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My virginity lostAbout me: These days I’m very bi. My wife and I belong to a group of business professionals that we play with. We all share our spouses within the group. At home my wife and I enjoy light bondage switching off who is the Dom. Aside from a little BDSM we have a normal sex life at home, lots of oral and foreplay. I enjoy being feminized and used as my wife and our friends see fit. My wife likes being used by the group while restrained in tight bondage. Until my early 20s I made no attempt to loose my virginity. Shy and still dating Penny my girl friend from high school. Both of her sisters got knocked up in their teens. Penny insisted that sex before marriage was off limits. We played with each other but no oral or penetration. Both Penny and I knew we were looking for someone better to come along. At 21 I took a job in a high end auto dealership’s sales department as a gopher. My job entailed moving cars around the lot and shuttling customers to and from their service appointments. Needless to say I had to deal with my share of bitchie trophy wives. But not all the customers were snobs. I had many great conversations with my rides. The ladies always asked if I had a girlfriend (I always said no). “A hand-sum guy like you?” One day I had a customer to drive home. The ride was a smoking hot blond. About 40ish wearing a tight red dress that left little to the imagination. She wasn’t wearing any bra. The lines from her thong were obvious. All of the sales dept lined up at the window to watch her get in the car. She gave them all a sexy wave as we pulled away.I quickly learned her name was Linda. We shared a nice conversation that quickly turned very uncomfortable for me. Linda finally made it clear what she wanted. At a stoplight she reached over and rubbed my cock through my pants. I explained to her that I could loose my job if the boss found out. She said she understood and we continued our drive in silence. Suddenly when we were close to her house she removed her dress. “I just want you to see what you are missing” she said. As she began fingering herself through the thong and pulling on her nipples. We finally arrived at her house. I pulled through the gate and up the long secluded driveway. I parked and got out of the car and opened the passenger door güvenilir illegal bahis siteleri as I always do. I fully expected her to slip her dress back on. As I opened her she had yet to dress in fact her left hand was still working her pussy. She held up her right hand for me to help her out. (of the car). Once she was standing she pulled my hand to her breasts as she brought her pussy playing hand to my mouth. She then slid her thong off and tossed it on the seat. “for you” Linda whispered.She did a spin and said “See what you’re missing stud” She kissed me on the cheek and grabbed my erect cock one more time. ” Very commendable a man that doesn’t think with his penis. Where were you when I was your age?”. She turned and walked to the house. One last seductive look over her shoulder and she was gone.This wouldn’t be the last time I would encounter her.When I returned to the sales dept all of the guys wanted to know about my passenger. I didn’t give them any details. I did jerk off to the thought of her that night.Two weeks later I was asked if I wanted to join a few of my co-workers for poker night. I shyed away having heard stories of how out of control their poker games can get. I figured they were just looking for another fish.Well they finally talked me into it. The game was in an upscale neighborhood that I have been to many times shuttling customers to and from. I found the house and realize right away I had dropped the blond with the red dress here. I had a flashback to the day I dropped Linda off. Her perfect breasts, The way her ass moved walking in her stilettos. I felt myself getting hard. I parked in the driveway and waited for my erection to subside before getting out.Three things went through my mind: 1-there was no game here tonite and the guys were trying to put me in an awkward position. (I did recognize their cars already there) 2-this was some kind of sex party. 