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My roommate's girlfriend
My roommate and his gf always used to have sex in the room with me being there. She teased the hell out of me most of the time. I didn't mind to watch them but after they broke up she became very friendly with me. We never hook up but we went out few times. Not sure if she is interested in dating me but it feels weird that I used to watch her with my roommate. Should I ask her out. She is kind of a wild gal.
Yes, you should date her. My wife dated my roommate for a semester before they broke up. Almost every Friday and Saturday nights, they would have sex while I pretended to sleep but watched. After they left and my roommate walked her to her dorm, I would masturbate while thinking that I really wanted to fuck her.
Toward the end of the semester, she would look at me while he was between her legs fucking her. My roommate flunked out and my wife actually went to his home about two hours away for several weekends to visit and fuck.
We were talking in the dining hall and she asked me why I never asked her out. I said that it was because she was dating my roommate. She said that she would break up with him if I wanted to date her. I asked her out and she made me wait three weeks before she would have sex with me. Before we had sex, she asked me if I had watched her being fucked by my roommate. I told her that I had and she asked me if I still wanted to fuck her knowing that she had already been fucked. I told her that I did and we fucked.