a ride to work I would pick Cathleen up at her house. On the way to the office Cathleen would remove her panties and I would play with her pussy. Once we reached the office we were both very hot and we went inside and fucked like rabbits. Cathleen loved anal sex and I came in her ass frequently. In 1989 I was recruited by a major company in New York. I was thrilled to be going back to my roots and I had hoped to end my career there. I would miss Cathleen but New York was known for its ladies and I was sure that in time I would be busy again. However I have to admit that Cathleen was the best sex partner ever and we loved having sex in the office, car or wherever we could. It was the best sex of my life but it was the partially clothed sex that was the most thrilling. To this day all of my partially clothed encounters were exciting and memorable.