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Sex in Public and Risky Places Ch. 01

By: walterio



Author's Note: Over the years I have had sex in interesting places, some public and others risky. As I reflect on those days past I realize just how risky some of those encounters were and how fortunate I was not to be discovered. Others were not risky but wild and exciting as they took place in a third party's residence with the person in the other room. I decided to revisit those encounters and share them with the readers. As I wrote the story it was getting very long so I decided to break it up into chapters as the characters changed from one chapter to the next. 

INTRODUCTION

The public places in which I had sex include cars, vans, on the lawn, by a lake, on the beach, in a gondola, in a Jacuzzi and in my office. The places I consider risky include my rented room at college, someone else's apartment, my neighbor's swimming pool, a bar store room and in the bathroom at a party. By risky I mean the chances of being discovered and witnessed by others. 

I thought at first that I would write about each experience by location. However sometimes the sex started in one location and moved to another. Therefore I decided to write the stories as they occurred in chronological order beginning in 1960. I skipped over the high school years which included the drive-in movie pussy fingering and hand jobs. The story begins when I was in the Marine Corps and stationed in Naples, Italy. Keep in mind that I had many memorable sexual encounters but I have selected the best that occurred in public and risky places.

ITALY 1960 AND 1961

VITTORIA, EMMA AND CARLA

I was stationed in Naples, Italy in 1960 and 1961 and I had turned 20 years old in 1961. Our barracks was located in a suburb of Naples several miles from downtown. The area had its own bars, restaurants and stores that were frequented by the Marine and Navy personnel located there. I was in a security guard detachment and had post every other day and every other weekend. The weekends off where the only times that we had overnight liberty and the other days we had to be back in the barracks by midnight. I was a tan 6'1," 190 lbs, brown hair with steel blue eyes and very fit and I was blessed with a 7+ " thick cock. I was very Irish looking so my speaking Italian often surprised people.

It was in 1960 that I met Vittoria, Emma and Carla. I dated Vittoria for a brief but memorable time. She was a 19 years old dark hair beauty with a great 36-24-36 figure. She had short dark brown hair and deep brown eyes. Vittoria was 5'5" tall with shapely legs and a nice bottom. She lived with Emma in an apartment not far from one of the bars that I frequented. I met her one night by accident and it happened to be a night that I had overnight liberty. We had great sex that night with Emma and her husband right in the next room.

Emma was an attractive 26 year old Italian woman married to a Navy guy named Jeff. Emma was about 5'4" and very slender although she had the bumps in the right places. She had small breasts, nice legs and a curvy bottom. Emma also had short brown hair and brown eyes. Carla, who was dating a Navy Guy, sometimes crashed at Emma's apartment. She stayed there at times when Jeff had duty at the base. Carla was not as pretty as Vittoria or Emma but she was not sore to the eye either. She had a great body and I was sure that her boyfriend loved banging her. Carla was 24 years old.

The first night Vittoria and I had sex we fucked all night and hardly slept. At 19 years old I could go all night and cum at least four times. That night we fucked in the missionary position each time and I flooded her pussy with enormous loads. Vittoria went wild and she seemed to have a continuous string of orgasms. All the while we fucked I had the sense that we were being watched but I chalked it off to the fact that Jeff and Emma were in the next room.

The apartment was a one bedroom, one bath with a kitchen with a dining area and a small gathering room. Vittoria slept in the gathering room on a pull down bed. Once Jeff and Emma turned in then it was my time with Vittoria. On the nights I did not have duty she and I would make love until about 11:00 PM and then I high tailed it back to the barracks before midnight. On the weekends I had overnight liberty, I would stay with Vittoria Fridays and Saturdays providing it was okay with Jeff. Emma didn't ever mind that I was fucking Vittoria in the next room. In fact the times that I thought someone was watching us, I suspected in was Emma.

On one weekend that I had overnight liberty it got crazy. Jeff had duty that weekend and that Friday evening my friend Gary, a fellow Marine, hooked up with Emma. I had heard that Emma was sleeping around but I had never witnessed it. Apparently Gary had fucked her before and she had a crush on him. That night Gary and Emma were going at it in Emma's bedroom as I was fucking Vittoria in the hide-a-bed. Vittoria and I had never engaged in oral sex but that night she asked about it.

"Have you ever eaten a girl's pussy?" she asked.

"Yes, a few times," I admitted.

"No one has ever done that to me," she told me.

"Would you like me to do that?" I asked her.

"I would like to see what it feels like," she said nervously.

I moved down her body between her legs and just before I lowered my head she sat up and hugged me. "I'm afraid," she said.

"Don't be, just lie back and enjoy it," I assured her.

Vittoria reclined on her back and I moved her legs apart. I 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 her emotions. 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 Vittoria's legs to my shoulders and kissed her inner thighs. She groaned with pleasure as she reached down with her hands to control my head. I tickled her outer pussy lips with my fingers and then let them slip inside her vagina. 

Vittoria 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. Vittoria 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. Vittoria was really excited as her clit was erect. I sucked on her hard clit and she bucked her hips up into my face. I reached under her and cupped her shapely ass cheeks in my hands as I drove into her pussy with my tongue and nibbled on her clit.

"Oh I'm cumming. Hold me, please hold tight," she murmured 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 bed. I kept right on eating her pussy and I held onto her shapely ass as she thrashed about. Vittoria slowly calmed after her intense orgasm and I continued to lick her until her pussy was dry. As we lay on the bed I continued to lick and kiss her bare thighs as she ran her hands over my short hair.

She told me mixing Italian and English that she liked it. I kissed her to let her taste herself and she had a confused look on her face. I was rock hard and ready to fuck again. Vittoria never expressed any interest in sucking my cock so I moved between her legs and began to fuck her. I had already cum once that night but I was ready to fuck her all night just as we had in the past. I forgot all about my buddy Gary and Emma in the other room. Just then the apartment door opened and we all freaked out thinking that it was Jeff but it was Carla. She had decided to crash at the apartment for the night.

Carla went in the bedroom and walked in on Emma and Gary naked in bed. Then Carla came into the gathering room where Vittoria and I were in bed. Vittoria had jumped up and put on her nightgown but I was still naked under the covers. Vittoria ran onto the bathroom and Carla shocked me when she lay down next to me in the bed. She was still full clothed. 

"You embarrassed?" she asked.

"No, I'm not embarrassed," I told her.

Carla then lifted the bed cover and looked under it at my naked body. I was not hard but my semi-erect cock got her attention. Carla reached under the covers and grasped my cock and squeezed it gently. "Nice," she stated as she stroked it to hardness. The bathroom door opened and Carla quickly removed her hand leaving me hard under the covers. Vittoria walked back in the room and scolded Carla in Italian for being in the bed with me. Carla jumped up and went back in the bedroom with Emma and Gary.

I heard Carla ask Emma and Gary, "You finished?" I laughed but Vittoria was clearly annoyed with Carla's presence. Apparently Carla stayed in the bedroom with Emma and Gary because she didn't bother us again. After Vittoria got over her brief spat of anger I calmed her down with foreplay. I kissed her breasts and gently nibbled on her nipples which got her very hot. I worked my way back down her body and she realized that I was going to eat her pussy again. She cradled my head and guided it toward her mound. I placed her thighs on my shoulders and plunged my tongue into her sopping wet cunt. I lapped away at her pussy and nibbled her clit driving her to another massive climax. Vittoria moaned and pulled my face tight to her pussy just before she gushed into my mouth. I knew then that she was hooked on oral sex.

I moved into position to fuck Vittoria again and I didn't last long before I flooded her womb with another massive load. It was the second time I had cum that night and I knew that I was good for at least two more. The idea of fucking Vittoria with three people in the other room added to the excitement of the evening. Vittoria was tired and she wanted to rest so I let her sleep. I eventually dozed off but later I had to piss so bad it woke me up.

I eased my body out of the bed so as not to disturb Vittoria and I went quietly into the bathroom. I didn't think to lock the door as I planned to pee and then return to bed. I had assumed that everyone was asleep. As I was standing there peeing into the toilet, the bathroom door opened slowly. I turned to stop the door from opening but it was too late. A totally naked Carla entered the bathroom and at first I thought she had to use the toilet but I was mistaken. She signaled me to be quiet by holding her finger up to her lips. She closed and locked the bathroom door behind her and then stood behind me as if I finished peeing. Her firm tits pressed into my back as she circled her arms around my waist.

When I finished peeing, Carla washed my cock with a washcloth as she stood behind me with her tits still pressing into my back. I turned towards her and she dropped to her knees and took my cock in her mouth. She proved to be an excellent cocksucker. She bobbed her head up and down, swirled her tongue around my shaft and fondled my balls with her hand. I knew if she kept it up that I would not last much longer and I was expecting to cum in her mouth. Carla however had other ideas and she stood up and moved me to the side of the bathtub. 

I sat on the side on the tub and she straddled me lowering her pussy onto my cock. She was hot and ready to blow within minutes. Carla rode my cock as I alternated between fondling her tits and ass. She was moaning into my shoulder to muffle the sounds. I was caught in the moment and I didn't even think about the other people in the apartment. My only thoughts were to get my rocks off again and fuck Carla senseless. She held me tight and her entire body went stiff as she orgasmed. I held her tight and let my cock soak in her juicy pussy. Once she began to recover, I resumed fucking her. This time I was determined to cum and cum I did. I shot a huge load in her pussy as she experienced another orgasm. We held each other until my cock softened and she relaxed.

Carla and I separated and I exited the bathroom. Vittoria was still asleep when I crawled back into bed. I heard Carla come out of the bathroom and go back in the bedroom. I wondered if Gary was still in bed with Emma. I fell asleep thinking about the bizarre events of the evening. I liked fucking Vittoria although I wasn't in love with her. Since we weren't in love I didn't feel that guilty about fucking Carla especially since she initiated it. However I knew that if Vittoria had caught us she would have had a fit and it would be the end of our relationship.

VITTORIA AND EMMA

The following morning after everyone was up and dressed, we all went to a sidewalk café and had a light breakfast of juice, pastries and espresso. None of us discussed the night before and Carla was so cool that no one even suspected that she had fucked me. We had several cups of espresso and enjoyed the Saturday morning people watching. Carla was the first to leave because she had to meet her Navy boyfriend. Emma and Vittoria needed to do some shopping so they left Gary and me at the café. We agreed to meet later at the apartment.

"Gary, did Carla sleep in the same bed with you and Emma last night?"

"It was unbelievable Walt. She was right next to us as we fucked and then she would ask if we were finished," Gary replied with a laugh.

"Did she try to join in or anything?" I pressed.

"No, she just laid there and watched. It was fucking eerie. She did go to the bathroom for quite a while and that gave me a chance to fuck Emma again," he told me.

I never told Gary that I fucked Carla in the bathroom. No one needed to know. Gary and I then finished our espresso and headed back to the barracks. We showered, dressed and ate lunch at the mess hall. Later we went back out and headed to the bar for a few drinks before going to the apartment. At the bar we ran into a couple of babes who usually hung out there. 

Terry a tall thin Italian girl worked at the bar but she was off that day. She was seeing another Marine on a regular basis but it was rumored that she was banging some other guy too. I didn't much care for her and the feeling was mutual. The other woman there was Gianna. She was married to a U.S. civil service worker who was twice her age. Gianna was very attractive with a great figure. It was known that she slept around and she liked fucking younger guys. She was 28 years old with a tight 34-23-35 figure. 

Gary and I chatted with the two of them and he got chummy with Gianna. Terry ignored me which was just fine. I looked over at Gary and Gianna who were now sitting close to each other and I saw that Gary had his hand on her thigh. I sipped my drink and watched Gary's hand travel under her skirt. Gianna just smiled and moved her other leg making it easy to get to her pussy. Gary's hand disappeared under the skirt and I saw Gianna's face twitch and then smile. I knew Gary had touched her quim and he was in no hurry to leave it.

Gianna then got up and went to the bathroom and I reminded Gary that we were expected at the apartment. "Go on ahead of me. I'll be along later. I have been trying to fuck this chick for sometime and I'm not going to pass it up now," Gary whispered to me. 

"Gary if you don't show up tonight, Emma is going to be pissed," I cautioned.

"I'll be there. I just don't know when. Don't tell Emma that I am with Gianna," he told me.

"I won't but she may come looking for you," I warned.

Just then Gianna returned to her seat and when she sat down she looked at me and smiled. She raised her skirt high enough when she sat down that I could see her pussy. The slut had removed her panties, probably in the bathroom, so that Gary could finger her pussy. She took Gary's hand and ran it up her leg while she stared at me and smiled the entire time. I finished my drink and left the bar knowing that I would not be seeing Gary that night.

I went to the apartment to meet up with Vittoria. As soon as I arrived Emma asked me where Gary was and I told her that he was running late. Emma and Vittoria made a flavorful pasta dish for dinner and we drank the wine that I had brought. After dinner I helped the girls with the cleanup and then we sat in the gathering room. Emma got impatient waiting for Gary and she decided that she was going to go out and look for him. She was convinced that he stopped at one on the bars on the hill. I didn't offer any information and I hoped that Gary and Gianna were long gone.

As soon as Emma left, Vittoria and I hit the sack. I undressed her and then took off my clothes. She wanted me to eat her pussy first again as she had really come to enjoy that. I took my time with the foreplay and started at her lovely breasts and worked my way down her body. She caressed my head as I covered her pussy with my mouth. I eased two fingers into her and located the firm flesh of her g-spot. I fingered her g-spot as I sucked on her clit driving her wild. I had her bucking and thrashing all over the bed and then she had a massive orgasm. Vittoria cried out and held my face firmly to her twat. I stayed glued to her pussy and drank down all her love juice.

My cock was as hard as a lead pipe and I moved up and eased it into Vittoria's sopping wet pussy. I fucked her slowly at first and then I pumped her hard and fast in search of my release. I knew I was going to shoot a big load and I felt it travel through my scrotum. Streams of semen shot into Vittoria's womb. Although it felt like minutes, I know that in a matter of seconds my balls were empty. I remained hard and fucked her slowly until she had another orgasm. She then moved to her side and I entered her from behind and fucked her until I came again. We dozed off in a spoon position and I had forgotten all about Emma and Gary.

It was dark in the room where I slept with Vittoria but the bedroom door opened and cast a ray of light. I could see a figure approaching me and I realized it was Emma. She was completely naked and she squatted next to me. She placed her hand on my arm and whispered, "Come with me." 

I was naked in bed and I reached for my skivvies but she stopped me. "You won't need those," she whispered urgently.

I eased my body out of bed making sure that I did not disturb Vittoria. I followed Emma back to her bedroom and she got in bed. She rolled over on her back and held her arms open to me. It was the first time I had seen her naked and she had the petite body of a teenager. My cock betrayed me and I got hard looking at her but I was still wary.

"Emma we shouldn't do this," I whispered.

"Don't talk, I want you to make love to me," she insisted.

Against my better judgment I got in her bed and moved between her legs. They always say that a stiff prick has no conscience and I was proof of that. I positioned myself and she took my dick in her small hand to guide it into her vagina. My cock nestled in the warmth of her pussy and I began to move slowly. Emma was gasping, moaning and cooing as I fucked her. She wrapped her legs around my torso and pulled me toward her. She pulled my head down and kissed me deeply and I could test the alcohol in her mouth. It was clear that she had been drinking and probably had too much.

Emma climaxed quickly and she buried her face in my shoulder to muffle her cries of ecstasy. I had put Vittoria out of my mind but then I thought of her again. What if she came in the bedroom? That was a scene I would not like to experience. Still I fucked Emma through a series of orgasms all the while listening for a noise coming from Vittoria's room. Emma was going wild and then gasped loudly when my seed filled her womb. She held me tight as several ropes of semen entered her and splashed against her insides. 

"That was wonderful. You are a good lover. I knew you would be, Vittoria brags about you all the time," Emma whispered.

"What happened tonight? Where's Gary?" I asked half knowing the answer.


Sex in Public and Risky Places Ch. 01



"That bastard went somewhere with that slut Gianna. They were in the bar but they had left before I got there," she replied obviously annoyed.

Emma reached down and took my soft cock in her hand. "I should get back to Vittoria before she wakes up and comes looking for me."

"Stay here awhile longer. Fuck me again," she said softly and then she took my cock in her mouth.

Emma sucked me back to hardness and then I fucked her again until she begged me to stop. "That's enough, I can't cum anymore." 

Emma sighed and rolled to her stomach. I looked at her cute bottom and wondered if she had ever been butt fucked. I had never fucked a girl in the ass but it had been on my mind. As I looked at Emma's luscious ass I was tempted to try but thought better of it. This was not the time to try something new especially if she was an anal virgin. I thought back to Vittoria and decided to return to her bed. I left a sate and satisfied Emma naked in bed and returned to the Vittoria but first I stopped in the bathroom to pee and wash my dick.

Vittoria was still sleeping when I got back in bed and I put my arm around her and snuggled in close. I dozed off quickly thinking about how lucky I was that she did not wake up when I was fucking Emma. I was awakened when the front door opened and then I heard Jeff's voice. He had come home to get something.

"Christ Emma what are you doing sleeping naked. Walt and Vittoria are in the other room," he yelled and next added, "I need some clothes for duty and then I have to get back to the base."

I heard him moving around and then he said loudly, "Emma get some clothes on."

Jeff opened the bedroom door to the gathering room and I pretended to still be asleep. If Vittoria was awake, she faked it too. The door shut and I heard Jeff speak again, "When Walt wakes up, tell him to leave. I don't want him sleeping here when I'm not home."

Jeff then left the apartment slamming the door behind him. Then it dawned on me that I could have been caught in bed with Emma if he had come home earlier. I dodged two bullets that night by not getting caught by either Vittoria or Jeff. It had been quite a weekend first fucking Carla Friday night with Vittoria sleeping and the Emma on Saturday night. As I thought about it I actually found it a little exciting but I also knew that it could have been a disaster.

I continued to date Vittoria for a few more weeks 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, Vittoria was also fucking other guys. Apparently the guy found out but he was so into her that he went through with it anyway. 

GIANNA ON THE ISLE OF CAPRI

It was a year later and I was spending a long weekend on the Isle of Capri. I had gone there by myself and I was looking 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 Terry walking through the square. I never expected them to approach me but they did.

"Ladies," I said as they neared my table.

"May we join you?" Gianna asked with Terry 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 Terry 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 Terry 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 Terry would talk her out of it. I was wrong.

