u/Drinks2nite

This was the mid 2000's, a wild time. My buddy and I were best friends, been that way since the second grade, and I love him like a brother. I know a few girls were attracted to us, as he was the better looking one, but I was the sexier and more aggressive one. You know, the good guy and the bad boy.

I was dating a couple of girls when I met this girl online. She was voluptuous, dark hair, pale skin, a flirt, a bombshell. I decided, let me introduce my buddy to her, he needs a girlfriend. So we all go to the same event together. She is spunky, a shit-talker in a tight dress, clearly into both of us. In a quiet moment, I tell my buddy, if you don't close this deal by the end of the week, I'm gonna fuck her.

They start dating. I'm in NYC, and so is she, but he's from the suburbs. When he comes to see her, he can't stay with her, because she's a college girl, and it's a same-sex dorm. So they crash at my apartment. I told them I didn't want them showering together, but it's only so when he takes his long showers, I can suck on her freshly-showered pussy. We go out together, and literally when his back is turned, I grab her ass. When we turn a corner, I grab her and suck her neck. She lets me brush my fingers past her pubes when we're at dinner. This becomes a regular thing.

As soon as they go on a break, I have her at my apartment, fucking her without a rubber, rocking my bed hard enough the neighbors complain. We do it a few times. She goads me, talks shit, and I fuck her harder. I tell her I am tormented that I'm doing this to my friend. The truth is, I am not tormented. I only feel obligated to tell him about her.
And then she decides to tell him, out of the blue. My friend's response is a resigned, "I knew it." We don't talk for months. He goes to hook up with one of my other girlfriend's friends, and he dry-snitches on me, so that girlfriend then leaves me. I have to tip my hat to him. Well-played.

We are still friends today. I just feel bad about not feeling all that bad. But he keeps all his girlfriends away from me. Which makes sense, because I'm even worse now.