re: Who is the most inappropriate person you've slept with?

That's been made pretty clear.

- A funny one for me. I was hooking up with this girl when I was around 20. All through middle school and on, she was top 3 hottest chicks in school, always thought she was out of my league. Got my chance finally. She had a boyfriend. I didn't know him, so I wasn't going to let that stop me. One night I'm at her place, going down on her, it's probably 3am. Her phone rings, I keep going and she doesn't answer but she's like, "shite it's him." He calls again 2 or 3 times, and she mentions he'll get pissed if she doesn't answer, so she finally answers. At that point, I'm not waiting around, I figure i'll grab my shite and go, so I got up and was grabbing my things. She gestures for me to come back over while she's on the phone with him, and she just grabs me by the hair and forces me right back down there, so I obliged while she was on the phone with him. Afterwards I had 2 concerns...First was I couldn't have been doing THAT good of a job if her man didn't even notice, and secondly, have I ever been on the phone while one my GFs was getting nailed by some dude?

Second one is my worst deed. Dating a girl for 2 years, living together. She always tells me the relationship is perfect, it's not me blah blah blah, but she is just never in the mood for sex. So obviously, i'm in a rough spot. One day I get a message from a co-worker who has always flirted me asking to meet up with her at a bar, and i say nah. She mentions her best friend will be in town, I say nah. She says if I go out with the 2 of them, the 3 of us can go back to her apartment afterwards, I say I'll be there!!!! At that point I had never had a 3some, and my window was dwindling. I'm obvious a DBag but I went through with it. Best night of my life, and all that good stuff. Things took an awkward turn as when I got home around 5am I immediately hit the shower. I get out of the shower, and that's the one night that my girlfriend randomly wants to have sex with me int he middle of the night. I was tired as frick the next day after dealing with 3 girls in one night.

I'm such an a-hole...or was such an a-hole. I'm on the up and up nowadays with married life.

I had the same thing happen to me and I didn't sleep with the chick, but I should have and this is the reason why:

Years later I told my buddy that the girl he was crushing on years ago tried hooking up with me and he got mad anyway like I had fricked her.

Now I was drunk as frick when I told him so I wasn't very smart but I also didn't think it would make a big difference to him. He was dating a new girl that he was basically married to. I thought him being happy at the time would relieve some of the sting. I learned a lesson that day. The truth isn't worth it just for the sake of being truthful if it's going to hurt someone else.

(no message)

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This is turning into a bragging thread so I'm out.

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We'll miss you.

Should we beg for him to not leave?

Friends fiancé


Twice

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One time I was living in an apartment in NYC and I used this maid service. The maid they set me up with was pretty hot and we fooled around a lot and she started staying over. Eventually she stopped cleaning very much and I couldn't tell what I was paying for.

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What about the time you dated a masseuse and she would never give you a massage?

Sorry bud. Nothing personal. Im sure you're telling the truth but the shite is about to get waist deep in here and I'm not interested in the OTs version of penthouse forums.

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Who is the most inappropriate person you've slept with?Banged Michelle Obama in the west wing of the white house. Joe Biden paid $15 to watch.

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Given our current political climate, that is the potential first lady you're going to brag about? Cmon man, you're better than that.