I ran into Gianna at 7:00 PM at the club and she was alone. Terry found something else to do which was fine by me. Gianna had a few drinks and 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. I removed the halter top and returned to her breasts. 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 remove her pants. I looked at her clad just in her panties and she looked ravishing. I pulled her panties down slowly and removed them. 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 stripped off my clothes quickly 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 pushed her back and crawled between her legs. Gianna gasped when I penetrated her and she instinctively wrapped her legs around my body. 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 s 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 was about to experience my first butt fuck and what a beautiful ass it was for starters. I moved more pussy juice to her anus and then Gianna told me there was lube 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 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 experience 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. 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 cunt walls convulsed around her own hand fucking her cunt as her anal muscles squeezed every drop from my spurting cock. I grunted as my whole body became stiff and I slammed my cock harder into her. Gianna writhed around and her body arched off the bed 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 his 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 got on top of Gianna and fucked her 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 the best fuck in my life at that moment and I loved that she introduced me to anal sex. 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. Gianna surprised me when she got up and walked naked into the sea. I watched her as she cleansed her pussy and asshole of my semen. I had never seen a woman douche before and here she was doing it in the sea. She ran back to me and I covered her body with the blanket and dried her off. We dressed and made our way back to Annacapri and our hotels. It had been an incredible night of sex and one I would never forget. Gianna had introduced me to anal sex and I loved it. 

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. 

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 assumed that I was not going to see Gianna that morning so 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 first 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.

After that encounter with Gianna, she and I never hooked up again. I heard a rumor that she was caught fucking three guys at the same time. I could imagine that happening as she was one hot woman. I also never fucked Emma, Carla or Vittoria again but I never forgot the times we did with other people in the next room. It had been nerve wracking and exciting at the same time to have sex in public and with people nearby. I still think about it this day which is why I decided to write about it.

NEXT CHAPTER

I will fast forward first to 1963 with a German girl named Erica. Following that I will fast forward again to 1971 and my encounters with a girl named Charlotte. Both of these sexual encounters were in public places or in other people's residences.  



Sex in Public and Risky Places Ch. 02



Author's Note: Over the years I have had sex in interesting places, some public and others risky. As I reflect on those days past I realize just how risky some of those encounters were and how fortunate I was not to be discovered. Others were not risky but wild and exciting as they took place in a third party's residence with the person in the other room. I decided to revisit those encounters and share them with the readers. As I wrote the story it was getting very long so I decided to break it up into chapters as the characters changed from one chapter to the next. 

INTRODUCTION

The public places in which I had sex include cars, vans, on the lawn, by a lake, on the beach, in a gondola, in a Jacuzzi and in my office. The places I consider risky include my rented room at college, someone else's apartment, my neighbor's swimming pool, a bar store room and in the bathroom at a party. By risky I mean the chances of being discovered and witnessed by others. 

I thought at first that I would write about each experience by location. However sometimes the sex started in one location and moved to another. Therefore I decided to write the stories as they occurred in chronological order beginning in 1960. I skipped over the high school years which included the drive-in movie pussy fingering and hand jobs. The story begins when I was in the Marine Corps and stationed in Naples, Italy. Keep in mind that I had many memorable sexual encounters but I have selected the best that occurred in public and risky places.

In chapter one I wrote about my encounters in Naples, Italy where I had sex with three different women Vittoria, Carla and Emma in the same apartment. Each time there were other people in the next room. I also wrote about my first anal sex on the Isle of Capri. We were on the beach at night when Gianna offered up her ass and it was witnessed by a voyeur. 

In addition to those encounters I had plenty of sex in Italy but not in public or risky places. After my tour in Italy and wrapped up my active duty in 2nd Recon at Camp Lejeune. After being 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 where I would attend classes three nights a week. I rented a room from an older couple, Bill and Renee Rogers, who had a house about a mile from the campus. The house was on the bus route to the city where I worked so the set up was perfect. There was another guy renting the other bedroom in the same house. I didn't own a car so I relied on public transportation to get to work and I walked to the college campus. Sometimes after work, I would take the bus to a town with bar where my friends hung out and I could catch a ride home from one of them.

ERICA -- 1963

One night at a bar, I ran into to an old high school buddy and he told me about the young adult group that he belonged to and he suggested that I join. I did join and that is when I met Erica. She was from Germany and she was working as a nanny for a family in town. She had joined the group to meet some young single people and to socialize. 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 working as a nanny. 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. 

She pulled into the driveway and 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, not in the driveway. We could be seen."

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. I didn't care that I was in the driveway of the family where I was renting a room.

"Oh, I'm cumming," she whispered as she lost it.

The climax rocked her body and I held on for dear life as she thrashed, twisted and bucked almost losing her balance. I kept right on eating her pussy and I held onto her shapely ass as she thrashed about. Erica slowly calmed after her intense orgasm and I continued to lick her until her pussy was dry as she ran her hands through my hair. I reached under her skirt and pulled her panties down and played with her pussy. As I fingered her cunt I removed the panties from her legs. Then I sat up and said it was time to go inside.

"Give me my panties back," she demanded weakly.

"Nope, I'm keeping these for now," I replied.

The care windows were steamed up and I was sure that even if anyone had peeked out the window that they would not see anything. They may have figured out what was going on but they couldn't see. I wanted Erica naked and I wanted to fuck her so I took a big chance by bringing her into the house. 

Erica got out of the car and held her skirt down tight as she dashed for the house as I goosed her ass and chuckled at her predicament. I opened the front door to the split level home. The master bedroom and two other bedrooms were upstairs and there was a fourth bedroom on the lower level. Bill Rogers slept in the downstairs bedroom and his wife Renee slept in the master bedroom. My room was between the master bedroom and the other boarder's bedroom. We quietly entered the house and Bill was snoring up a storm. Erica started giggling as we walked up the stairs to my bedroom. I reached under her skirt again and grabbed her ass.

Once in my room Erica sat on the bed but she held her skirt down over her pussy. I stripped naked and got on the bed with her. I lifted her skirt and gently pried her legs apart. Then I moved between her thighs and placed my cock at the entrance to her cunt. She shivered in anticipation. I eased her back down on the bed and proceeded to feed my thick cock to her. I slid in and out of her pussy slowly allowing her to adjust to my size and continued to go deeper with each thrust until I was buried balls deep in her pussy. 

"Oh you have a big cock, fuck me, make me cum again," she cried out loud enough to be heard in the other bedrooms.

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. I was beyond caring about being discovered by anyone and Erica had forgotten where she was.

She yelled, "Hold me, please hold me, I'm cummmming!" 

I reached around behind her and pulled her toward me as she shook and trembled throughout her intense orgasm. As she was cumming so did I and I fired a barrage of cum into her pussy. As she started to recover I laid her back down on the bed and slowly fucked her as my cock softened. My cock was swimming in her cunt mingling with our combined juices.

"Are you okay, Erica?" I asked her. 

She smiled at me and nodded that she was okay then she looked down at my soft cock and took it in her hand, "You are big," she said as she stroked my cock to hardness again.

"Let's get your clothes off," I suggested.

Erica smiled at me and replied, "Yes, let's do that."

We stripped off her clothes and Erica got in bed again on her back. She held her arms open to me welcoming me between her legs again. I crawled between her legs and slipped my hard cock back in her pussy. I fucked Erica for as long as I could before I shot my second load of the night. 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 walked her outside and I said good night to her. We agreed to see each other Sunday at the next singles group. We exchanged phone numbers and then she left. I went to bed and dozed off wondering if Renee, Bill or the other boarder had heard us. We could have been spotted having sex when we were in the car but then to bring it in the house was ballsy and exciting. 

I dated Erica for about a year and we had sex both in my bedroom and in hers at the house where she was a nanny. We both got turned on by the prospect that others could hear us but no one ever said anything to either one of us. I always wondered if it turned anyone on listening to us. 

A NEW YEAR'S EVE SURPRISE

In addition to Erica, I was dating a girl who was in my English class at school. Robin was a very pretty young woman at the age of 26. She had light brown hair, brown eyes, 5' 5" tall, weighed about 110 pounds and she had a cute curvy figure. Robin was not a big woman but she had the bumps in the right spots. Her firm breasts were 32 B with hard nipples. She had a narrow waist, shapely legs and a really cute butt. Robin invited me to a New Year's party.

Erica called me 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 Robin picked me up to go to the party. Once we arrived Robin 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 thought that Robin 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 Robin. Robin 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 and Robin was obviously put out. I looked at Linda's hand and she was wearing a diamond that made my school ring look small.

"Hi, I'm Walt and this is Robin," 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 I but we had great sex together in her car. 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.

Robin brought me back to reality. "So I guess you two were pretty chummy when you worked together," Robin 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?" Robin asked.

"Intimate?" 

"You know what I mean. Did you have sex with her?" Robin pressed.

"You know Robin whether I did or not is none of your business," I snapped.

Robin 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. Robin 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 since I saw you," 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 a rock. 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 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. It was risky as hell fucking her in the host's house with her fiancé and my date looking for us.

"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 five 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 ½ 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 Robin that I needed to get some air.

When I walked back in Robin 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?" 




Sex in Public and Risky Places Ch. 02



"I noticed that your blonde friend was missing the same time you were. I was looking for you and Harold was looking for Linda," Robin snapped.

"Well it was a coincidence because I was outside by myself," I replied.

I really didn't care if Robin 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 Robin finding out that I fucked Linda. 

"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.

Robin made a big deal out of leaving and everyone stared at me as if I was some evil person. Harold looked at me suspiciously when I said goodnight to him and Linda. 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 Robin 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 walked into 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 and later enjoy some great sex with Erica.

CHARLOTTE - 1971

Fast forward to 1971, my company had moved its corporate office from the east to the Midwest and I relocated there. I settled in quickly and felt that this town was the best kept secret anywhere. Sex was abundant and girls in our office were very available. Charlotte, although she preferred to be called Charlie was one of the corporate groupies at our company. This story takes place in 1971, a year when everyone was sexually promiscuous and condoms were rarely used. There was a bar that all of us hung out at called the Oasis which also sponsored one of the softball teams I played on. I also played for another bar and our company team. All three teams had many of the same ballplayers and we actually did very well in our leagues and in tournaments. Softball tournaments were huge in the Midwest back then and we were in at least two a month. It was at a softball tournament that I first hooked up with Charlotte. Charlie was a 28 year old brunette with brown eyes, about 5'5" and 120 pounds. She was not the prettiest of girls but she wasn't ugly either. Charlie had served in the Army before she worked at our company so she was no virgin and no stranger to brief encounters. 

We had won our first two games in a 16 team double elimination tournament and we had the whole afternoon. We were not scheduled to play again until 8:00 PM that evening in the third round of the winner's bracket. My friend Al had his girlfriend Ginger at the game. Ginger was good friends with Charlie who had accompanied Ginger to the game. Al invited me to join him and Ginger at her house for lunch and a few pops between games. Ginger introduced me to Charlie and she confirmed Al's invitation.

When we arrived at Ginger's house her first words were that we all had to take showers before we used the beds. I was surprised but not shocked at her announcement. I knew Al was banging Ginger on a regular basis so it was not a surprise that the two of them would jump in the sack. 

Charlie just smiled at me and said, "Come on I'll show you where the guest shower and bedroom are that is unless you'd rather watch TV."

"Lead the way," I replied not wanting to pass up an opportunity for some afternoon delights.

That afternoon I fucked Charlie several times causing her to orgasm multiple times before I shot a load in her cunt. I played with her ass and she let me fuck her there too. It had been a while since I had anal sex and I was pleased that Charlie liked it. Charlie told me that she loved anal sex and that sometimes she actually preferred it to vaginal sex. She said that she still wanted to cum and she preferred a cock shooting a load in her ass while her clit was being rubbed. 

I didn't see Charlie again until Friday that same week. Terry a girl who worked in corporate and her current squeeze Russ had a party at Terry's house. Terry was divorced with a couple of kids and the kids were spending the night at her parent's house. I went solo to the party since I wasn't really dating anyone.

Another friend and ball player, Manny was supposed to meet Charlie at the party but he showed up with a last minute date named Cindy. Charlie was miffed but she kept her cool but by the time Manny had arrived just about everyone had paired off. I had my sights set on a cute thin blonde named Susan. I was drawn to her more by her outfit at first. She looked very stylish and she wore a cap that made her looked very British. I expected an English accent when I spoke to her but I learned that she too worked in corporate and she was originally from Kentucky.

Charlie approached me and asked if she could speak with me just for a minute. I excused my self from Susan to speak with Charlie. "Can you meet me down stairs in a few seconds?" she asked.

I told her I would but I noticed that she had been drinking heavy. I went down the stairs a few moments after her and she ushered me into the bathroom on the lower level. Charlie closed and locked the door, turned her back to me and pulled down her shorts. She was not wearing any panties under her shorts. It was a new style outfit with a halter top and the matching tops and bottoms were held in place by elastic. Charlie had elected not to wear panties under her bottoms and as I found out shortly she passed on the bra too.

"I need you to fuck my ass before you head out with Susan," Charlie requested slurring her words a little.

I dropped my pants and underwear and I pushed my fingers in Charlie's pussy. I moved my fingers from her pussy to her asshole for several minutes gathering her pussy juice and lubing her asshole. Then I pushed my cock in her pussy and got it good and wet before I eased it into her ass. Charlie grunted as my cock hit home and slid into her ass. We both fucked rapidly as I pushed her top up over her tits and played with her tits and nipples. I reached with one hand for her pussy and plunged two then three fingers into her quim. Charlie went wild with the double penetration and the manipulation of her tits. She soaked my fingers with her female juice as she had a string of orgasms.

Here I was in Terry's bathroom fucking a girl in the ass. I was so caught up in the anal sex that I didn't even care if someone were to walk in on us. 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 for a longer time. I was talking with Susan again when Charlie left and not long after that Susan invited me to her apartment. The time I spent with Susan that night and several other nights is covered in another literotica submission. I never had sex in public with Susan.

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 dress 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 unless they looked through the windshield. There was something very erotic about being partially clothed but still having access to each other. Charlie had her legs spread wide as I fingered her pussy and pushed her cunt juice into her ass. Charlie stroked my cock with her hand as I prepared her for another ass fuck.

I never knew anyone like Charlie who could get so wet during foreplay. My hand was sopping wet and within minutes I had her asshole coated with her own pussy juice. I positioned Charlie so that she was kneeling down on the back seat and I knelt behind her. I put my cock in her pussy and let it soak in her juices before I lined it up with her ass.

Once again Charlie reminded me, "Not too deep at first and then deeper."

I eased my cock into her asshole as she maneuvered her body to accommodate the anal penetration. Charlie had her head down on the car seat turned to one side and I watched her face grimace slightly as my cock made its way into her ass. Charlie moaned and groaned as I slowly fucked her going a little deeper in her ass with each thrust. Once I was all the way in I picked up the pace and fucked her until I flooded her ass with my cum. Charlie had her fingers buried in her twat and she brought herself off as I plowed her ass. When my hips stopped moving Charlie milked my cock with her anal muscles and then her hips gyrated as her own orgasm overtook her. I had to hold her tightly to keep my cock in her ass as her hips jerked out of control.

My cock softened and I eased it out of Charlie's ass. I knelt there looking at her recently violated asshole and watched as my semen trickled out of her rectum. Charlie remained still for a few minutes with her red dress thrown up over her back and her ass on display. I had some paper napkins in the car and she used them to wipe the semen from her ass before she sat down on the car seat.

"You definitely have the largest cock that has ever been in my ass. Do you know how big it is?" Charlie asked.

"Well Karen measured it one time when she was blowing me and she said it was almost 8 inches long and just over 5 inches around," I replied.

"It certainly felt bigger than that tonight," Charlie sighed.

"At times I do feel thicker and longer but I have never thought about my size very much," I admitted and added, "I know that there are plenty of cocks bigger than mine."

"I think tonight was one of those nights that you peaked and your cock is plenty big for me," she said with a giggle.

Charlie did not bother putting on her pantyhose when I pulled up my pants. I opened the car door and we got out of the back seat. Charlie said that she was glad that she ran into me and that she would see me later, then she said goodnight and made her way over to her car. I watched as she got in her car and as she did her skirt flew up and flashed her bare pussy. After she left the parking lot, I drove home in a very sated state. Again we had thrown caution to the wind fucking in the Oasis parking lot. People could have walked by and saw us and we would have never known.

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. We were so worked up that being in a public parking lot was not a deterrent. 

There was another night at the Oasis and Charlie had had too much to drink. I put her in one of the booths toward the back to let her sleep it off and I told her girl friend Ginger that I would take her home later. Ginger and Al were anxious to get going that night and they didn't want to wait for Charlie to wake up. They thanked me and left and I joined Dan at the bar for a night cap. I didn't drink too much since I was driving and after a while I decided to take Charlie home. I picked her up and in a fireman's carry, carried her out to my car all the while I hoped that she wouldn't get sick. I placed Charlie in the front seat and buckled her in. Charlie woke up and told me that she was staying at her sister's pad that night. She managed to stay awake and give me directions to her sister's place. She also told me that her sister had strict rules and that she was not allowed to have sex in her sister's apartment.

Once we arrived at her sister's, I helped Charlie into the house and the guest room. It was late and I assumed that her sister was asleep in the other room. Charlie flopped down on the bed and I then had the urge to fuck her before I left. I moved over to the bed and stripped Charlie naked. I removed her blouse and bra, her shorts and panties and her shoes. Then I stripped down naked and got in bed with her. It was the first time that we were totally naked together since the very first time we had sex. Charlie wanted it as much as I did so she did not bring up her sister's rules again.

I rolled Charlie to her side and she knew what was coming next. I scoop her female juice from her pussy and used it to lubricate her asshole. Charlie cooed as my fingers probed her pussy and lubed her ass. Then I placed my cock in her pussy just for few strokes to get it slick. I positioned my cock at her ass and gently pushed my cock into her.

"Not too deep at first and then deeper," Charlie whispered those familiar instructions.

I did what she asked and as I fucked her ass I went a little deeper each time. Soon I was balls deep in her ass and I picked up the pace. My cock felt longer and thicker than I could remember at that moment. I reached under and around Charlie with my left hand and played with her tits and rock hard nipples. Then I moved my right hand to her pussy and pushed three fingers into her cunt. Charlie was going wild and she was creaming all over my fingers as I plowed her ass. My cock was throbbing in her asshole and I felt my pending ejaculation building in my balls. One more deep thrust and I held my cock there as I exploded in her ass. My cock pulsated as streams of cum shot into her ass. Charlie instinctively clenched and unclenched my cock with her anal muscles. She milked every drop of cum from my cock.

For some reason I stayed hard that night and I kept right on fucking Charlie's ass. I knew it would be a while before I came again so I pulled out of her ass and rolled her on her back. Then I pushed my raging hard cock in her pussy and treated her to an exhilarating fuck. I kept my cock in constant contact with her clit and I had Charlie writhing and trembling as a continuous string of orgasms rocked her body. Then I pulled my cock out of her pussy and rolled her back to her side and re-entered her ass. I pummeled her ass as I sought out my second orgasm of the night. Charlie's ass was loose and slippery from our combined juices but she was still snug enough around my cock. Once again I stiffened and fired a barrage of cum into her rectum. I could feel my cock pulsate again as it released a torrent of cum deep into her anal recess.

We lay still for a few minutes recovering from the intense fuck session. I had forgotten about my cock in her ass until it had softened and slipped from her hole. I felt my wet cock drop on my thigh and I knew that cum was trickling out of Charlie's asshole. I had momentarily forgotten that we were fucking in her sister's house. Charlie had told me earlier that her sister didn't want Charlie bringing guys into the house and fucking them but I wasn't going to be deterred that night.