3-It was just poker night and I was lucky I gave no details from the sexy lady’s ride to my co-workers.I walked up to the door and rang the bell. Jeff our sales manager came to the door. His shit eating grin had me thinking maybe I should run. “We had bets whether you would come to the door once you saw which house this was” He said,He led me to his man cave where youwin everyone was watching a video. It seems I had been videoed on my last visit here. Needless to say I was getting my balls busted for not taking advantage of my situation. The tape played from the beginning revealing 5 other unsuspecting drivers 3 of which took the bait.Jeff finally pulls me aside to talk. He told me that the 3 that took the bait were fired when the returned to the dealership. Of the remaining 2. One returned to the dealer running his mouth. He was asked to leave not long after. The other kept his mouth shut. He quickly learned his silence was the key to success. This was a test. We rejoined the group and Jeff handed me a drink. Bourbon if I remember correctly. We BS-ed for a while talking about all of our hot women customers. Suddenly I heard the clicking of high heels on Jeff’s hardwood floors. I turned toward the footsteps to see Linda and two other ladies walk in the room. Linda walked directly to me and removed the glass from my hand. “Jeffery” she said “If you get this young man drunk he’ll be of no used to me”.”Don’t worry doll that was his first” Jeff replied.Linda turned to me, pulled me close with her hands behind my head and kissed me. This was the deepest sexiest kiss I’d ever had. I was intoxicated not from the bourbon but from this beautiful blond giving me so much attention. She led me upstairs to a bedroom to cat calls from my coworkers.I’m guessing this was the master bedroom. Huge king-size bed and furnishings reminded me of high end hotels I’ve seen in the movies. Once we entered Linda turned and closed and latched the door.”Let’s get you in the shower” she said handing me a towel and pointed to the bathroom.I started my shower. Five minutes later Linda entered the room. She was wearing a lacy black bra garter belt and stockings, heels but no panties. Slowly she dried me off followed by a quick grab of my hardon. We started kissing deeply. I grabbed ass and carried her to the bed. “Fuck me” she whispered in my ear “fill me with your hot cum”. I found her pussy and slid inside like I had done this before. After one or two thrusts I realized I wouldn’t last long. I slowed the pace trying to prolong the inevitable. She then grabbed my ass and started grinding youwin giriş her crotch into me. “Come on baby fill me up, Cum in my pussy” she wailed. With that I began cumming like never before. Light headed I rolled off of her. We spooned for quite a while, talking. She asked me about my girlfriend. I explained that our relationship was one of convenience. Pretty much sexless and that I was not sure that I even loved Penny.Linda told me she could relate. She too was in a sexless marriage. Jeff and Linda had been hooking up for some time. He knows she’s always looking for some new meat. “When hubby is away on his many business trips. I go out and play. After you drove me home that day you left me so excited. I told Jeff I had to be your first.” “Thank you, Linda” I said with a grin.”Hold on there stud. I’m not done with you tonight. We are going to screw until my pussy is too sore or your ball turn blue” We both laughed. “Are the other girls taking care of my coworkers?””Yes they’re in the same situation as me. No sex at home. They can’t wait for chance to fuck you”.She stroked my cock until it was hard. Over the next 3 hours we had sex in every position we could think of. See loved oral and loved having her ass fingered. She had Jeff join us as I was running out of energy. She stratled me with her back to my chest. She then worked my cock into her tight ass. She leaned back alowing Jeff to enter her pussy. I stayed motionless letting them get a rythem going. We came together quickly.We fell together in a heap. Linda said “Lets see how open minded this young one is.” She turned to me ” Clean up Jeff’s cock with your mouth”. I was happy to comply. When I had completed my assigned task she sat on my face. I licked all of the cum from her pussy and ass.”The quiet guys are always willing to do that little extra thing” Linda commented.I woke up in the morning alone in bed. Linda left me a note saying she looked forward to round 2. PS loose your girlfriend we’ll be seeing a lot of each other. XXXOOOXXXDuring the next 2 1/2 years I rarely went a week without getting laid. Many wild nights with Linda and/or her friends. Twosome, threesome, foursomes and more. One memorable night Linda took on six of us. Each of her girlfriends had different favorite positions, fetishes and ways they liked to be teased. All in all my first time with Linda was hard to compare to any sex I’ve had since. Maybe it’s because she tool my cherry. I’m still looking to top the sex I had with that sexy blond in the red dress I drove home. I miss you Linda.
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