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I [m20] cheated on a girl [f19] hours after taking her virginity
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Edit: had to delete and fix the errors. To many As and and to keep up with.

I want to preface this with I feel like absolute shit about this now looking back. This happened in the early 2000’s and I was a young, dumb, and full of cum idiot. I’m 40 now and still pretty dumb.

I (M20s) had been on and off with a girl, lets call her A (F19, short, very small boobs. Gigantic ass. Short blonde hair, a gymnastics build, very fit) since right after high school. She was a year younger than me and it was an insanely toxic relationship from the start. I had cheated on my then girlfriend (let’s call her B, B is a little heavier. Chunky would be the best word to use. Shoulder length brown hair. C cup boobs. No ass to speak of and a dead fish in bed) with her. Only making out and I fingered her. I finally broke it off with B and started dating A full time.

Finally after a while of dating she said she was ready to lose her virginity to me. This came directly after I found out she had been talking to one of my friends so I was conflicted. We set a date and I come over when her house is empty. It was very romantic. I took it slow easing into her as to not hurt her. Wore a condom. Finally when she felt more comfortable the strokes became longer, deeper, and harder. I had been without sex for a while so obviously this didn’t last long. So when we finished up I laid next to her and we turned on the tv. I was comforting her and asking how she felts yada yada. Then my phone rang. But not my normal phone. My work phone. So I HAD to answer it. I was at the time a co-op through my college for a big company that handles retirement accounts. I was in IT so when I got a call it usually meant something was wrong. I tell her I have to go put out a fire at work but I’ll be back.

So I leave and go to work to fix this. About an hour passes and I get a text from my friend and it says that A is out with the same buddy from earlier. So I call A and ask what she’s doing. She lies to me immediately and says she’s out with this girl. So the call ends and I finish up at work. On the way out I’m pretty upset, angry and hurt. So I called B in an attempt to get back at A. B lives further away from my home but conveniently near my work. I tell her I’m out her way and just want to check in on her. She invites me over but says when I get there to just text and she will come out. So I do and we get to small talk. I make a joke about climbing in the back seat for good old times sake. Without missing a beat B hops in the back seat. Mind you this is in front of her house. So I take off down the street to find a more private location.

We pull into a subway parking lot (it was closed) and I hop back there with her. She’s already grabbing at my belt before I realize that I haven’t showered since I was with A. Rather than that stopping me it becomes a major turn on. So I take my cock out and while she is trying to take off her pants I grab her head and force it down on me. B wasn’t the best in bed but she tried her hardest. So she starts to suck my cock that is likely still covered in As scent and the taste of condom. Once it’s nice and wet I start to fuck her. B always let me hit it raw but I wasn’t able to finish inside her. Tonight was no different. I pulled out and shot it up her stomach.

I drove her home and kissed her goodnight. I grab my phone as she’s leaving and notice I have roughly 20 missed calls from A. Called her back and went over to watch some movies.

Do I feel good about this? Fuck no. Is it kinda hot? Yes.

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4 months ago