"I wish you could stay with me tonight," Charlie whispered.

"Not tonight Charlie, I have to be up early in the morning. Plus I don't think you want your sister to find us in her guest bed in the morning either," I replied.

Charlie just nodded her agreement and then I got up to get dressed. I dressed and left the house quietly and then drove home. It was the last time that I had sex with Charlie. Our company was going through some downsizing and Charlie was one of the casualties. She ended up taking a job with another company and she stopped hanging around the Oasis and her former co-workers. All of my encounters with Charlie were in public or risky places to have sex. It added to the excitement and I often wondered what her sister would have said if she caught us with my cock in Charlie's ass.

NEXT CHAPTER

Sexual encounters with Michelle and Peggy outdoors.



Sex in Public and Risky Places Ch. 03



Author's Note: Over the years I have had sex in interesting places, some public and others risky. As I reflect on those days past I realize just how risky some of those encounters were and how fortunate I was not to be discovered. Others were not risky but wild and exciting as they took place in a third party's residence with the person in the other room. I decided to revisit those encounters and share them with the readers. As I wrote the story it was getting very long so I decided to break it up into chapters as the characters changed from one chapter to the next.

INTRODUCTION

The public places in which I had sex include cars, vans, on the lawn, by a lake, on the beach, in a gondola, in a Jacuzzi and in my office. The places I consider risky include my rented room at college, someone else's apartment, my neighbor's swimming pool, a bar store room and in the bathroom at a party. By risky I mean the chances of being discovered and witnessed by others. 

I thought at first that I would write about each experience by location. However sometimes the sex started in one location and moved to another. Therefore I decided to write the stories as they occurred in chronological order beginning in 1960. I skipped over the high school years which included the drive-in movie pussy fingering and hand jobs. The story begins when I was in the Marine Corps and stationed in Naples, Italy. Keep in mind that I had many memorable sexual encounters but I have selected the best that occurred in public and risky places.

In chapter one I wrote about my encounters in Naples, Italy where I had sex with three different women Vittoria, Carla and Emma in the same apartment. Each time there were other people in the next room. I also wrote about my first anal sex on the Isle of Capri. We were on the beach at night when Gianna offered up her ass and it was witnessed by a voyeur. Chapter two was about my public encounters in cars and other people's homes with Erica, Linda and Charlotte.

These encounters take place in the same town and time frame 1971 – 1976. My sexual encounters this time are outdoors with Michelle and Peggy

MICHELLE – SUMMER OF 1973

I was living in a suburban neighborhood about 30 minutes from my office. I had helped one on my neighbors Larry put in his in-ground swimming pool so I had free use of the pool at anytime. One Saturday afternoon I was at Larry's house and a number of other neighbors were there. We sunbathed and swam all afternoon and then people began leaving. I was about to leave when Michelle showed up. She was the daughter of Larry's neighbors and she lived with her parents. Michelle was the cousin of Lee a girl at the office. In fact I helped Lee get the job at our company. I had also had sex with Lee a couple of times but I was sure that she did not tell Michelle.

Michelle was 26 years old and single. She had long wavy brown hair, dark brown eyes, olive brown skin and a very shapely 33-25-36 figure. Her legs looked great but her ass looked better. Michelle arrived at the pool deck and took off her shorts and top and she was wearing a skimpy bikini. I watched her for a few seconds and took in her curvy body. Everyone else had left and Larry, his wife and kids went in their house. I was packing up to leave when Michelle spoke.

"You're not going to leave me here alone are you?" 

"I guess I can stay awhile longer," I offered.

"I'd like that," she replied with a sexy smile.

Michelle lay down on a beach towel and untied the top of her bikini. I sat down in the lounge next to her and she looked up at me. I was sure that she did it on purpose because she lifted up enough for the bikini top to slip off and expose her cute tits. She acted as if nothing happened and she lay back down on the lounge.

"I'm glad you stayed. Would you put some lotion on my back?" she asked.

Michelle had made up a concoction of iodine and baby oil which she claimed moisturized her skin and accelerated her tan. I poured the oil in my hands and applied it to her shoulders and back. As my hands glided over her skin my cock stiffened in my swim suit. The swimsuit was not a bikini brief but even so it was snug enough to show off the outline of my manhood. Michelle purred with the feel of my strong hands kneading her shoulders. Encouraged by her moans, I moved my hands lower down her back and I gazed longingly at Michelle's sweet firm ass and those long heavenly legs. Michelle sighed softly and I stroked across her upper back and around to her side, almost touching her breasts. My cock throbbed in my bathing suit as I massaged the oil into her naked back with firm long strokes. 

Michelle continued to make low contented moans and sighs as my fingers massaged her warm skin. Michelle shifted her body slightly as she began to squirm with pleasure. My hard cock grew to its full length creating an uncomfortable bulge in my bathing suit. Reaching behind her, Michelle guided my hands down to her ass and I realized that I was the one being seduced. I moved my trembling hands down to her firm ass and massaged her firm ass cheeks through her bikini bottom. I caught myself remembering that we were in Larry's backyard and thought to myself, "What the fuck are you doing?" I didn't want to start something that I couldn't finish.

However my stiff prick with no conscience got the best of me. Throwing caution to the wind I slipped my hand under the bikini material and slid a finger between her ass cheeks. Pouring a generous amount of oil directly onto her ass, I slowly massaged it into her ass cheeks and the back of her thighs. My cock was straining to be released from the confines of my bathing suit. I continued the massage as I traced my hands down each leg and back to her ass. I was beside myself with lust as Michelle writhed pleasurably beneath my touch. Michelle rolled over on her back and I stared at her naked firm breasts.

Michelle looked at me and spoke softly, "I want you to fuck me out here." 

As she said that she let her hand slide along my leg up to my bulging cock and gave it a gentle squeeze through my bathing suit. "My, what have we here?" she teased.

I groaned when she touched my throbbing cock and my eyes were glued to Michelle's hardening nipples. As I stood watching I began to rub my cock through my bathing suit while Michelle slipped her bikini bottoms from her hips. Baring her fine ass to me, Michelle pulled her bikini bottoms slowly down her shapely legs. I gasped to myself as I saw her gorgeous ass in its full naked glory for the first time and I groaned softly as she crouched before me, displaying her sweet young pussy to my lustful gaze. Michelle continued her seductive show teasing me to no end. I kept looking toward Larry's house checking that no one was watching or coming back out. 

The erotic display was having exactly the affect that Michelle had hoped and I stripped off my bathing suit. Michelle licked her lips, enjoying the view of my hard cock and the frantic condition to which she had driven me. Michelle obviously loved driving men crazy with her sexy body. Michelle told me to get on my back which I did and waited the sultry Michelle to make her move. I knew that we both were taking a big chance it was worth the risk.

Michelle glided seductively toward me and she bent forward and nuzzled my throbbing cock. Michelle brushed her full moist lips against the stiff shaft and she lightly grasped it in her warm hand. She began to rub the sensitive, pre-cum covered cockhead across her lips and against her smooth tanned skin. I threw my head back and groaned again as I arched my hips trying to shove my cock in her mouth. Michelle slid her body slowly up my already steamy body and let my hard member nestle between her firm breasts. My hips thrust uncontrollably just at the feel of Michelle's warm tan skin as it caressed my throbbing shaft and the swollen sensitive head of my cock. 

As if she knew that she could push me over the edge at any time, Michelle toyed with me awhile longer and teased me with her sensual body. She pressed her warm pussy against my rigid cock and she began to slowly move her hips against me. I knew Michelle felt the familiar throbbing in her clit as her pussy gushed in anticipation of my hard cock penetrating her. My trembling fingers searched out Michelle's hard puckered nipples and I lightly began to strum and tease them. Michelle threw her head back as electric shocks seemed to shoot from her nipples straight to her throbbing clit as she grinded her pussy against my raging hard on. 

"Oh, yes, I love that. You love my tits, don't you Walt?" Michelle gasped.

I groaned in reply, "Yes Michelle, you have beautiful tits." 

Michelle smiled at my response and I replaced my fingers with my hot lips and teasing tongue. Michelle's nipples, already rock hard, began to throb and ache from my sensual assault. With a gasp, Michelle pulled her breasts away from my hot lips and cried out, "I need you inside me Walt. Give me your big hard cock."

I reached between her legs and slipped my fingers along the crease of her pussy, nuzzling between her swollen lips to search out Michelle's swollen clit. Michelle grasped my shaft in her long soft fingers and pushed my hand aside. She began to rub the head of my cock against her dripping pussy, easing her lips apart as she inched it inside her treasure. I was out of control with lust and I tried to thrust my hard cock into Michelle's warm wet hole. However Michelle maintained control and countered my desperate thrusts with skillful twitches of her hips. She continued to tease me until I was ready to burst. I desperately reached for Michelle's hips and she let out a deep throaty groan as she surrendered and plunged her hot pussy down on my straining cock. Her warm wet pussy easily swallowed my cock inside her hot moist hole. 

Giving herself up to her own imminent orgasm, Michelle began to ride my cock. She fucked me slowly at first, but with mounting intensity as she stared down at me through lust filled eyes. My eyes were locked on her firm breasts as they bounced up and down with each thrust onto my cock. My mind was lost in a cloud of sensation as every nerve in my body seemed to center in my balls and run right up to the swollen head of my cock. The furthest thing from my mind was fucking a woman in my neighbor's back yard. I would glance every so often at Larry's house to be sure that we were not discovered. We had to be nuts to be completely naked and fucking by the pool.

"Oh yes, that's so good Walt, fuck me just like that," Michelle groaned. "Do you like fucking me?" she panted. 

"God yes, you're so fucking hot," I gasped.

Sensing that I was about to cum, Michelle clamped her tight pussy down on my throbbing cock. "Do you want to cum in me Walt?" she asked. "Do you want to fill this tight pussy with your cum and feel me milk it from your hard cock?"

I was surprised by her language but I was lost in my passion. "Please, don't stop, I'm going to cum soon." I gasped. "I want to fill that hot pussy so bad, fuck me Michelle. Keep on fucking me."

With a satisfied smile, Michelle's hips began gyrating faster and faster, driving us both towards an earth-shattering climax. Her hands were now on my chest and her fingers sought out my nipples and she pinched each one. No girl had ever done that before. Michelle wailed out with the beginnings of her orgasm. That was all it took for me and my hips began to hammer out of control as a massive climax started deep in my balls and raced up my shaft, exploding from the head into Michelle's hot tight pussy. Both of us were grunting and groaning with our shared orgasms as we continued to grind against each other's body. Michelle's wails continued as her orgasm wracked through her body, causing her whole body to twitch uncontrollably as the spasms raced from head to toe and back again. I drove my hips deep into Michelle's pussy as I continued to shoot stream after stream of hot sticky cum deep into her. 

Finally, Michelle collapsed on top of me; with our bodies in a sweaty tangle as we both tried to recover from our orgasmic bliss. Slowly as we both recovered, I looked up at the gorgeous nubile Michelle, still straddling my hips, with my softening cock inside her pussy.

"My god, that was the great sex," I gasped as Michelle slipped off of me and nuzzled up beside me.

"Let's rest for a few minutes and next I want you to fuck me in the ass. Would you like to do that? I know you tried with Lee but she's not into anal?" Michelle asked as she ran her finger the length of my shaft.

"Lee told you that. Is nothing sacred among you girls? Yes, I would love to fuck you in your ass," I replied almost in disbelief of the Michelle's request.

Michelle rolled over next to me and smiled at me. We positioned ourselves so that we were facing the house and could see if anyone was approaching. I looked at Michelle's ass and I could not resist running my hands over her shapely cheeks. Her ass was so amazing that I felt my loins stir with desire. I had never seen such a perfect ass since Gianna and I desperately wanted to fuck it. I got to my knees behind Michelle and kneaded her gorgeous ass cheeks. I began to kiss her cheeks and run my tongue lightly in the crack of her ass. Michelle wiggled her ass feeling very wicked as I tongued and kissed her cheeks and got dangerously close to her nether hole.

I lifted Michelle by her hips so that her ass was perched in the air. Michelle's head was still on the beach towel and she turned it to one side and let out a gasp as my tongue licked close to her asshole. I ran my tongue from her pussy to her ass causing Michelle to tingle in anticipation of what might be next. I spread her ass cheeks with my hands and dipped my tongue into the crack locating her nether hole. My tongue slowly circled her anus and she flinched at the contact. I pushed my tongue as far as I could into her asshole and I found myself needing to fuck her up the ass. I continued to ass fuck her with my tongue and she was at my mercy. Her desire grew as I worked her to the point that she really wanted more in her ass.

Michelle arched her back and pointed her beautiful ass back at me. I coated her asshole with a generous amount of oil and slid my thick finger into her hole. I took my time preparing her ass relishing every moment. I coated my entire cock with the oil and placed the head at the entrance to her anus. I pushed forward and the thick cock head squeezed into her tight asshole. 

Michelle winched in response as her asshole was stretched wide and she gasped, "Go slow let me open up."

I withdrew my cock head and pushed it back in this time causing more pleasure than pain. I pushed until a couple of inches were in Michelle's ass. I could feel her sphincter muscles surrounding the first 2-3 inches of my cock. Michelle found herself holding her breath with her body covered in goose bumps. I slowly slid my dick in and out of her each time going a little deeper. Any initial discomfort had subsided and was replaced with a feeling of fullness.

Michelle relaxed a little and felt more of my cock slide into her asshole. She grunted out loud as she felt fuller and a wave of pleasure passed through her body. I kept feeding more and more of my cock into her ass. Michelle felt a slight cramping fullness and pleasure each time I went deeper. Michelle would tense, relax and enjoy it. This pattern continued until I had my cock buried in Michelle's ass.

"Oh my God, you feel so big, I feel so full," cried out Michelle, "Uh, uh, uh oh yes, it's so good," she cried out.

I reached around and played with Michelle's clit as I pounded her ass. Her pussy and asshole were on fire as my big cock reached the sensitive areas in her passage. Michelle was on the brink of another huge orgasm as I methodically fucked her in her tight anus with my sizeable cock. I loved watching my big cock slide out of her shapely ass and plunge back in as my hips slapped against her curvy ass cheeks causing them to jiggle with each thrust. I loved watching her ass impaled on my cock. Michelle looked so submissive and vulnerable on all fours as my cock filled her asshole. Her orgasm surged within her as I fucked her ass harder and faster. I loved fucking a beautiful ass and Michelle's was among the best I ever had.

As Michelle had a string of orgasms her entire body went into spasm. Her pussy convulsed and clamped around my fingers coating them with her cunt juice. Michelle's asshole pulsated as I drove my big cock in and out of it. Her ass involuntarily squeezed and released my huge member as I fucked it causing me to finally lose it. I slid my pecker deep into her rectum as my cock spasmed and sent a thick stream of hot cum into her channel. I kept fucking her as semen was fired into her ass and my cock kept twitching and spurting inside the impaled Michelle. 

Michelle was so full of cum and there was no where for it to go as it was blocked by my swollen cock buried in her ass. I slowed my pace and eventually stopped, allowing my cock to remain buried in Michelle's ass. I did not go soft right away and I gently moved my hips pushing cum around in her ass. Some of it trickled out and ran down over her pussy lips. 

Michelle could not take any more fucking and she pleaded, "Please no more, I can't take any more, please stop and let me rest."

Reluctantly I stopped and slowly withdrew my cock from her loosened asshole. I marveled in the sight of my cock sliding out of her shapely ass. The man seed flowed from her asshole and ran like a river down over her pussy and between her sweet thighs. We stayed in the same position for awhile and I massaged her beautiful ass as she remained on her knees with her ass perched in the air. I pushed down lightly on Michelle's back causing her to accentuate her ass even more. I loved looking at it and playing with it as she cooed into the beach towel. My cock remained hard and looked menacing around Michelle's asshole. It was hard to believe that my cock had just fucked such a beautiful tight ass. Michelle looked magnificent with her just fucked curvy ass in the air. I now knew why I had to have her ass. It would have been impossible for me to keep my cock out of her fantastic ass. I could not resist sticking one of my fingers in her asshole and Michelle just wiggled her bum slightly in delight.

"That was really something. You're a good lover and this was much better than a day at the beach. Lee was right. I'm sure that is goes without saying but we need to be discreet," she whispered.

"It goes without saying," I agreed and thought about Lee spilling the beans to Michelle.

"Let's get in the pool," she said and we both grabbed our swim suits and jumped in. 

Michelle cleansed her pussy and ass while she was in the pool and then she put her bikini back on. I put my swimsuit on and we relaxed in the cool water brining our body temperatures back down. We were still in the water when Larry came back to the pool with beers in his hand.

"I thought you two might be thirsty," he said setting the beers down."

Larry sat in one of the lounge chairs and I got out of the pool to join him. Michelle got out a few seconds later and joined us. We were sipping beer when Larry asked, "So Michelle how's your love life?"

I split a cut but Michelle did not laugh. Apparently Larry was always breaking her chops about being single and Michelle didn't like it. "My love life is just fine, not that it is any of your business." The three of us finished our beers and left the pool area. Larry went in his house, I went to mine and Michelle returned to her parent's home. Michelle and I never hooked up again but it had been one memorable Saturday at Larry's pool.

PEGGY – SUMMER OF 1976

I met Peggy in 1976 when I went to work for a small family held company. I had left my former company because I had been passed over for promotion too many times. I also had had about six different bosses in a period of a year. I accepted a job with the small company in an effort to remain in town. Working for a family run company was a mistake but meeting Peggy had its rewards. I only stayed with the family run business for three months and then I accepted a position running a data center for a large computer company which required relocation. In the three months I was at the small company, I had a memorable affair with Peggy my boss's secretary.




Sex in Public and Risky Places Ch. 03



I first met Peggy when she greeted me in the reception area on the day of my first interview. When she walked in I thought that she looked like a very sexy young woman. She was wearing a light pink shear blouse with tight white slacks. Peggy was small breasted, almost flat chested but she had solid looking legs. She looked to be about 5'5" tall and couldn't have weighed more than 110 pounds. She had long brown hair and dark brown bedroom eyes.

She smiled at me and spoke softly, "Are you Walt?" 

"Yes I am," I answered.

"Hi, I'm Peggy. Please follow me," she said and then she turned to lead me to the Controller's office.

I thought about the old cliché, "I'd follow you anywhere," as I walked behind her. I noticed that the back of the blouse was totally see-through and that she was not wearing a bra. Then my eyes drifted down to her fabulous ass framed in her tight white slacks. She was definitely one hot young woman. When we got to the Controller's office I checked out the front of her blouse. There was enough of a pattern on the blouse so that it was difficult to see her small tits through the material. However the darkness of her nipples did contrast with the pink blouse.

I accepted the position and learned that on Friday nights that many of the staff went to a favorite watering hole. I joined them and on the first outing I ended up with Peggy at her place. We had great sex together and it was the start of many more Friday nights together. I played tennis on men's night at an indoor club that I had joined and a few times I went to Peggy's place afterward.

