Question 64. What’s your most embarrassing sexual experience?

I was a shy virgin until I was 18 and went off to college. Then all hell broke loose and I turned into an uninhibited sex fiend!!! Things I would have been horrified to do or be seen doing several months earlier no longer phased me.

I have previously mentioned the guy who made me a financial offer I could not refuse in exchange for me having sex with him and his friends. It was not at all unusual to be having sex with a male or female and to have someone else come into our open loft and see it all.

Outside of that arrangement I also made my own connections. I went on a couple dates with a girl and it ended up she was friends with a girl my roommate/sex partner sometimes dated. That girl was returning something to my roommate and the one I had gone out with came with her. I was in bed with 2 guys and she saw me fucking one of them. We had kissed and she had seen me nude when I modeled for some of her classes, but it was the first time I really felt embarrassed to be seen in that position. I had not lied to her about my sex life. We just hadn’t reached that level where we even talked about it.

After that she didn’t want to go out with me, but I still saw her in classes.

Comments

I went out for a few dates with this really hot blonde. She was the friend of my best mate’s girlfriend. Anyhow, at a party at my mate’s house we decided to stay the night there. We ended up in bed together and she wanted to fuck, but I didn’t have a condom (and with her the safety of a condom was something I wanted). I turned her down, saying I didn’t have protection, so she pulled on my t-shirt and went running through the house looking for a condom.
Everyone still there knew we were about to fuck, but that I was totally unprepared!
 

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