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I had a few steady boyfriends, a few live-in girlfriends and always a constantly changing group of friends with benefits. I was exploring the limits of my sexuality and was constantly finding that my limits were easily stretched.In the summer of 1988 I was seeing a cute guy, who was a couple of years older, named Doug. Doug and I were definitely compatible in our desire to explore sexually and we took every opportunity to do so. We had a few close calls while having sex in public places around Chicago. We loved to have sex on the ferris wheel at Navy Pier. If we rode the "L" late at night, I would always sit in his lap and slip him inside me. We were frequently noticed while enjoying one another along the Lake Front, and were working our way through every museum with at least a blowjob in each restroom.One hot Thursday night we left our regular bar, Charlie's, at last call, 2 AM. After a long wait for a cab at the corner we decided to walk down another block to hopefully have better. By the time we got naked and I got inside her was probably less than five minutes from the time I met her in the lobby. I lost track of the others, but when I looked over, they were all passed out on the other bed. The hottest part about it was the dirty talk. We were both into it and the dirtier we talked, the harder and hotter the sex got. I told her what a slut and a whore she was for fucking a stranger and she told me how much she loved that I was fucking her without protection even though we just met. That sent me off and as I was blowing my first load in her unprotected pussy, she admitted she wasn't on birth control and loved the pregnancy risk. Later, I finally realized she had a wedding ring on. She didn't like talking about that as much, but admitted she loved to cheat and did so whenever she got the chance. Of course, that sent me off exploding inside her again. I lost track of how many times we both came, but we fucked all night like that... literally. We started.
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