It was a Monday night and I had just finished playing tennis at the indoor club. I called Peggy and she was excited and told me to come right over. I arrived at 10:00 PM and she wanted to lie outside on a blanket and gaze at the heavens. It was a beautiful clear night and the temperature was perfect. I opened the bottle of wine I had brought with me and two glasses while Peggy got a blanket for us. 

We cuddled on the blanket, sipped wine and looked at the sky. The stars were plentiful and it was very romantic. Peggy and I started making out and it was obvious that she was ready to fuck. I asked her if she wanted to go inside but she said she wanted to stay outside since it was so nice. I began playing with her body and removing her clothes. We were on the grass in her apartment complex but I was ready to fuck her anywhere. It was almost midnight and I was hopeful that no one would spot us on the lawn. I removed my clothes so that I was as naked as Peggy. 

I stroked Peggy's shapely legs and luscious thighs. My hand drifted up to her mound and I felt that she was wet with desire. She smiled at me as I fingered her pussy and licked my fingers clean of her juices. Then she opened her arms and welcomed me into her body. I slipped between her thighs and slid my hard cock into her quim. Peggy uttered an audible gasp as I hit bottom. I began to fuck her slowly and eased my cock almost all the way out of her pussy before plunging it back in. She was lost in the lust of the moment.

"Oh that's it fuck me, fuck me under the stars," she whispered.

Just hearing her asking me to fuck her was an incredible turn-on for me and I picked up my pace. Peggy threw her hips up at me as if to try and get me deeper in her cunt. I felt my orgasm approaching but I didn't want to cum before she did so I tried to slow down.

"No, no don't stop, fuck me faster, I'm so close," Peggy begged.

I picked up the pace again as we both raced toward our orgasms. I don't know who came first because we were so close but Peggy wrapped her legs around me and humped me for all she was worth as I spurted my seed deep in her womb. We continued to fuck each other until we were drained. I collapsed on top of Peggy and she didn't seem to mind my weight as she held me and cried out. 

"Oh thank you, that was so hot," she said.

I rolled off of Peggy and lay next to her on the bed. She smiled at me and then snuggled in closer. As I lay next to her I caressed her breasts, neck and arms, teasing her skin with my fingernails and tongue. Peggy made a low, drawn out sound. Deciding that I'd teased her enough I started on her naked breasts. As I sucked her warm flesh into my mouth and rolled a nipple between my teeth, Peggy let out a moan of pleasure.

Peggy then moved down, gently took hold of my cock and took me into her mouth, rolling my cock around and getting it wet with her saliva, while her hand worked my shaft up and down at the same time. I stared up at the sky and glanced around at the apartment balconies but I didn't see anyone. Seconds later, she straddled me. Her hand wrapped around my now slippery cock and I felt the tickle of her pubic hair just before her soft flesh nudged my helmet and then it was suddenly engulfed by the heat and tightness of her pussy.

Peggy put her hands on either side of my head as I held onto her hips. She rocked her hips back and forth, pressing downwards and working the walls of her pussy as I slid into her further. The next motion of her hips caused her to gasp in pleasure as my full length penetrated her. She began to work up and down, back and forth as she moaned in pleasure. She felt particularly tight in this position and the unhurried pace felt sensuous and wonderful. Peggy continued to ride me at a slow, even pace as I relaxed and let her take charge. As she fucked herself on me I could hear the smacking and sucking sound of her pussy as my cock moved around inside her. If anyone was outside they surely would have heard us in the still of the night.

Her tiny breasts jiggled as Peggy picked up the pace. She pushed her hips down until our groins met and then lifted up until just the swollen tip of my cock remained inside her. She seemed to know just how far to move so that my cock never slipped out of her pussy. Her thigh muscles felt firm and tight under my hands as she worked her body on me. The speed of our groins slapping together increased as fucked faster and harder. We really had our rhythm going now and I thrust up into her as she lowered herself on me. Her pussy contracted around my cock as her eyes fluttered and she emitted a high pitch scream. Peggy grabbed onto my shoulders as she rode out her orgasm. I ejaculated into her again flooding her cunt with semen as she collapsed on top of me.

Peggy covered my face with kisses and then plunged her tongue into my mouth. As she kissed me she murmured softly into my neck and shoulders. She thanked me over and over as she held herself tightly to me. We remained in that position for what seemed like hours when it was really only minutes. I could not get enough of the girl so I rolled her over on her back.

I moved toward her as she lay down on her back and held her arms open to me. She spread her legs slightly and looked apprehensively again at my erect cock. I got between her thighs and nestled my cock at the opening to her pussy. I moved the head of my cock around her vulva and gently prodded her outer cunt lips. Peggy moaned softly as her pussy got increasingly wetter. Satisfied that she was wet enough I eased my dick in a little parting her labia and finding the entrance to her pussy. I pushed more of my cock into her and in spite of her wetness and our earlier fucking she was still very snug. For the next several minutes I pushed in and pulled out, each time pushing a little more of my shaft into her sopping wet hole. Finally my cock sank all the way into her snatch causing Peggy to gasp aloud. Then as I began to saw my dick in and out of her, Peggy wrapped her legs around my lower body and humped her hips up at me. As I picked up the pace I made sure that my cock stayed in constant contact with her clit. 

Peggy surprised herself with another quick orgasm but I kept right on fucking her and she came multiple times in succession. Her pussy was flooded with her cunt juice and I could feel my cock soaking in her nectar as I pushed it all the way in. Peggy was experiencing a continuous string of orgasms which had her body thrashing and jerking about as they led up to her final crescendo. Her body stiffened and she grabbed my shoulders as she wrapped her legs even tighter around my torso squeezing my lower body.

"Oh God, I'm cumming again, hold me, please hold me, oh, oh, please," she cried out as a thunderous climax ripped through her body.

Peggy stiffened at first pushing her hips toward mine and then she went out of control. Her hips humped rapidly up and down as her body thrashed about. She was grunting and groaning and gasping for air as she reached her crescendo. We both humped each other furiously until her orgasm subsided. I kept my weight on my elbows as I lay on top of her so as not to crush her body with my weight. Peggy's vaginal muscles clenched and unclenched around my shaft. Her cunt was like a receptacle holding her juices and my cock felt as if it bathing in warm oil. I pulled my cock slowly from her tight pussy with an audible sound. Her juices flowed out of her pussy as soon as my cock slipped from her hole just as if a stopper was pulled out of her. I rolled to my side along side of Peggy and flopped on my back.

"Oh, I love to cum like that," she sighed and then added, "I love the way you fuck me and cum so much."

As I lay by her side I noticed that her tits were standing straight up and her aroused nipples were pointing at the ceiling. I tweaked the hard little nubs between my fingers causing her to gasp and quiver.

"My breasts are very sensitive," she murmured.

I leaned over and kissed her breasts and sucked on her sensitive nipples. I rubbed her firm flat tummy as I sucked on her tits and her rock hard nubs. I was still hard and ready to fuck some more.

"Oh I love that it makes me feel so special," she cooed.

As I sucked her tits and continued to rub her belly, I let my hand drift down to her wet pussy. I ran my fingers through her soaked pubic hair. Peggy begged me to let her rest as she was sure that she could not possibly cum again. I rolled her onto her stomach and lifted her hips to a level with my cock as I knelt behind her. I eased my cock into her pussy and began to fuck her doggy style. Peggy was content in this position since I was not in contact with her clit. I slammed into her from behind causing her curvy ass cheeks to jiggle. As I fucked her from behind I looked at her tight asshole and wondered if anyone or anything had ever been in there.

I scooped up gobs of her pussy juice and smeared it in the crack of her ass spreading around her nether hole. I added saliva to my finger and probed her tight aperture with the tip of my finger. She tensed when she felt my finger probe her asshole. I gathered up more juices and added more saliva as I continued to probe her hole and open her up. I gently pushed a very well lubricated finger into her ass and the tiny aperture opened up to accept the digit. More saliva and more juices greased her asshole sufficiently to allow me to slide my finger all the way into her rectum.

Now with my cock in her pussy and my finger in her ass I was approaching another orgasm. I could it build in my balls, travel through my scrotum and splash the insides of her vagina with my warm semen. As I came in buckets in her pussy I wished that I was flooding her ass instead. After that I was done and we both collapsed on the blanket and rested for several minutes.

We had been fucking for two hours and she suggested a shower. We gathered up the blanket, glasses, empty wine bottle and our clothes and went to her apartment. It was exciting as we walked naked into the building to Peggy's apartment. Once inside we showered together and enjoyed washing each other's body. Afterward we dried each other off teasing one another in the process. As Peggy fondled my cock it stiffened in the towel.

Peggy wanted us to stay naked and she asked for a massage. It was kind of a turn on as we went to her bedroom for her massage. Peggy smiled as I retrieved some body lotion from the bathroom. She crawled back on her bed and lay face down. I admired her shapely ass and I wondered if she would ever let me fuck her there. 

"Front first," I said as I rolled her over.

I started at her feet and worked my way her legs and thighs but I did not touch her pussy. Then I moved my hands up to tits and twirled her delicious nubs in my fingers. I worked my hands back down her torso and this time I touched her pussy and fingered her gently as well. I located her clit again and rolled it in my oily fingers emitting a short gasp from her. Peggy seemed to have another small orgasm just from being touched.

"Time to do the other side," I told her as I rolled her onto her stomach.

I marveled at her firm flawless skin, muscular legs and shapely ass. This time I started with her shoulders and worked my way down to her ass, thighs and legs. She was so relaxed I felt that she might fall asleep. I paid special attention to her ass and placed a well-oiled finger in her bunghole. My finger was so slick and she was so relaxed that it slid in easily. I continued to massage her shapely beautiful ass and finger her hole. I added a second finger and although it was much snugger Peggy didn't complain. I pulled her up by her hips until her curvy ass was in the air and she lay with her head to one side on the bed. She was almost crooning as I continued to finger her asshole and then began to finger her pussy as well.

I had no intention of hurting Peggy but as I stared at her perfect ass I had to caution myself not to rush it. I was about to fuck another beautiful ass and I didn't want to do anything to screw it up. I applied lots of lotion and then saliva to my cock as I prepared her for an anal fuck. I got on the bed behind Peggy and lifted her almost lifeless body up so that her ass was in the air. She kept her head on the mattress and she had a distant dreamy expression on her face as if she was in a different world. 

I slid my cock into Peggy's well lubed asshole. Although she had been loosened up by my fingers, my cock was stretching her to new dimensions. Peggy 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. Peggy just moaned and grunted with every thrust of my body. She was incapable of another orgasm so I was just using her for my pleasure. I added another ass fuck to my collection and this was one of the finest ever.

Peggy yelled, "Oh my, fuck me, fuck me, please fuck me!"

I gave her one final thrust then I stiffened and shot my wad into Peggy's asshole. I moved my hips slowly as my cock softened somewhat and I watched as cum trickled out of Peggy's ass. Finally my cock softened slightly and slipped out of Peggy's ass with an audible popping sound as more cum ran out of her ass and down over her cunt lips. 

I learned later that I had taken Peggy's anal virginity and I was thrilled that she had given it up to me. I stayed with Peggy that night and we fucked again the next morning although I gave her ass a well deserved break. Then I got out of bed, dressed and drove to my home to get ready for work. I saw Peggy later that day at work and all day she had a mischievous smile on her face.

After I accepted the position with the date center I moved away and I never saw Peggy again. I never forgot our session fucking under the stars on the lawn of her apartment complex. People had come and gone that night but no one had seen us. It added to the excitement that we could have been seen having sex. For some reason I believed that because I agreed to sex outdoors that Peggy was willing to give up her ass that night. 

NEXT CHAPTER

A sexual encounter with Joanne in a bar storeroom and I learn just how Greek she really is. Shirley is seduced on the tennis court and a fling with Donna by the reservoir.



Sex in Public and Risky Places Ch. 04



Author's Note: Over the years I have had sex in interesting places, some public and others risky. As I reflect on those days past I realize just how risky some of those encounters were and how fortunate I was not to be discovered. Others were not risky but wild and exciting as they took place in a third party's residence with the person in the other room. I decided to revisit those encounters and share them with the readers. As I wrote the story it was getting very long so I decided to break it up into chapters as the characters changed from one chapter to the next.

INTRODUCTION

The public places in which I had sex include cars, vans, on the lawn, by a lake, on the beach, in a gondola, in a Jacuzzi and in my office. The places I consider risky include my rented room at college, someone else's apartment, my neighbor's swimming pool, a bar store room and in the bathroom at a party. By risky I mean the chances of being discovered and witnessed by others. 

I thought at first that I would write about each experience by location. However sometimes the sex started in one location and moved to another. Therefore I decided to write the stories as they occurred in chronological order beginning in 1960. I skipped over the high school years which included the drive-in movie pussy fingering and hand jobs. The story begins when I was in the Marine Corps and stationed in Naples, Italy. Keep in mind that I had many memorable sexual encounters but I have selected the best that occurred in public and risky places.

In chapter one I wrote about my encounters in Naples, Italy where I had sex with three different women Vittoria, Carla and Emma in the same apartment. Each time there were other people in the next room. I also wrote about my first anal sex on the Isle of Capri. We were on the beach at night when Gianna offered up her ass and it was witnessed by a voyeur. Chapter two was about my public encounters in cars and other people's homes with Erica, Linda and Charlotte. In chapter three my sexual encounters this time were outdoors with Michelle and Peggy

In this chapter one encounter begins on an indoor tennis court with Shirley. The other public sex takes place in a storeroom before moving to a hotel with Joanne. One is at a reservoir with Donna.

DONNA – THE SUMMER OF 1972

Donna was not the kind of girl that I normally hit on or was attracted to. She was okay looking with big tits but a flat ass. I was more of a leg and ass man. Still one night after a softball game a bunch of us were drinking at the Oasis. It was nearly 10:00 PM when Donna asked me for a ride home. I had nothing going on so I agreed to take her home. Once we in my car she giggled and said, "Let's go skinny dipping."

"You're kidding right."

"No, come on, I'm in the mood for it."

"Where," I asked.

"At the reservoir," she giggled again.

The reservoir was also a recreational lake where people could swim, boat and water ski. "What the hell, why not," I agreed.

I drove out to the lake and we parked near the swimming section. I was already getting excited by the prospect of swimming in the nude. If we got caught it would be embarrassing but since Donna was all for it I went along with her. We left our clothes in my car and ran down to the water. I got a good look at Donna's tits and they looked good. They were big but firm with no sag to them. If I was a tit guy I would have loved them. The rest of her body was out of proportion to her tits. She had skinny legs and a small flat ass.

We entered the water and it was chilly so Donna waded over to me and wrapped her arms around me. "Warm me up," she said sexily.

She pressed her big tits into my chest and kissed me. In spite of the cool water I got an erection and it pressed against her leg. Donna wrapped her legs around my lower body and guided my cock into her pussy. We fucked in the water creating a small wake until she cried out with her first orgasm. I wasn't even close to cumming so I kept fucking her. 

Donna had several more orgasms before she released her hold on my body. We got out of the lake and walked toward my car. There she dropped to her knees and took my cock in her mouth. Then she ran my dick between her big tits and licked the head of it. It was the act that turned me on as I had never tit fucked a girl before. That action got me ready to blow my load and I warned her. She got my cock between her tits and jerked me off with her jugs.

I shot a good sized load that hit her under her chin and covered her tits with semen. Donna giggled and then she rubbed my cock over her tits pushing the semen all around them. She finally released my cock and we both went back in the water to cleanse my seed from our bodies. Once we were clean we returned to my car and got dressed. I had just started the car and pulled out of the parking lot when a vehicle approached.

The vehicle turned on its flashing lights and pulled along side my car. I saw that it was the park ranger. I lowered my window and he asked, "Is everything okay folks?"

"Oh yeah, we were just looking out over the water. We're leaving now. Thank you!" I replied.

"Okay, you shouldn't be here the park is officially closed," he told us and then he drove off.

"That was close," I sighed.

"I'll say. A few minutes earlier and he would have seen you cumming on my tits," Donna giggled.

We drove out of the park and as we did Donna reached for my cock. Donna reached for the zipper of my pants and tugged it downward, putting one hand inside the gap to retrieve my engorged organ. She fished it out of my pants and played with it as I drove her home. 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 it.. 

Donna 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 never had sex with Donna again after that night but it had been one incredible ride home. She really was an excellent cock sucker and she got off with guys cumming on her tits. I often wondered what the ranger would have done if he had witnessed me shooting on her big boobs. I had a strange feeling that he would have whipped out his dick and joined us. 

JOANNE – FALL OF 1973

One of the bars that sponsored one of the softball teams that I played on was JJ Pub. JJ stood for Joe and Joanne a husband and wife who owned the pub. It was hang out for us at the office and a place we drank after the softball games. One of the guys on our team was a local policeman and I became good friends with him. One evening he had a little too much to drink and I drove him home. He told me that Joanne had been fucking around on Joe and that she had fucked some of the cops. I wasn't surprised as she always seemed to be a bit of a flirt.

Joe and Joanne were Greek descent and they were both in their thirties. Joe was 39 and Joanne was 36 years old. She was attractive with long dark brown hair and dark sexy eyes. Joanne was 5'5" tall and I estimated that she weighed around 125 pounds. She had small breasts and a large ass. Her ass although big was round and curvy. Her legs were thin for an ass her size but they were shapely. I often wondered just how Greek she was and if Joe or the guys she was banging ever fucked her in the ass.

One Sunday the Pub had a bus going to a pro football game and I signed up for the outing. We met at the pub Sunday morning and started the day drinking bloody marys. There was plenty of food and beer on the bus for the trip to the game and the trip home. It was a good time and it was a good game. On the trip home a lot of people were moving around and standing in the aisle of the bus. I went to the back to grab a beer and as I moved past Joanne she pushed her ass into me and wiggled it in my crotch. I chalked it off to her being a little drunk and moved passed her.

On my return to my seat she cut me off and we talked for awhile. She stood close to me and let her body come in contact with mine. I didn't protest because I knew nothing was going to happen on a crowded bus. Joanne got frisky and rubbed my crotch a few times causing me to get hard in my pants. She knew that I was fucking other girls from the office and some that hung around the pub. The next time she rubbed my crotch and returned the favor by rubbing her big ass. She smiled and wiggled it in response. The games continued for a few minutes and then I leaned over and whispered in her ear.

"Just how Greek are you?" I asked.

She whispered in my ear, "If you take good care of my pussy you may just fine out."

I took that as a signal that she was mine for the taking and that she was into anal sex. We chatted for a few more minutes and stroked each other before I decided to return to my seat. There was no point in getting worked up over something that wasn't going to happen that night. I wasn't sure how and when Joanne and I would hook up but I knew it would eventually happen.

