Finally, you decided to post something related to the forum and actually had content!
I guess my moment was fucking my friend's Dad's girlfriend for crack.
A buddy and I used to go over to this girl's house to try and have sex with her and her little friends. We were 14 & 15, they were 13 and 14.
Anyway, her Dad was really cool. He was down if we smoked weed, drank, or did whatever, so long as we didn't do it with his daughter. From time to time, he'd let her smoke some weed, but for the most part, he was against it.
Since he was down with the drugs too, he'd get me and my friend to get drugs for him. He'd give us the money, we'd go get the drugs, come back, and he'd do it all with us.
Well one day, he asked me if I could get him any crack. I was kind of shocked he'd just come out and ask me that, but I told him yes, I could. He gave me some money and I went and got the crack for him. That's when the weed smoking stopped and crack smoking took over.
Instead of coming over there to fuck his daughter and her friends, we come over there to smoke crack with him.
One night, we're smoking crack in his basement when he asks me if I would fuck his girlfriend while he watched in the corner and jerked off. I was completely blown away. I was like, "What?! Ew! Fuck no, man!". He's like, "I'll give you an eightball..."
I quickly reconsidered and did it. It was the most awkward thing ever to have a mid 40's hairy man furiously pounding away at his penis while you fucked a disgustingly ugly 45 year old crack whore.
I got my eightball and my friend and I left to go smoke it all. I felt dirty for a couple of days after that, but quickly got over it.
That's when I knew I was taking it too far.
Re: That moment where you know you've taken it too far.
