Sex in Public and Risky Places Ch. 05bywalterio©
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.
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.