It was four days later on a Thursday afternoon and I was having lunch at the pub when Joanne approached me. She intercepted me on the way to the men's bathroom and told me to come around to the back entrance to the pub. After I finished lunch I left the pub through the front door and walked behind the building to the back door. Joanne had the door open a crack and when she saw me she quickly ushered me inside. She locked the back door and led me into the storeroom, closing and locking the door from the inside. Tommy was tending bar and I wondered if he would need something from the storeroom while I was in there with Joanne. 

I stared at her as she pulled up her mini skirt and I witnessed a scene that I never tired of. Joanne was wearing thigh high hose with elastic tops and sheer panties. I ran my hands over her legs and caressed the bare skin above the hose. Then I moved my hands higher and fondled her super fine ass. Hooking my fingers in the waistband of her panties I pulled them down slowly as Joanne leaned over and put both hands on a stack of boxes. I watched as her naked ass was exposed when I lowered her panties. I peeled the panties all the way down her legs and she stepped out of them.

My hands traveled up her legs slowly until they reached her curvy buttocks. I gently squeezed and molded her hot ass flesh in my hands and then I leaned in and planted light kisses on both cheeks. Joanne wiggled her ass in response and I saw goose bumps cover her skin. My cock was now stiff in my pants and ready to be released. I stood up and as I did Joanne turned to face me and dropped to her knees. She unbuckled my belt, unzipped my fly and unfastened my pants. Then she pulled my pants and boxer shorts down my legs freeing my stiff cock.

"You have a great cock," Joanne whispered as she leaned in and took my cock in her mouth. She sucked on it for a few minutes and then stood up and said with urgency. "I am so ready. I really need you inside me."

Joanne got on a bunch of boxes that were stacked together and spread out on her back. I stepped up between her legs and eased my cock into her sopping wet pussy. I began to fuck her slowly and almost immediately she covered her mouth with her arm to muffle her moans. I had never seen a woman cum so quickly. I continued to fuck her and several minutes later she had a string of orgasms close together with the final one being extremely intense. She lifted her body off the boxes and held onto me with a fierce grip as her lower body shook with her climax. Joanne buried her mouth in my shoulder to stifle her groans as she held on for dear life. Then she lowered her body back onto the boxes. I still had my cock in her so I began to fuck her slowly again.

"Let me turn around, my clit is super sensitive right now," she whispered.

I withdrew my cock from her pussy and waited while she got up. Joanne then leaned over the boxes and presented her pussy and ass to me. I would have loved to shove my cock up her hot ass but she wanted me back in her pussy. I stepped up to her and slipped my cock back in her womb and resumed fucking her this time in search of my release. I played with her big ass as I fucked her from behind. It was the next best thing to anal sex.

"Don't cum in my pussy. Let me know when you are going to cum," she told me.

I continued to fuck her and play with her ass until I felt the familiar surge in my loins. "I'm close," I called out in a hushed raspy voice. 

I pulled out of Joanne prepared to ejaculate on her buttocks, however she spun around dropped to her knees and took my cock back in her mouth. She fondled my balls with one hand as she held the base of my cock in the other. Her head bobbed up and down as she sucked me. Then I lost it and I came in her mouth. Joanne kept me in her mouth until she had drained my cock dry. Then she nibbled the head of my cock which made me feel weak in the knees.

She stood up and smiled at me as she spoke. "I didn't feel like running errands with a load in my pussy."

"So did I earn a shot at that fine ass of yours?" I challenged.

"Yes, you did a good job, but not here and not today," she told me.

I pulled up my underwear and pants and straightened out my clothes. "Wait here a second," she told me. Joanne opened the storeroom door and peeked out and said, "Okay you can go."

I moved quickly out of the storeroom and exited through the back door. Joanne followed me out and locked the back door. "Next Wednesday when Joe is working at the other restaurant we'll get together," she promised.

Joanne walked to her car parked in back and I walked back to mine in the parking lot. I drove back to my office thinking about the quickie and earning a shot at her luscious ass. It had been quite a lunch break. 

Six days later I had lunch at the pub and Joanne told me to meet her later that evening at a hotel in the next town. She said she would call my office with the room number after she checked in. The afternoon dragged that day and I was still at my desk at 6:00 PM when Joanne called. She gave me the room number and I left the office immediately. It took about 45 minutes to get to the hotel. I walked into the lobby, straight to the elevator and then to the room.

I knocked on the door and after Joanne confirmed it was me she let me in. She was dressed in just her panties and matching bra and she looked very hot. Joanne told me to come in and then she turned and walked back into the room. As Joanne walked away from me I looked at her big round ass and shapely legs. Joanne was a little heavier in her ass than I normally liked but she was so solid that it didn't bother me. As I looked at Joanne's big round curvy ass I was anxious to fuck it that night. I walked in the room and Joanne began unbuttoning my shirt and I decided to let her undress me.

Joanne unbuttoned and removed my shirt. Then she kissed me and worked her way down my body kissing my chest down to my waist. Joanne then unbuckled my belt, unfastened my pants and pulled my pants down my legs. I slipped off my shoes and then lifted one leg at a time so that Joanne could pull my trousers off. Joanne then removed my socks before returning to my underwear. My cock was rock hard in my briefs and Joanne ran her hand over the outline of my cock in my underwear. She looked up at me and smiled. Then she hooked her fingers in the waistband of my briefs and slowly pulled them over my pubes. Joanne made sure that my cock got caught in the waistband as she seemed to like to see it spring out. Joanne pulled my underwear as far down as she could without freeing my cock. Then she finally pulled the briefs clear and my cock sprung out into her face. She smiled as it bobbed in front of her.

"I can see that someone is happy to see me again," Joanne said as my cock bobbed around in front of her.

Joanne then pulled my briefs all the way off and I stepped out of them. She walked across the room and flopped down across the bed. I walked over to the bed and I grabbed her panties and yanked them off her body. I left the bra on her as she actually looked sexier partially clothed. I lifted her up by her hips and I ran my tongue along her pussy lips. Joanne cooed as my tongue found its way into her pussy and then located her clit. I spotted some lotion on the table next to the bed so I took it and put a lot of it on my hand. I rubbed the lotion into the crack of Joanne's ass and then I slipped a finger into her asshole. I began to finger fuck Joanne's ass with my index finger and then I pushed my middle finger and ring finger into her pussy. I finger fucked her pussy and ass at the same time with my three fingers.

"Oh that feels good. Imagine what a tongue would feel like in there," she said and then added, "I douched my pussy and my ass tonight in case you want to put your tongue in there."

It had been a few weeks since I rimmed a girl's asshole but I was in the mood for some anal sex and I went for it. I grabbed Joanne's fleshy ass cheeks and pried them apart so that I could get a good look at her rosebud. I ran my tongue around the rim causing her to gasp. I moved my tongue from her ass to her pussy and back again driving her wild. True to her word, her ass was clean and smelled fresh. Joanne began cumming and her hips rotated as she moved her big ass around. I fastened my mouth to her pussy and clamped onto her clit. Joanne screamed in orgasm and then her body flattened on the bed. I was about to shove my cock in her pussy when she rolled over. 

"I want you to fuck me like this," she said as she raised her legs back to her shoulders, "I want my legs on your shoulders as you drill me with your cock."

I got up and stood on the bed and lowered my cock into Joanne's pussy. Joanne placed her legs on my shoulders and I leaned forward over her. I placed my hands on the bed above Joanne's head for balance and I drilled her pussy from above. I fucked her hard and fast as she was really into this position. I felt as if we were filming a porn movie. I had never fucked anyone in this position before but I was getting into it and I let her have it. Joanne was groaning and moaning as she had a string of orgasms as I pounded her pussy.

"I want to see you shoot. I want you to cum on me. Aim it at my face," Joanne said with her voice cracking.

I felt my balls tighten and I knew I was close. I pulled out of Joanne's pussy and stood above her as I started to cum. I aimed my cock at her face and fired streams of cum at her. The first couple of streams hit her hair, face and neck and ran down over her tits. Then as my ejaculation slowed, ribbons of cum covered her abs and pubes. 

"Oh look at it all. Cream me, cover me with your cum," she called out with her voice cracking in her desirous state.

Joanne then scrambled to a sitting position and took my cock in her mouth. She sucked me dry as she gently squeezed my balls. I finally couldn't stand on the bed any longer so I flopped down along side of her. I pulled her toward me and our bodies meshed together and I felt the wetness from my semen. I lifted Joanne's bra off her body and rubbed her sensitive tits. I was ready to take her ass.

"It's time for me to take your hot ass?" I told her.

"Okay," she agreed, "But use plenty of lube."

I smiled at Joanne and put her on all fours. She turned her body so that she could watch herself in the mirror. She was sideways to the mirror on all fours when I began to grease up her asshole. I applied more lotion to her ass cheeks and then I added more to her asshole. I fingered her asshole with my little finger than a larger one and finally my thumb with my middle finger stroking her enlarged clit. Joanne raised her hips slightly so that I could get to her pussy easier and by doing so she accentuated her shapely ass. My thumb was snug in her ass and my cock was throbbing again.




Sex in Public and Risky Places Ch. 04



"That's it get my ass ready for your big cock?" Joanne cooed as she watched us in the mirror. 

I answered her by removing my thumb, kissing my way down her arched back as I fondled her curvy buttocks with my hands. I planted kisses on her ass cheeks and tickled her pink hole with my tongue. She gasped out loud as I rimmed her again that night. I lifted her hips up a little higher and gently spread her ass cheeks wider and lapped around her bung hole. I penetrated her rectum with the tip of my tongue and I heard her breathing become shallow and labored. I slipped my tongue in as deep as I could and Joanne went wild. Her body shook with convulsions as she had yet another intense orgasm. I held on to her hips with my tongue buried in her ass as she bucked and trembled.

I then moved behind her and eased my cock into her well prepared asshole. Joanne had totally relaxed and it took her awhile to realize that the head of my cock was now in her ass. I had added more lotion along with my saliva making my dick very slick. 

"Not too deep at first you're a bit thick. Let me get used to it then you can go deeper but go slowly," she coaxed.

I fed it to her a little at a time probably no more than a quarter or half inch. Each time I allowed her to adjust to the thickness and deepness of the penetration. It seemed like hours before my cock was fully lodged in her ass. Once I thought she was comfortable I started fucking her ass, first with short stokes and then longer ones.

I was very turned on as I watched my cock saw in and out of her big beautiful ass. Joanne had her head turned to the side of the mattress and she was gripping the bed sheets with both hands as I fondled her shapely buttocks and plowed into her. I spotted Joanne's wedding ring on her hand as she gripped the bed covers. I wondered what Joe would say if he could see her now with a big cock up her ass. I could feel myself on the verge of another big ejaculation and it felt like it started in my toes. All of a sudden it let loose and I filled her asshole with cum. My cock seemed to swell up thicker than ever and it seemed that my sperm had no where to go.

I kept slowly fucking her ass until my cock started to soften. Joanne's ass involuntarily was milking my cock draining it of all my seed. When my cock slipped from her asshole with an audible pop, my cum poured out and ran down the back of her legs and over her pussy. It looked like Joanne was shooting cum out of her ass. She collapsed face down on the bed and I lay down along side of her. We were drained and exhausted. I stroked her buns lovingly as we lay quietly.

Joanne asked in a soft voice, "Will you be able to fuck my ass again before you leave?" 

After we rested I was able to fuck her ass again but it took a very long time for me to cum. I did manage to shoot my third load of the night into her ass again. Joanne told me that she had never felt so full and it was a feeling of giving complete control to someone else. Joanne thought that being fucked in the ass was the ultimate in submission. She said she felt totally dominated and she loved it.

I showered, dressed and said goodnight to Joanne who was content to lie on the bed face down with cum oozing from her ass. She didn't get up when I left so I just patted her on the ass and told her what a great ass fuck she was. After that night Joanne and I got together a few more times. We had sex in the storeroom a couple of more times and in the hotel as well. Several months later Joe caught her fucking some other guy and after that she cooled it. Joanne was a good fuck and I had enjoyed the encounters with her. I got a charge out of her sucking my cock or fucking her in the storeroom with customers in the bar. We were never interrupted while in the storeroom but the thought of getting caught made it exciting.

SHIRLEY - 1974

A fellow employee Eddie tracked me down in the office before the end of the Friday. Eddie and I played tennis at the same indoor club.

"Hey Walt, I'm glad I caught you before you left. Are you up for some tennis tonight?"

"I thought we were playing tomorrow."

"Yeah, yeah but something came up. We're still on for tomorrow but this couple who usually plays in our Friday night mixer can't make it and they need a sub."

"Okay I can do it. Do you have a partner for me?" I asked.

"Yeah my wife's college roommate, the same one that's joining us tomorrow. This is a mixer where we change partners every half hour," Eddie explained.

"Sure, I'll play," I accepted.

"Thanks buddy!"

It was almost 5:00 PM so I left the office and went the tennis club to change. At 5:30 sharp Eddie's wife Rita a cute redhead greeted me with a hug and thanked me for filling in for her friends. Then Rita introduced me to her former college roommate Shirley. I shook Shirley's hand and thought that she looked familiar. 

Shirley was about 5'6" and probably no more than 110 pounds. She had short blond hair in a DA style with very blue eyes. Shirley was nearly flat chested but she had absolutely gorgeous legs which were very much on display beneath her tennis skirt. I would learn later when we played and her tennis skirt flipped up that she had a shapely ass.

Once the matches began, everyone started out with their partner and then after 30 minutes we changed courts and partners. It was a nice way to meet people and it was purely social tennis. The mixer went on for three hours and wrapped up at 9:00 PM. Eddie, Rita, Shirley and I stopped at TGIF afterward for drinks and appetizers. Afterward I offered to drive Shirley home since it was on way.

As I drove her home it was hard for me to keep my eyes off her great looking legs. There was plenty of leg to look at since her tennis skirt had ridden up higher. I made small talk with Shirley in an effort not to be so obvious about looking at her legs. I had a feeling that she knew the effect that her good looks and great legs were having on me but she played it cool. We arrived at her house and she thanked me for the ride. She smiled as she left my car and told me she would see me tomorrow. I told her I would pick her up before lunchtime.

On my way home, I still struggled with why she looked familiar to me. I was half paying attention to my driving when it hit me. She resembled the singer / actress, Olivia Newton John. She was about the same build with the short blonde hair and blue eyes. Now Olivia was screaming hot and much prettier than Shirley but the resemblance was there.

I picked her up the next morning just before lunch. We joined Eddie and Rita for lunch and then the four of us drove to the tennis club. We played mixed doubles for two hours and Shirley and I won the first two sets, 6-4 & 6-4. Eddie was pissed as he hated to lose. He and Rita started arguing as Shirley and I were cruising 4-0 in the third set. Eddie started ripping the ball at Shirley but she held her own and it was like hitting to a backboard. She was not intimidated by Eddie at all. But then Eddie hit an overhead right at her and the ball hit her in the lip after it bounced in front of her. 

Shirley's lip was cut but not badly. Still a trickle of blood ran out. Rita was livid and screamed at Eddie for being such an asshole. Then Rita stormed off the court and Eddie followed her. Shirley and I let them go as we didn't need to be around them with Rita's rage. I looked at Shirley's lip again and smiled at her.

"You're going to make it," I teased.

"Thanks doctor," she quipped as she punched me playfully. 

Shirley and I walked off the court. I stopped her once we were behind the backdrop and checked her lip again.

"Is it bad?" she asked.

"No it's not. It's just a small cut and the bleeding has stopped. It's not even noticeable," I said putting her at ease.

Then I teased her and said, "I should probably kiss it to make it better."

I leaned in and kissed her lightly. Her lips were so tender and when I looked into her sexy blue eyes I just had to kiss her for real. I kissed her again surprising her but she relaxed and kissed me back. Then I took her in my arms and held her to me and we kissed and my tongue sought out her mouth. I felt Shirley tremble in my arms and I knew that I just had to have her. We still had time left on our court rental so I broke the kiss and dropped to my knees. I ran my hands along her shapely legs up under her tennis skirt and I cupped her firm shapely ass. I stared right at her panty covered pussy and ran my hand over her vulva.

"Walt please stop you shouldn't do that," she gasped but I continued rubbing her bare thighs and panty covered pussy.

Shirley was breathing hard and she seemed confused when she spoke again, "Please stop before this goes any further."

I pushed Shirley's tennis skirt up to her hips and leaned in to kiss her creamy thighs. She gasped aloud at the touch of my lips to her naked skin. I knew that she was struggling with the decision on how far she should let this go. I could smell the sweet aroma of sex that was given off by her pussy as my face moved closer to her crotch. I kissed her inner thighs just below her panties. She groaned with pleasure as she reached down with her hands to control my head. Shirley tried to keep my head from reaching her pussy but I moved the panties to one side of her vulva baring her sopping wet cunt. I tickled her outer lips with my fingers and then let them slip inside her vagina. 

"Oh God, not here," she whispered in a raspy voice and then, "Oh yes!"

Shirley was so wet that two of my fingers slid in easily and she unconsciously relaxed her grip on my head. I moved my mouth toward her and closed over her pussy shoving my tongue into her wetness. Shirley gasped and grabbed my head again but this time she held it tight to her quim. I lapped at her pussy as I fingered her with two fingers. Then I spread her pussy lips apart and located her throbbing clit peeking out from its protective hood. Shirley was really excited. I sucked on her hard clit and she bucked her hips into my face. I reached around her and cupped her shapely ass cheeks in my hands as I drove into her pussy with my tongue and nibbled on her clit. We were both incredibly turned on and just the thought of another couple arriving on the court added to the excitement.

"Oh sweet Jesus, I'm cumming. Hold me, please hold tight," she whispered as she lost it.

The climax rocked her body and I held on for dear life as she thrashed, twisted and bucked almost losing her balance. I kept right on eating her pussy and I held onto her shapely ass as she thrashed about. Shirley slowly calmed after her intense orgasm and I continued to lick her until her pussy was dry as she ran her hands through my hair.

"Oh that was something I really came hard. Thank you, thank you!" she murmured and added, "I can't believe we did that here."

I stood up and Shirley adjusted her panties and tennis skirt. Her eyes traveled to my crotch and she spotted my cock straining to get out of my tennis shorts. I smiled at her and then we both walked upstairs to the main level. We passed two other couples on the way to the court that we had just vacated. Shirley was blushing as if everyone at the club knew that she had just had her pussy eaten on the court. I was horny and I was ready to fuck her. I remembered the storage area behind the practice wall.

"Come with me," I told her.

I led her to the storage area where we kissed again. She was obviously nervous about being discovered in public. I reached under her tennis skirt and pulled her panties down and played with her pussy. As I fingered her cunt I removed the panties from her legs and licked her pussy again. Next I arranged a bench for her to lie down on.

Shirley sat on the bench but she held her skirt down over her pussy. I dropped my tennis shorts and briefs to my knees, 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 bench and proceeded to feed my thick cock to her. 

"Oh we mustn't, we shouldn't, it is not right, I'm dating this guy 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. As I pounded her pussy we could hear the tennis balls hitting the practice wall. It was wild to be fucking her with so many people at the club. Every court was taken and several people were hitting off the practice wall. We were out of sight and well concealed but we could hear the activities around us.

"Oh my I have never been so full of cock, fuck me," she whispered urgently, her mood and tone changing quickly.

I pounded her pussy making sure that my cock was in constant contact with her clit. Shirley had multiple orgasms as I fucked her. I pulled her tennis top out of her skirt and pushed it up over her sport bra. Then I pushed the bra up over her tits. She had very small pretty firm tits with rock hard nipples. I twirled the nipples in my fingers and fondled her small firm tits. 

She went wild whispering in a strained voice. "Suck my tits, suck my nipples and fuck me good!" 

I leaned over and sucked on her nipples and she moaned loudly. I could feel my balls start to tighten and I knew it wouldn't be long before I filled her pussy with my cum. Shirley stiffened and then had another violent orgasm.

She yelled, "Hold me, please hold me, I'm cummmming!" 

I reached around behind her and pulled her toward me. She was half sitting on the bench when 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 bench and slowly fucked her as my cock softened. My cock was swimming in her cunt; there was so much cum in there mingling with her own juices.

"How are you doing?" I asked her. 

She smiled at me and said, "My God, that was incredible." 

I handed her a towel from my tennis bag which she used to wipe her pussy. She looked down at my soft cock and took it in her hand, "You are big," she said as she stroked my cock to hardness again.

"Let's go some where," I suggested.

Shirley smiled at me and replied, "Yes, let's do that. We should have done that earlier."

We straightened up and left the storage area. As we walked out of the club Shirley was blushing. It had been very bold of us to have sex where we did and we could have easily been discovered. I drove to a motel where the room entrances where outside. Shirley remained in the car while I got a room which was pretty easy on a Saturday afternoon. I drove around to the front of the room and Shirley dashed inside when I opened the door.

We stripped off our clothes and Shirley got in bed on her back. She held her arms open to me welcoming me between her legs again. I crawled between her legs and slipped my hard cock back in her pussy. I never wanted this to end and I wanted to fuck this hot woman all afternoon and all night. I fucked Shirley as long as I could. She had multiple orgasms and the final one was so violent she nearly bucked me off her body. I had not yet cum a second time when she pleaded with me to stop.

She collapsed and cried out. "Please stop, I have to rest. I have never been fucked so much in my life. I need a rest. I am not sure I can cum any more."

"Are you ready for a shower?" I asked.

"Absolutely," she replied.

We both showered together and as I soaped her body Shirley leaned back against me and I reached around and fondled her small tits lovingly. She cooed as she was in ecstasy and totally relaxed. I also spent a lot of time washing her curvy ass and her hot pussy. I startled Shirley when I slipped a very soapy finger into her asshole. I knew that I caught her off guard so I didn't pursue her ass any further at that time. After the shower we dried each other off with the motel towels and as she was drying me, my cock was at full attention.

"Does that thing ever go down?" she asked as she dried it tenderly. 

"Not as long as I am around a hot ass like yours," I said cupping her ass and then asked, "How about if I give you a massage?"

Shirley smiled as she got the lotion from her purse. She crawled back on her bed and lay face down. I admired her shapely ass and I wondered if she would let me fuck her there. I wanted to massage her ass last so I told her to turn over on her back.

"Let's do the front first," I said as I rolled her over.

I started at her feet and worked my way her legs and thighs but I did not touch her pussy. Then I moved my hands up to tits and twirled her delicious nubs in my fingers. I worked my hands back down her torso and this time I touched her pussy and fingered her gently as well. I located her clit again and rolled it in my oily fingers emitting a short gasp from her. Shirley seemed to have another small orgasm just from being touched.

"Time to do the back side," I told her as I rolled her onto her stomach.

I marveled at her soft flawless skin and shapely ass. This time I started with her shoulders and worked my way down to her ass, thighs and legs. She was so relaxed I felt that she might fall asleep. I paid special attention to her ass and placed a well-oiled finger in her bunghole. My finger was so slick and she was so relaxed that it slid in easily. I continued to massage her shapely beautiful ass and finger her hole. I added a second finger and although it was much snugger Shirley didn't complain. I pulled her up by her hips until her curvy ass was in the air and she lay with her head to one side on the bed. She was almost crooning as I continued to finger her asshole and then began to finger her pussy as well.

"I like that. I like your fingers in my ass and pussy at the same time," she said sexily.

"You have a beautiful ass," I told her.

"Thanks! It gets me in trouble a lot," she admitted.

"I can see why," I replied as I continued to finger her and caress her buns. 

I removed my fingers and eased my engorged cock into her pussy. I began to fuck her slowly and then put my fingers back in her asshole. Shirley was on the verge on an uncontrollable orgasm and as she began to thrust and shake, I took advantage of her state and tried to slide my cock from her cunt to her asshole. I managed to get the head outside the sphincter and then Shirley stiffened. As she bucked and shuddered with an intense orgasm she nearly impaled her ass on my cock. Only when she started to come back to earth did she realize that my cock was about to enter her ass.

"Take it easy, you will be the biggest that has ever been there," she cautioned.

I had no intention of hurting Shirley but as I stared at her perfect ass I knew not to rush it. I was about to fuck another beautiful dream ass and I didn't want to do anything to screw it up. I applied lots of lotion and then saliva to my cock. I got on the bed behind Shirley and lifted her almost lifeless body up so that her ass was in the air. She kept her head on the mattress and she had a distant dreamy expression on her face as if she was in a different world. 

I slid my cock into Shirley's well lubed asshole. Although she had been loosened up by my fingers, my cock was stretching her to new dimensions. Shirley opened her mouth as if to groan, but no words came out of her mouth. She was like putty in my hands and I steadily pushed my cock into her until it was buried in her ass. I fucked her slowly at first and then I really picked up the pace. I pounded her ass and my hips slapped against her ass causing her incredible ass cheeks to jiggle. Shirley just moaned and grunted with every thrust of my body. She was incapable of another orgasm so I was just using her for my pleasure. I added another ass fuck to my collection and I was thrilled to do it.




Sex in Public and Risky Places Ch. 04



With one final thrust, I stiffened and shot my wad into Shirley's asshole. I moved my hips slowly as my cock softened somewhat and I watched as cum trickled out of Shirley's ass. Finally my cock softened slightly and slipped out of Shirley's ass with an audible popping sound as more cum ran out of her ass and down over her cunt lips. A scene I had become very familiar with over the years.

We rested for quite awhile and then I decided to take her ass one more time. I grabbed Shirley by the hips and pulled her lifeless body back up until she was on all fours. I pushed a thick finger into her asshole and tested her tightness then I added a second finger which caused Shirley to gasp. I worked the two fingers in and out of her ass stretching her as much as I could. I then placed my big erect cock back between Shirley's beautiful smooth round ass cheeks and pushed into her asshole. 

Shirley yelled loudly this time, "Oh my God, fuck me, fuck my ass!"

I complied with her demands and pounded her ass as hard as I could. Shirley squeezed her ass cheeks together as she orgasmed and I joined her and shot another huge load of cum deep into her ass. Shirley screamed and moaned as she felt me pump several shots of cum into her rectum. Shirley's beautiful body radiated heat as I pumped cum into her ass. Shirley was almost out of breath but started to return to normal breathing as I caressed her body lovingly. I eased my cock from her ass and traces of cum ran out of her asshole between her cheeks and over her pussy. 

I learned later that Shirley had been a figure skater and was in a skating club. That explained her well toned body and killer ass. She still liked to ice skate for recreational fun and that and tennis certainly helped to keep her ass and legs in great shape. Shirley made it clear that she couldn't see me again as she was going steady with a guy at the time. She also made me swear not to tell Eddie about our fling. I promised that I would keep my mouth shut as I always did. We showered, dressed and I drove her home. It had been a pleasantly surprising Saturday. I thought back to the club and reflected on our public sex, first behind the backdrop and then in the storage area with the sounds of the people in the club all around us and the tennis balls hitting the wall. That had been unbelievably risky but exciting and rewarding.

NEXT CHAPTER

I will move the timeline into the 1980's where you will meet Sue and Sherry. Sue and I make it in a hotel's outdoor Jacuzzi. I meet Sherry on a ski trip and we hook up in a shared condo and invent a new mile high club.



Sex in Public and Risky Places Ch. 05



Author's Note: Over the years I have had sex in interesting places, some public and others risky. As I reflect on those days past I realize just how risky some of those encounters were and how fortunate I was not to be discovered. Others were not risky but wild and exciting as they took place in a third party's residence with the person in the other room. I decided to revisit those encounters and share them with the readers. As I wrote the story it was getting very long so I decided to break it up into chapters as the characters changed from one chapter to the next.

INTRODUCTION

The public places in which I had sex include cars, vans, on the lawn, by a lake, on the beach, in a gondola, in a Jacuzzi and in my office. The places I consider risky include my rented room at college, someone else's apartment, my neighbor's swimming pool, a bar store room and in the bathroom at a party. By risky I mean the chances of being discovered and witnessed by others. 

I thought at first that I would write about each experience by location. However sometimes the sex started in one location and moved to another. Therefore I decided to write the stories as they occurred in chronological order beginning in 1960. I skipped over the high school years which included the drive-in movie pussy fingering and hand jobs. The story begins when I was in the Marine Corps and stationed in Naples, Italy. Keep in mind that I had many memorable sexual encounters but I have selected the best that occurred in public and risky places.

In chapter one I wrote about my encounters in Naples, Italy where I had sex with three different women Vittoria, Carla and Emma in the same apartment. Each time there were other people in the next room. I also wrote about my first anal sex on the Isle of Capri. We were on the beach at night when Gianna offered up her ass and it was witnessed by a voyeur. Chapter two was about my public encounters in cars and other people's homes with Erica, Linda and Charlotte. In chapter three my sexual encounters this time were outdoors with Michelle and Peggy

In chapter four encounters were on an indoor tennis court with Shirley, in a storeroom before moving to a hotel with Joanne and at a reservoir with Donna. In this chapter Sue and I will have sex in a hotel Jacuzzi before taking it to her room. On a ski trip I will hook up with a buxom blonde named Sherry and have a mile high experience. The trip also provided one more surprise in the name of Toni.

SUE – 1981

It was 1981 and I was now working for a computer software company headquartered in New Jersey. I was based in Midwest office as the Western Region Manager. I had sales staff in offices in California, Texas, Colorado and Illinois. Our technical support was located in New Jersey. It was on a trip to Arizona that I got close to Sue one of our technical support representatives. I was in Arizona with Dennis, Bonnie and Sue. Dennis was the West District Manager based in California and Bonnie was one of the sales staff from the same office. We were staying in a metro hotel that was close to the state offices. That evening the three of us had dinner together and reviewed the presentation. Bonnie and Sue were both nervous about the meeting with the State of Arizona. Bonnie was nervous because of the size of the deal and Sue was nervous because it was her first meeting with a prospect. 

The next day we traveled to the state offices and set up for our presentation. There were 30 people from the state in attendance representing the eight data center sites. We began the all products presentation at 9:00 AM, took a break at 11:00 AM and resumed the presentation at 11:30 AM. We broke again for lunch at 1:00 PM and resumed at 2:00 PM. I wrapped up the presentation at 3:30 PM and then we spent another hour addressing specific technical questions and issues. At 4:30 PM we departed the state office and then had our own debriefing. 

"I don't know about anyone else but I am ready for a drink," I said.

Everyone agreed so we went to a Bennigans which was near our hotel. We grabbed a round table and then debriefed the day. Everyone felt that the presentation went well and that we effectively addressed the prospect's objectives. After a couple of drinks we decided to have dinner at Bennigans since we were already there and we didn't feel like driving to another restaurant.

After dinner 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 bubbles 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 and kept moving my cock in and out as she climaxed. It was the first time that I had ever had sex in an outdoor Jacuzzi and it was kind of a turn on.

"I wonder how many people have cum in this hot tub," Sue giggled and then asked, "Are you close?"

"Very," I replied.

I kept moving in Sue's pussy and I felt my balls tighten. "If I had another mouth it would be wrapped around your balls right now," Sue whispered between kisses.

Then I felt my surge and I spewed cum deep into Sue's womb. As I filled her pussy with my seed I felt her body tense again and I knew that she had cum again too. She held me tight and drove her tongue deep into my mouth. My hands found her firm tits again and held them as she rocked in my lap. Then Sue broke the kiss and buried her face between my neck and shoulder as she shuddered with her second orgasm.

We separated in the Jacuzzi just as the timer expired. Then we went into the swimming pool to cool off before returning to our rooms. As I walked toward the pool I spotted a person sitting in one of the lounge chairs. Upon closer inspection I saw that it was a woman. I don't know how long she was there but I guessed that she watched Sue and me get it on in the Jacuzzi. The voyeur never said a word. After our swim, Sue asked me to come to her room where we had more sex. 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 had slowed down over the years and although not as virile as I once was; I was pleased that I could still cum twice in a night of sex.

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 in New Jersey. 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.

SHERRY – THE WINTER OF 1982

My neighbor Ken was a big skier like myself so we decided to vacation in Colorado together in January 1982. We went to the Aspen area and stayed by the Snowmass Mountain. Ken had rented a one bedroom condo with a loft and a pull out sofa in the great room. I slept in the pullout sofa on the lower level. I learned on that occasion that even though he was married, Ken would always invite some girl to join him on the trip. This year a woman named Toni showed up the second day that we were there. Toni was nice enough even though she seemed a little shy. I assumed she was slightly embarrassed that I was in pull out sofa while Ken was banging her at night.

Toni was a cute slender redhead and she was a decent skier and she didn't hold us back. The three of us enjoyed our day on the slopes and our Après Ski. One day we stopped at one bar in Snowmass and there was a really good band there. That's when I met Sherry. She was standing alone near the bar when I asked her to dance. She smiled and accepted and we hit the dance floor and stayed out for five songs.

"I really need to rest a minute," Sherry told me after the fifth song.

"Sure, would you like to join us?" I asked pointing to the table we were sitting.

Sherry accepted the invitation and joined Ken, Toni and I at the table. Introductions were made and we enjoyed the rest of the afternoon together. Sherry was staying at Snowmass for two days and then heading up to Vail to see some friends there. Sherry was a strawberry blonde with a solid figure. She was about 5'6" and I guessed about 140 pounds. She was solid as a rock and had big tits. Her hips and thighs were full but you could tell she was in shape.

The three of us closed the Après Ski bar and then agreed to ski together tomorrow. Sherry said goodnight to us and that she would see us tomorrow. Ken, Toni and I went to dinner and then returned to our condo. It didn't take long for Ken and Toni to go to their bedroom and then I decided to watch TV in the great room.

The next day the four of us skied together and had a great time. Sherry was a very accomplished skier and was probably the best of the four of us. After skiing we all showered dressed and went to dinner in Aspen. Following dinner we found a place to dance and party and we had a good time although there was something funny about Toni that day. I sensed that Toni was jealous of Sherry being a better skier and dancer. It's funny how women can get that way at times.

The four of us went back to our condo where Sherry had left her car. I invited Sherry in and I spotted the look of disdain on Toni's face. Sherry accepted and came in for a nightcap. Toni seemed uncomfortable with Sherry in the room so she said goodnight and went into the bedroom. Ken followed her shortly leaving Sherry and me together. We sat on the sofa together with our feet up on the coffee table looking at the fire. It was a romantic setting and Sherry cuddled up to me. I put my arm around her and soon we were kissing and petting. I started to take of her sweater but she stopped me.

"Is there another bedroom? She whispered.

I nodded and whispered, "Yes, we can go up into the loft."

The loft wasn't really another room but it was private enough. We climbed the ladder into the loft. I turned on the small light in the room so that we could see. The area was dimly lit but we could see each other very well.

"I want us to undress each other and I want to undress you first," she whispered.

Sherry walked over to me and then she pulled my shirt up and off my body. I stood up as she dropped to her knees in front of me to lower my pants and underwear but first she removed my shoes and socks. Sherry then took hold of the underwear waistband and slowly pulled them down my legs. By this time I had an erection and it sprung out at her as she lowered my briefs. My cock dangled in front of her face as she removed my briefs from me one leg at a time. I stood completely naked in front of her with my cock just inches from her face.

Sherry took my cock in her mouth and sucked it gently. She licked all around it and ran her tongue up and down the shaft. Sherry was a very accomplished cocksucker and I knew that I would soon blow my load. She sucked me deep into her mouth and swirled her tongue around the shaft of my cock. I felt my orgasm building and I warned her that I was going to cum.

"I am going to cum soon Sherry," I cautioned.

She took her mouth of my cock and looked up at me with those deep brown eyes and replied, "I want you to cum in my mouth I want to taste your cum Walt."

Sherry returned her mouth to my cock and resumed sucking it until I exploded in her mouth. She continued to suck my cock and swallow every drop until my cock was drained dry.

"Oh I love your cum. It is so tasty," Sherry sighed as she licked her lips. 

Sherry then stood up still fully clothed and lifted her face up to me to be kissed. I kissed her and held her in my arms and then I began to undress her. I dropped to my knees, unbuckled her belt and unfastened her jeans. I pulled the jeans down her legs stopping to remove her shoes and anklets. Then I pulled her jeans all the way down and off her shapely legs. I then took hold of her panties and slowly peeled them down and off her legs. Sherry was trembling slightly and had goose bumps on her skin. I held her panties up to my nose and inhaled the smell of her femininity. Sherry gasped at the action. I reached behind Sherry and grasped her firm shapely ass in both my hands and pulled her toward me. She gasped again as I kissed her loins and fondled her ass cheeks. I could smell her sweet sex but I held off on licking her pussy. 

I stood back up and I lifted Sherry's sweater up and removed it from her body. Then I reached behind her and unhooked her bra. I was beginning to harden again and my semi-erect cock brushed against her thighs. I slid the bra straps slowly down her arms baring her large firm breasts. Her nipples were rock hard and I couldn't resist tweaking them a little which caused Sherry to moan softly. I then turned her around so that her back was to me and I reached around and cupped her firm tits in my hands. I played with her tits and nipples as I kissed the back of her neck. My cock was now fully erect again and it brushed against her buttocks as I fondled her.

I started a slow gradual descent down the back of her body kissing her neck, shoulders and back until I knelt behind her. When I reached her buttocks I planted kisses on both ass cheeks and tickled her crack with my tongue. Sherry couldn't take anymore of my teasing so she turned her body toward me, grasped my head in both hands and pulled me against her pubes. I found her pussy with my tongue and I grabbed both of her ass cheeks as I began to lick her pussy. Sherry gasped aloud as my tongue found her clit and she held my head tightly as she experienced a mild orgasm. Her body shook and she seemed to hold onto me for balance.

"Oh Walt I need to lay down. Can we go to a bed?" she said breathlessly.

I guided Sherry over to the bed and she immediately splayed her legs and welcomed me back to her pussy. I burrowed my tongue as deep into her as I could and then I just sort of licked and sucked my way up. When I got to her clit I used the very tip of my tongue to tickle it. I flicked my tongue over it once and then used the tip to explore the folds of flesh on either side of it. Sherry was now moaning and she arched herself so that her clit stuck out even further like a little cock. I licked it once more before I took it between my teeth and gently nibbled it. 

Sherry went wild and started bucking and moaning loudly. She pulled my head to her pussy as she cried out in ecstasy. I sucked her clit as deep in my mouth as I could and Sherry humped my face for all she was worth. I was pleased that I was able to get her that excited and I sucked harder and played with her wonderful clit with my lips, tongue and teeth. I don't know exactly how many times Sherry came but she finally begged me to stop as she collapsed on the bed, her body in spasms. 

I was not done with her however so I eased my dick into her pussy and began to fuck her slowly. Soon my cock was sliding easily in and out of her and we picked up the pace. Sherry wrapped her arms around my back and her legs around the back of my legs. She arched her back as she humped me hard and fast and I made sure that my cock stayed in contact with her clit as I plowed her cunt. We fucked hard and long working ourselves toward an exhaustive state. I did not want to cum as I wanted to fuck her silly. I was relieved when I felt her tense up.

"Walt, hold me, hold me, I'm coming, oh, oh, oh" Sherry said louder than she wanted as she reached her crescendo!

She tensed up wrapping her arms around my back and her legs around the back of my legs in a vice like grip. I held her trembling body tight and I could feel her drench my cock with her pussy juice. I remained still with my cock still in Sherry's pussy as she uttered unintelligent moans and sounds and her body quivered. Her vagina muscles were involuntarily squeezing and releasing my cock. My cock slipped from her vagina and she flinched as cool air touched her opening.

"Oh that was incredible. You are a very good lover, Walt," she sighed.

"Well you are too and I really enjoy making love to you," I replied.

"I need to rest for awhile, my body is tired," she said softly.

We rested for awhile and at this point I was anxious to get at her ass all the while wondering if she would let me fuck her in the ass. I moved her to all fours with her ass elevated and she placed her head on the mattress turned to one side so she could see me. I started playing with her pussy and her curvy ass lubricating her asshole with her own cunt juice. Then I got some lotion and put an ample amount in her asshole. Sherry moaned and cooed as I fingered her pussy and her asshole simultaneously. I tired to get her asshole slick enough so that I could fuck her ass.

When Sherry didn't reject my probing I realized that she was going to let me fuck her in the ass. I put an ample of amount of lotion in her asshole coating the tiny puckered opening of her anus and lubricating the rim. I added saliva to my lotion covered cock and nestled my dick against the entrance of her rectum momentarily before easing it inside her ass. I always found that body lotion and saliva will make my cock as slippery as possible. I could feel my cock struggle to stretch the resistant muscles. My dick head burrowed in and her rigid passageway soon yielded to the determined action of my cock. Sherry moaned as my penis filled her hole.




Sex in Public and Risky Places Ch. 05



"Go slowly at first," she said sexily and then added, "And not too deep at first and then deeper."

I fucked her with long and deliberate strokes until my cock was sliding easily back and forth in her ass. I caressed her shapely buttocks as I watched my penis move in and out of her rectum worming around inside of her curvy ass. For some reason I looked to my left and I saw a head at the top of the loft ladder. It was Toni. She had climbed up just high enough to see and she was watching me fuck Sherry in the ass. I don't know how long Toni had been watching us but I didn't care as I returned my attention to Sherry.

I caressed her big tits and tweaked her nipples as I leaned over her body and said loud enough for Toni to hear, "Sherry you have a hot ass, I love fucking you in your hot ass." 

My hands freely roamed her body and I pulled on her hips drawing her backwards impaling her further on my inflated member. I reached for her pussy to finger fuck her and diddle her clit but I found Sherry's hand already buried in her cunt. She was frigging herself frantically working herself toward an orgasm. Suddenly I felt my cock inside her ass swell up and I started pumping faster. Within minutes I knew that Sherry felt the warm fluid being squirted inside her anus and she immediately started to cum herself. Her cunt walls convulsed around her own hand fucking her cunt as her anal muscles squeezed every drop from my spurting cock. I grunted as my whole body became stiff and I slammed my cock harder into her. Sherry writhed around and her body arched off the bed as a climax of massive proportion tore through her loins.

My cock slipped from her ass with an audible pop and I flopped down on the bed next to her. The both of us were exhausted and Sherry curled up in my arms. I looked toward the ladder but Toni was gone. The two of us then dozed off. 

The next morning we woke up and it was snowing like crazy. Toni didn't want to ski because it was snowing really hard and it was a little windy. Sherry was up for some powder as was I so after breakfast the two of us went to Aspen leaving Ken and Toni at the condo. We took the gondola all morning since it was snowing so hard. Many people elected not to ski that day and the mountain was not crowded.

On one gondola ride Sherry and I were the only two in our car. She had a mischievous look on her face. "What's up with you?" I asked.

"I was wondering if I could make you cum in my mouth before we reach the top," she giggled.

"Let's find out," I challenged and I stood up to drop my ski pants and thermal wear. 

Sherry leaned over and took my cock in her mouth. The way she went at my cock she was determined to get me to cum in her mouth. She rubbed my balls, jerked my shaft and swirled her tongue all around my cock. I could my release getting close but I did not warn her that I was about to cum. I shot my load in her mouth and she drank down every drop.

She stood up and opened the fogged up window and looked out as I pulled my clothes back into place. "With time to spare," she remarked.

Minutes later we were stepping off the gondola and Sherry remarked, "A new mile high adventure."

We were almost two miles above sea level so it qualified as a mile high blow job. We skied down to the gondola again and made several more trips on it before we were alone again. "Your turn this time," I told her.

Sherry dropped her ski pants and thermal wear to her knees but it was too difficult to eat her pussy from the front. I had Sherry kneel on the gondola seat and I knelt down behind her. I was able to access her pussy easier from behind so I ate her as we rode to the mountain top. I put a couple of fingers in her and located the firm flesh of her g-spot. I rubbed her g-spot, sucked on her clit and fondled her large round ass. 

"Damn, you know to eat pussy. I'm going to make it. I'm going to cum before we get to the top," she expunged.

Her pussy was sopping wet and my face was covered with her juices. Then she announced that she was going to blow and she did. Sherry had a massive orgasm and her whole body rocked. She shook and screamed as she flooded my face. I pulled back and fondled her ass as she came back to earth. Sherry stood up and rearranged her clothes and minutes later the gondola door opened. We stepped out and grabbed our skis. We went outside and put our skis on and headed down the slopes. It was our last run of the day as the deep powder had worn us out.

Sherry and I stopped for a drink before heading back to the condo. "That was really something today," she remarked.

"Yeah, you give great head," I replied.

"Fuck you, I was talking about the powder you nut," she replied with a hearty laugh and she punched me playfully.

"That too," I teased and we both laughed.

We finished our drinks and decided to pick up some fast food so we wouldn't have to go out for dinner. We picked up enough for Ken and Toni too. Sherry and I returned to the condo and Ken was pleased that we had bought food for everyone. After Sherry and I changed clothes, the four of us ate dinner. Later we sat in the great room and watched an old movie sipping wine. Sherry cuddled next to me in an oversize chair while Ken and Toni did the same on the sofa.

After the movie Ken and Toni went into the bedroom and I noticed that she still had that jealous look. Sherry and I climbed back up into the loft and shed our clothes. She got in bed on her back and opened her legs to me.

"I want you to eat me first then fuck me and if you do a good job I will let you have my ass again," Sherry teased as if I had to earn it this time.

I was between Sherry's legs in record time. I dove right into her pussy and licked away at her tasty twat. Sherry loved my technique and she soon had another orgasm. Sherry'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, Sherry's body lifted off the bed with the intensity of her biggest climax. Her mouth opened as if to scream but no sounds came out and her body gyrated out of control. I held tightly to her legs and tried to keep my mouth fastened to her cunt but her body moved too violently. Her entire body went stiff and then she screamed aloud just as she came hard. Then she collapsed like deflated balloon and lay flat on the bed. I did not give her a chance to recover as I slid my throbbing cock into her pussy. She gasped when I entered her and then I began to fuck her slowly.

Sherry 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. The two of us thrashed about and locked onto each other as the intense orgasm overtook her body. We both then collapsed on the bed with me on top of her. After she calmed I rolled over on my back next to Sherry and we both lay on her backs side by side. It seemed as if Sherry could cum all night.

Sherry spoke first, "Oh that was so good."

"So did I do well enough to get your ass?" I teased.

"If you have anything left for that," she said with a laugh.

"Just give me a few minutes and once I look at your hot ass again I'll be ready."

We played with each other for quite awhile with Sherry stroking my cock and me rubbing her tits and ass. I then rolled Sherry over on all fours, lifted her gorgeous ass in the air and I slipped my tongue in the crack of her ass. I had washed her asshole thoroughly in the shower earlier so I knew that she was clean. Sherry gasped aloud when my tongue touched her nether hole and the she moaned and groaned as I continued to rim her asshole. She was going wild and she had shoved her hand back in her pussy as I plunged deeper and deeper into her anus. Finally I knelt behind her and lined up my cock with her asshole. 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. Sherry cooed as I fingered her and then she got impatient.

"Stop teasing me damn it and put your cock in there," she gasped.

I smiled as I had the desired effect. I eased my cock into her snug ass in one steady slow movement until I was all the way in. Sherry seemed to hold her breath during the penetration but once I started moving she got into it. She thrust her ass back at me just as I thrust forward into her ass. We got a good rhythm going and soon we were fucking in unison as if we had done this many times before. 

"Oh this is great," Sherry 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 again frigging herself frantically. I picked up the pace and held to Sherry'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.

I happen to look toward the loft ladder but Toni wasn't there this time. We were both grunting from the physical intensity of our butt fucking. I slammed into her as my cock now moved in her tight ass. I felt my orgasm approaching and as much as I wanted to prolong the ass fucking session, I couldn't. My body stiffened and I plunged my cock all the way into her gorgeous ass. Streams of semen shot into her rectum as I seemed to cum continuously for several minutes.

"Oh good, I feel it," she cried out and then her own orgasm hit her, "Oh my, I'm cumming again!"

Her body thrashed around as I held onto her curvy ass cheeks and kept my cock buried in her ass. Her body danced around and it was all I could do to keep my cock in her ass. She then collapsed face down on the bed and my cock slipped from her ass with an audible pop. I ran my cock over her buttocks rubbing the remaining cum on her curvy ass. She wiggled her bottom and squealed in delight. I was surprised with the amount of cum that I generated but that's what butt fucking did for me.

We both lay on her bed totally drained for several minutes without talking. Then I got up to take a pee and that's when I spotted Toni's head just above the top of the ladder. So she liked watching and I decided to play along. I made believe I didn't see her and I stroked my cock as I approached the ladder. When she realized that I was going to go down to the bathroom she climbed down quickly. I went to the bathroom but when I returned to the loft Sherry was sound asleep. She looked luscious lying naked on her stomach with her shapely ass and beautiful legs on display. She had a contented look on her face. Her head was turned slightly and her long blonde hair was spread out over the pillow. I quietly got back in bed with her and eventually I dozed off.

When I woke up in the morning Sherry was gone. She left me a note reminding me that she was headed up to Vail and thanked me for a great time together. Normally I would have loved to fuck Sherry with my morning piss hard-on but on that day I was happy to sleep in. Later that morning I was awakened by a sensation in my loins. I woke up to find Toni sucking my cock.

"Toni what the hell, where's Ken?" I panicked.

"He took the shuttle bus to the store. He won't be back for awhile," she told me and then went back to sucking my cock.

Toni was naked kneeling on the bed with my dick in her mouth. She then moved up my body and positioned her pussy over my cock. I watched as Toni straddled me, took hold of my cock and lowered her hips slowly. Toni threw her head back and closed her eyes as the aroused and engorged head of my cock sank slowly into her warm pussy. I reached up and fondled her cute tits as she ever so slowly impaled herself on my length. I was so turned on it was only seconds but it seemed like minutes before her pubic hair touched mine. It was all I could do not to thrust up into her hard and furiously. However I disciplined myself and I rocked gently up into her as I continued to work her breasts and aroused nipples.

Toni pushed backwards with her hips as she arched her back and pressed her crotch hard against mine. I pulled on her shapely hips releasing my hold on her breasts but then Toni grabbed my hands and pushed my arms up next to my head. She then leaned forward and placed her breasts on my chest as her weight rested on my body. We kissed as her luscious lips found my own and she continued to kiss me as she gently rocked her hips fucking me with incredible patience. 

The perspiration on my chest and Toni's tits made it slippery enough for her breasts to glide along as she worked her hips back and forth. I don't know for how long Toni rode me but it seemed like an eternity and she never once altered the slow speed with which she moved. She was in complete control and she knew it.

As her hips moved back and forth and up and down, I felt my orgasm suddenly build in my balls. I breathed deeply through my nose as I kissed her and plunged my tongue into her throat. Toni lifted her head back from mine and then looked at me with her beautiful eyes just as my orgasm hit. My hips jerked and thrust upwards spasmodically and I grunted as my orgasm ripped through me. I felt my semen shoot out of my cock and flood her vagina and my body shook all over. As my orgasm passed I could feel my still hard cock swimming in her pussy as our juices commingled and surrounded my shaft. Toni gently kissed my face as her body slowed and then stopped and rested on me.

Toni rested her body on mine and whispered, "I just had to do that."

"I'm glad you did. You a good lay Toni, I can see why Ken likes you," I told her.

"Oh shit, Ken, I forgot about him. I better get dressed," she declared and she raised herself up. I watched her naked body descend the loft ladder and then I got out of bed. I showered, dressed and made coffee before Ken arrived back at the condo. He had picked up some bagels so the three of us had a light breakfast together. It was a beautiful day and the snow was great so the three of us skied at Snowmass all day.

On my many chairlift rides that day I thought about sex with Sherry and Toni as a voyeur. The encounters in the gondola had been wild and I imagined the door opening before we were done having sex. The attendants would have had quite an eyeful. The session with Toni was bold with the possibility of Ken arriving early and finding Toni riding my cock. I would not have come on to Toni but since she initiated it I was fine with fucking her. The remaining couple of days were sexually uneventful but we had great skiing. I will never forget the sex with Sherry in the gondola. 

NEXT CHAPTER 

The next chapter will be the final chapter of this series. It will be about one person, my administrative assistant of five years. Our public sex took place in cars and the office. We kept getting bolder and bolder with sex in my office.



Sex in Public and Risky Places Ch. 06



Author's Note: Over the years I have had sex in interesting places, some public and others risky. As I reflect on those days past I realize just how risky some of those encounters were and how fortunate I was not to be discovered. Others were not risky but wild and exciting as they took place in a third party's residence with the person in the other room. I decided to revisit those encounters and share them with the readers. As I wrote the story it was getting very long so I decided to break it up into chapters as the characters changed from one chapter to the next.

INTRODUCTION

The public places in which I had sex include cars, vans, on the lawn, by a lake, on the beach, in a gondola, in a Jacuzzi and in my office. The places I consider risky include my rented room at college, someone else's apartment, my neighbor's swimming pool, a bar store room and in the bathroom at a party. By risky I mean the chances of being discovered and witnessed by others. 

I thought at first that I would write about each experience by location. However sometimes the sex started in one location and moved to another. Therefore I decided to write the stories as they occurred in chronological order beginning in 1960. I skipped over the high school years which included the drive-in movie pussy fingering and hand jobs. The story begins when I was in the Marine Corps and stationed in Naples, Italy. Keep in mind that I had many memorable sexual encounters but I have selected the best that occurred in public and risky places.

In chapter one I wrote about my encounters in Naples, Italy where I had sex with three different women Vittoria, Carla and Emma in the same apartment. Each time there were other people in the next room. I also wrote about my first anal sex on the Isle of Capri. We were on the beach at night when Gianna offered up her ass and it was witnessed by a voyeur. Chapter two was about my public encounters in cars and other people's homes with Erica, Linda and Charlotte. In chapter three my sexual encounters this time were outdoors with Michelle and Peggy

In chapter four encounters were on an indoor tennis court with Shirley, in a storeroom before moving to a hotel with Joanne and at a reservoir with Donna. In chapter five Sue and I will had sex in a hotel Jacuzzi before taking it to her room. On a ski trip I hooked up with a buxom blonde named Sherry and had a mile high experience. The trip also provided one more surprise in the name of Toni.

This chapter is the final chapter of this series. It will be about one person, my administrative assistant of five years. Our public sex took place in cars and the office. We kept getting bolder and bolder with sex in my office.

CATHLEEN 1985 - 1989

DIPPING MY PEN IN THE COMPANY INK

Cathleen was without a doubt the best sex partner that I ever had. She was adventurous and willing to try almost everything. Of all my encounters I remember my time with her more vividly then any other woman. Also our affair lasted for nearly five years and we never tired of each other.

Cathleen was 35 years old. She had short blond hair with a 34-25-35 figure. At 5'5" and 120 lbs. she was small breasted and her best asset was her ass. She was solidly built, exercised regularly and she was in excellent shape. Cathleen was not a beautiful girl but she was attractive and dressed very tastefully. She never wore tight fitting clothes or mini skirts so unless you saw Cathleen in her aerobic outfit you didn't see her figure. She took aerobics two nights a week at a studio that was in our building. Aerobic class started at 5:00 PM so Cathleen would change at 4:30 PM and go to class. She would return to the office after aerobics and work until about 7:00 PM each Tuesday and Thursday. She remained in her spandex and it was then that I noticed her firm body and figure. 

We first had sex by accident at a company executive retreat. The retreat was at a plush Chicago hotel and on the second evening a cocktail party was scheduled. All the Executive's administrative assistants were invited to the cocktail party in recognition of their hard work. Everyone was in good spirits and enjoyed themselves at the social. Stations were set up for different types of food along with two bars in the small ballroom. Cathleen looked good that evening as she had worn a tasteful black one piece evening pantsuit. 

Later in the evening I noticed that it was obvious that Cathleen had too much to drink. I followed her to the ladies room when I noticed that she staggered slightly. I waited until she came out of the ladies room and noticed that she still had trouble walking. She stumbled slightly and I caught her before she fell. Then I took her up to my room to let her sleep it off as she was in no condition to drive. I placed her on the bed and being worried about her getting sick; I removed her one piece black pantsuit. As I looked at her in her bra and panties I could not resist removing those as well. Her breasts were small and cute and she had a little tuft of blond hair above her pussy. She appeared to be passed out and I started to leave the room when she called out.

"Wait, don't leave me alone," she said softly in a somewhat slurred tone.

"I'll come back in a few minutes," I assured her and then I returned to the cocktail party.

I wasn't sure what I was going to do with her when I returned to my hotel room. I thought to call her husband but there was no answer at her home. Cathleen had told me that her husband often went out with people from work and he would often come home drunk. She also had shared with me that he was using cocaine now and that he was getting stoned a lot. So when he wasn't home I assumed that he would be useless to Cathleen that night. I put my thoughts aside and continued to socialize with the other executives until we called it a night.

I went back to my room and as I looked at Cathleen's nude form on the bed, I decided to join her. I knew I was crossing the line and I thought about that saying, "Don't dip your pen into the company ink," but I took off all of my clothes and approached the bed anyway.

As I knelt on the bed with my cock in a semi-erect state, Cathleen rolled toward me and said, "Oh, I am glad that you are back," and she surprised me by taking my cock into her mouth. 

Within minutes she had me rock hard proving that she was an accomplished cock sucker. I was anxious to get at her ass all the while wondering if she would let me fuck her in the ass. I loved anal sex and fucking beautiful shapely asses. I always tested the water with the women with whom I went to bed. I moved her to all fours with her ass elevated and she placed her head on the mattress turned to one side so she could see me. I started playing with her pussy and her curvy ass lubricating her asshole with her own cunt juice. Cathleen moaned and cooed as I fingered her pussy and her asshole simultaneously. I tried to get her asshole wet enough with her juices and my saliva so that I could fuck her ass.

Cathleen had not objected to the ass play so I knelt behind her and tried to insert my cock in her ass but it just wouldn't go in. Afraid of hurting her I tried more pussy juice and saliva for lubrication but to no avail. My cock just would not go into her tight ass. There are times when my cock feels bigger and this was one of those times. I was fingering Cathleen's ass when she spoke.

"Use some cream," she said urgently.

Well if there is one thing plush hotel rooms have is plenty of shampoo, conditioner and body lotion. I got off the bed to retrieve the lotion from the bathroom. As I did I realized that Cathleen was going to let me fuck her in the ass. I returned to the bed and put an ample of amount of lotion in her asshole coating the tiny puckered opening of her anus and lubricating the rim.

I added my saliva to my lotion covered cock and nestled my dick against the entrance of her anus momentarily before easing it inside her ass. I could feel my cock struggle to stretch the resistant muscles. My dick head burrowed in and her rigid passageway soon yielded to the determined action of my cock. Cathleen moaned as my penis filled her hole.

"Go slowly at first it has been awhile," she said sexily.

I fucked her with long and deliberate strokes until my cock was sliding easily in and out of her ass. I caressed her shapely buttocks as I watched my cock move in and out of her rectum worming around inside of her curvy ass. I caressed her small tits and tweaked her nipples as I leaned over her body and whispered in her ear, "Cathleen you have one hot ass, I love fucking you in your hot ass." 

My hands freely roamed over her body and I pulled on her hips drawing her backwards impaling her on my inflated member. I reached for her pussy to finger fuck her and diddle her clit but I found Cathleen's hand already buried in her womb. She was frigging herself frantically working herself toward an orgasm. Suddenly I felt my cock inside her ass swell up and I started pumping faster. Within minutes I knew that Cathleen felt the warm fluid being squirted inside her anus and she immediately started to cum herself. Her cunt walls convulsed around her own hand fucking her cunt as her anal muscles squeezed every drop from my spurting cock. I grunted as my whole body became stiff and I slammed my cock harder into her. Cathleen writhed around and her body arched off the bed as a climax of massive proportion tore through her loins.

My cock slipped from her ass with an audible pop and I flopped down on the bed next to her. She surprised me when she covered my cock with her mouth and sucked any remaining cum from my tool. Cathleen then lay on her back, splayed her legs and pulled back the folds of her vagina.

"Here eat my pussy, please eat my pussy," she pleaded.

I rolled over and got between her legs. I put her thighs on my shoulders and lowered my mouth to her pussy. I took one slow lick as I flattened my tongue on Cathleen's mound. It felt so smooth and warm and I knew I had achieved the desired effect from her moan I know that Cathleen enjoyed it. I enjoyed the taste of her and I kept licking and eating her. I pointed my tongue and burrowed into her pussy as it parted her labia my tongue was rewarded with the exquisite taste of her juice. Soon having no reservation I was licking and lapping up as much as I could as fast as I could.

Cathleen was obviously enjoying what I was doing as she reached down with both hands and spread herself wide making it so much easier for my tongue to explore her pussy. Cathleen was breathing rapidly and she moaned softly whenever I got near her hard clit. As I searched out her hard clit still just barely hidden she tensed and began to quiver. After I felt like I had teased her opening as much as I could with my tongue it was time to see her reaction when my tongue finally touched that treasured pearl.

I burrowed my tongue as deep into her as I could and then I just sort of licked and sucked my way up. When I got to her clit I used the very tip of my tongue to push back the little hood. I was truly amazed at its size. I flicked my tongue over it once and then used the tip to explore the folds of flesh on either side of it. Cathleen was now moaning and she used her fingers to pull her hood back as she arched herself so that her clit stuck out even further like a little cock. I nuzzled it with my nose taking in her scent and I licked it once more before I took it between my teeth and gently nibbled it. 

Cathleen went wild and started bucking and moaning loudly. She let go of her own fleshy hood and pulled my head to her pussy as she cried out in ecstasy. I sucked her clit as deep in my mouth as I could and Cathleen humped my face for all she was worth. I was excited that I was able to get her that excited and I sucked harder and played with her wonderful clit with my lips, tongue and teeth. I don't know exactly how many times Cathleen came but finally she collapsed on the bed, her body in spasms.

I lay next to her and stroked her body my hands moved freely over her tits and pussy mound. She rolled toward me and embraced me and yelled for me to hold her tight.

"Hold me, oh please hold me," she pleaded as her orgasm and spasms continued.

I had never seen anyone cum that hard before and I was briefly worried that she had injured herself. My fears were short lived when she finally calmed down and spoke to me.

"That was wonderful. You really know how to eat pussy," she said with a sigh.

We lay there for awhile making small talk and then Cathleen started stroking my cock. Now at the age of 44 it was very unusual for me to cum more than once in a fuck session, particularly after having more than a few scotch on the rocks. In fact I usually could stay hard for a long time before my first cum which allowed me to pleasure my partner thoroughly before achieving my own orgasm. Cathleen added some body lotion as she kept stroking me cock and soon had me hard again.

"I like playing with your cock. You have a big cock," she told me.

"It's not that big," I replied although I was very comfortable with my manhood.

"It's bigger than Jerry's and the biggest I have ever had," she said with a sultry tone. I knew that Jerry was her husband.

"Well there are plenty bigger than mine," I assured her.

We continued our conversation as Cathleen continued to stroke my cock. I learned that she had first been ass fucked before she was married to Jerry. Cathleen was working downtown Chicago at the time and she went out with two guys from the office. They took her back to their place and one fucked her ass as she blew the other guy. She took to ass fucking after that but she was very selective about who allowed in her ass. Jerry did not like butt fucking and he also had lost interest in eating pussy, so now it was either blowing Jerry or occasional vaginal sex. She also told me that this was the first time she had sex with some other than Jerry since they were married.

"All this talk and playing with your cock has got me hot again. I need to sit on your dick," she announced.

Cathleen straddled my body and lowered herself onto me as she held my tool and aimed it at her vagina. My hard cock slid easily into her womb and she emitted a small gasp as it filled her hole. Cathleen rocked back and forth on top of me as I held on to her curvy ass. I stroked her ass cheeks and molded her firm buttocks in my hands as she picked up the pace fucking herself on my dick. Cathleen started moaning as she fucked faster and faster. I sensed her pending orgasm and then she yelled out.

"I am going to explode. Oh, Oh hold me, please hold me tight," she screamed.

Cathleen collapsed on top of me her body quivering from the intensity of her orgasm. I could feel her juices coating my cock as it remained buried in her womb. It took a few minutes for her to regain her composure and she just lay on me and cooed. Eventually she rolled off of me and lay on her back next to me. I let her stay in the room that night as I was still afraid to let her drive home alone.

The next morning I woke up first and looked at the Cathleen lying next to me in bed. It was hard to believe that I had fucked my admin assistant last night. She looked so angelic sleeping on her back with her cute firm tits poking up in the hair and her hot pussy on display. I eased her legs apart and lowered my mouth to her vulva. I teased her with my tongue until her pussy heated up and glistened with moisture. She started to stir and reached down to her pussy to find my head between her legs. She opened her legs wider giving me easier access to her luscious pussy.

I located her clit and brought a soft moan to her lips as I nibbled it gently. I then inserted a thick finger into her pussy and continued to tease her hard clit. Her pussy was getting wetter and wetter and she started to move her hips with a desire to cum. That was the signal that I was waiting for and I moved my body up and knelt between her legs. I lined up my erect cock with Cathleen's sopping wet cunt and eased it in. Her face tensed with the anticipation of my big cock filling her pussy. I loved to watch my cock slide into a hot pussy and see the expression on my lover's face as the cock spread her wider.

I fucked her slowly at first and then I began to pick up the pace. Soon I was pounding her pussy and fucking her into submission. Cathleen had orgasm after orgasm as I relentlessly fucked her. I just kept at her with my piss hard-on until she screamed and pleaded with me to stop. Cathleen's body convulsed in a mind blowing orgasm and then she went limp on the bed. I smiled to myself and eased my cock out of her well fucked pussy. I got up and went into the bathroom to relieve myself and take a shower. 

As I was in the shower Cathleen came in and joined me. We soaped each other's bodies and my cock was rock hard at attention. She knew that I hadn't cum yet that morning so with a smile she dropped to her knees and took my cock in her mouth. She only took about five inches in her mouth and stroked the rest of it with her delicate hand.

"Let me know when you are about to cum. I want you to cum in my mouth," she told me.

I just nodded and told her that I was close. Cathleen kept sucking me and jerking me off until I put my hand on her head as a signal that I was close. She took me deeper in her mouth and jerked me off with her hand. Cum flew out of my cock and sprayed the back of her throat. She pulled my cock out and let my remaining cum splash against her tits and neck. The shower water washed the semen away as quickly as it hit her body. Several ropes of cum shot out of my cock she squeezed the remaining seed out then took my cock back in her mouth and sucked me dry.

Cathleen stood up, kissed me and then said, "Wow that was a good load." 

We got out of the shower and dried off. Cathleen put on a robe supplied by the hotel as I got dressed. I left the room and told Cathleen to wait until about 10:00 AM before she left the room. I told her that the other admin assistants would most likely assume that she had slept off her hangover. I joined the other executives for a continental breakfast and then we wrapped up the retreat. The retreat went until 4:00 PM and after that I returned home. 

The next day everyone returned to work and Cathleen and I went about business as if nothing ever happened between us. I wasn't sure if we would ever get together again. I assumed that we wouldn't and that it had been a case of both of us having too much to drink and letting our guard down. I was satisfied with the one night stand as it had been great sex. For the next several weeks Cathleen and I didn't even speak of the one-night stand

SEX IN THE CAR

As I noted earlier, Cathleen participated in aerobics held in the building on Tuesday and Thursday evenings. Often after aerobics she would come back to the office and finish up some administrative tasks. She would still be dressed in her 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.




Sex in Public and Risky Places Ch. 06



"Will we ever do anything like we did in the hotel again? And don't tell me that you don't know what I am talking about," she challenged.

She caught me totally off guard and I replied, "I thought that may have been a case of both of us drinking too much and getting carried away. Since you didn't say anything before now I left it alone. I would love to get together again if you are sure that is what you want."

"It is definitely what I want. We had great sex that night and it was the best in years," she whispered.

We wrapped up our work and went over to the local hotel bar to get something to eat. The bar was known for the best burgers in the area. The parking lot was in back and it could not be seen from the street. Cathleen and I had burgers and a couple of beers before calling it a night. During our meal we discussed how we could get together in the future and the importance of being discreet.

After our meal I walked Cathleen to her car and she asked me to get in for a minute. Well we there longer than a minute as she proceeded to give me a fantastic blow job. She unbuckled my belt, unbuttoned my trousers and pulled them along with my boxers down to my ankles. Cathleen took my balls and 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. I pulled my shorts and trousers back up and dressed the best I could in the confines of her car. We said good night and I went to my car feeling totally drained as I drove home.

We had sex in my car as well. Sometimes 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 but she never released her grip. She swallowed all of my creamy discharge and when I eventually stopped cumming she pulled her head away. She stayed on my cock until she had sucked it dry.

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 replied with a slight laugh.

Cathleen got out of the car and I drove back to my home. Every time I gave her a ride home I could count on a great blow job.

One 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. 

As I caressed her lovely ass she said, "You like my ass don't you?"

"I love your ass," I told her.

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.

On several other evenings after her aerobic class we had anal sex in the car. We actually became very proficient in spite of the tight quarters. It was risky to be fucking in the hotel parking lot but we both loved the excitement and I loved being in her ass. 

SEX MOVES INTO THE OFFICE

We moved our car sex into a romantic interlude motel. Normally would get together on Tuesday and Thursday evenings after aerobics at the motel. 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. For months the office sex was restricted to oral sex but then we started playing games.

One day Cathleen brought in some documents for me to sign. She walked around to my side and placed the papers on the desk. As she leaned over to point out the signature line I let my hand slide up her leg under her skirt. I stroked her nylon encased leg all the way up to her ass. Cathleen smiled and then went over to the office door and closed and locked it. Then she returned to my side and assumed her previous position.

I fondled her ass for awhile and then I lowered her pantyhose and panties to her knees. I kept a tube of lotion in my desk and I lubed up her bottom and fingered her ass. I played with her pussy as I fingered her ass and she squirmed on my hands and fingers.

"Yes, play with me. It feels so good. Make me cum, make me cum," she repeated over and over.

And cum she did soaking my hand with her female juices. She had to cover her mouth to muffle her moans of ecstasy. Then after she composed herself she had me stand up and she knelt in front of me. Cathleen unbuckled my belt and lowered my pants to the floor. Then she slowly pulled my boxer shorts down my legs. She loved it when my erection got caught in the waistband of my boxers and my cock would spring forward as it cleared my shorts. Cathleen then sucked my cock until I came in her mouth.

Cathleen always wore long loose fitting skirts in the work place so I decided she needed to shed the panty hose and wear something more appropriate for sex in the office. I brought a Victoria's Secret catalog into the office one day. Cathleen stood by my side as we looked at the catalog on my desk. As she paged through the catalog, I stroke her legs and ass again through the pantyhose. Then I lowered her hose and panties and played with her naked ass and pussy again. Cathleen came on my fingers again and then she gave me one of her wonderful blow jobs.

Cathleen selected a couple of items form the catalog to replace her panty hose. That day at lunch time we went over to the Victoria's Secret store in the nearby mall and purchased nylons for her that had thigh high elastic tops. We also picked out some crotch-less pantyhose that were very erotic. The panty hose had a waistband and two side panels attached to the stocking part. When Cathleen wore the new pantyhose her ass and pussy were bare and her ass looked great framed in the hose. Cathleen started wearing both the thigh high stockings and the crotch less pantyhose to the office along with sexy panties. It was very erotic when I slid my hands up her stocking covered legs to her bare skin just above the elastic tops. I would caress her bare skin before cupping and fondling her ass cheeks. Then I would remove her panties slowly dragging them down her legs and by the time I touched her pussy she was sopping wet. Cathleen would move to the chair in my office and place her legs on my shoulders as I ate her pussy and fingered her asshole. She would have intense orgasms and coat my face with her pussy juice. Then we would finish with another one of her signature blow jobs.

SEX ANYWHERE AND ANYTIME

Over the next five years up to the end of 1989 Cathleen and I continued our affair. We continued to have sex in the office, car and the romantic interlude hotel. We played games with each other taking turns being a slave and having to do what the other person demanded. There were times after aerobics that Cathleen would come into my office and I would pull her 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 up and down her stocking covered leg for a few minutes. Then I let my hand wander above her knee and past the top of her elastic top hose. Cathleen shivered as my hand touched the bare skin of her upper thigh. I caressed both of her thighs and I could tell that she was getting hot. The back of my hand brushed against her panty covered pussy and I could feel that the panties were soaked with her excitement. Cathleen moved her legs wider apart causing the skirt to tighten around her shapely ass. I rubbed her inner thighs between her legs and flicked my fingers over the material covering her vulva. Cathleen jumped involuntarily when she felt my hand on her pussy.

"Your panties are very wet Cathleen. Would you like me to take your panties off you?" I teased her.

Cathleen nodded and gasped, "Yes, please take my panties off."

I eased her panties down over her buttocks, past her thighs and then let them slide to her ankles. Cathleen stepped out of them and I put them on my desk. I returned to fondling her ass and thighs and I soon had her squirming with desire. Cathleen moved her body as if she were trying to get my hand near her pussy so I slid it between her legs and stroked the outer lips of her labia. Cathleen squirmed under the touch an emitted a soft groan. I started to push Cathleen's skirt up but she stopped me and then she took it off. It was a wrap around skirt and she had it off in an instant. She looked so sexy standing there leaning forward slightly on my desk. Her cute ass was framed by her thigh high hose and her short blouse ending at her waist line. She actually looked hotter by keeping the blouse on. 

I ran my hands all over Cathleen's ass, thighs and pubes feeling her wet pussy. I slipped my finger into her vagina and then added a second one. I took some lotion from my desk and I pushed a finger between the cheeks of her ass and 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 eased my cock into her pussy and fucked her from behind until Cathleen orgasmed once again. Then I moved my cock to her ass and fucked her for a short time before I unloaded my semen in her anal canal. Cathleen looked so hot leaning over the desk with my cock sliding in and out of her asshole that I just couldn't prolong my ejaculation any longer. I leaned over her and she milked my cock dry until it softened and popped out of her ass.

Our sexual encounters in the office usually ended up the same way, with me cumming in Cathleen's ass but only after she had cum herself two or three times. Cathleen would surprise me from time to time. One day she leaned over the desk and as I ran my hands up her legs I discovered that she had already removed her panties. Another time she just walked in and immediately took off her skirt and panties. Without her skirt and panties she looked very hot in just her hose and blouse. Once she brought a dildo with her and put it in her pussy so that when I took off her panties I would find it. Cathleen liked being fucked in the ass and having her pussy filled with the fake cock.

Some days when she needed a ride to work I would pick Cathleen up at her house. On the way to the office Cathleen would remove her panties and I would play with her pussy. Once we reached the office we were both very hot and we went inside and fucked like rabbits. Cathleen had really adapted to anal sex and I came in her ass at least once every time we were together. She loved the anal toys as well especially the anal beads. 

One time at the La Chateau, Cathleen brought a unique dildo with her that had two cock heads on a handle. It looked like a big letter Y. Cathleen would put one cock in her pussy and the other in her ass for double penetration. Sometimes we would be in a 69 position and she would suck my cock as I double fucked her with the dildo. Cathleen went wild and juiced all over the fake cock as I filled her mouth with cum. There seemed to be no end to her creativity and willingness to try new things. However she never showed interest in group sex.

Over the five years we had sex frequently, some weeks it was every day and other weeks it was several times during the business week. We went to the romantic interlude at least once a week and had sex in the car frequently. The car sex in the hotel parking lot was risky and exciting but not as risky as what we did in the office. The thought of my staff being right outside my office, while I was fucking Cathleen in the ass, was absolutely mind blowing. We both got a thrill out of having sex with the possibility of being discovered.