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Sex that you regret the most

Forum Clout
12,965
One time I met with some real fat ugly slob. I was probably at a low point in my life and knew I could easily manipulate this idiot into sex. Must have told her 10 times that it was a one-time deal and she'd never see me again. Her house and car were disgustingly filthy, and I still went through with it anyway. I wanted to chop my dick off I was so ashamed of myself. But it really cleared my head and helped me get my life back together. A couple months later she texts me an essay saying I'm a predator for using her like that even though I was entirely honest. Hey cunt, you were lucky I even let you in my line of vision. I just ignored it and blocked her number, I still have fucking nightmares of that disaster.
 

KaNAMBLA Harris

Fine Hatian Cuisine
Forum Clout
17,271
Right after high school I dated this serious BPD chick

She said that smoking weed made her “lose her appetite” which is why she was like, 15 pounds lighter than she was in school and had no ass or tits anymore

The pussy wasn’t even that good but I was younger and hornier so I put up with a lot of retarded woman behaviour (she was a neet and once cried for a whole afternoon cause her gay Xbox friends didn’t wanna play with her) for some mediocre sex and looking back I don’t know what the fuck I was thinking
 
Forum Clout
12,965
Right after high school I dated this serious BPD chick

She said that smoking weed made her “lose her appetite” which is why she was like, 15 pounds lighter than she was in school and had no ass or tits anymore

The pussy wasn’t even that good but I was younger and hornier so I put up with a lot of retarded woman behaviour for some mediocre sex and looking back I don’t know what the fuck I was thinking
Recently I spent a couple nights with a girl who was like 4 foot 11 and 100 pounds. It was awesome, she thought my piece was massive.
 

midwit

Forum Clout
4,786
The girl who worked with me at the Shell gas station on 3rd shift. I was a FT college student and she was a late-20's "lifer". Skinny but truly hideous. She looked like a cross between a beat Tilda Swinton and Michael Rapaport. She lived with the female manager bc she was basically homeless. Their living situation was obese female mgr, beat Tilda and fat mgr's two little kids (black father of the mgrs kids was in prison). The mental image that you have of the situation is 100% correct. I go over to her house to buy weed and I don't even want to sit down on the couch, lest I get roach juice or something on my clothing. One of the little niglets was doing laundry as part of his chores I guess and comes running into the living room with Tilda's shit-stained thong to make fun of her. So gross.

Ended up fucking her in the walk-in beer cooler. Totally sober, I have no defense really. I can't describe how loose her pussy was. Didn't even seem like it would be possible. Really, really gross. I still can't wrap my head around the fact that I didn't get herpes at minimum.

She ended up inventing some really bizarre lie wherein I allegedly told her that I was only working at a gas station so that I could write a research paper on poor people. She told this to everyone at work after I quit.
 

Dark Dan Disciple

It’s complicated
Forum Clout
12,819
The girl who worked with me at the Shell gas station on 3rd shift. I was a FT college student and she was a late-20's "lifer". Skinny but truly hideous. She looked like a cross between a beat Tilda Swinton and Michael Rapaport. She lived with the female manager bc she was basically homeless. Their living situation was obese female mgr, beat Tilda and fat mgr's two little kids (black father of the mgrs kids was in prison). The mental image that you have of the situation is 100% correct. I go over to her house to buy weed and I don't even want to sit down on the couch, lest I get roach juice or something on my clothing. One of the little niglets was doing laundry as part of his chores I guess and comes running into the living room with Tilda's shit-stained thong to make fun of her. So gross.

Ended up fucking her in the walk-in beer cooler. Totally sober, I have no defense really. I can't describe how loose her pussy was. Didn't even seem like it would be possible. Really, really gross. I still can't wrap my head around the fact that I didn't get herpes at minimum.

She ended up inventing some really bizarre lie wherein I allegedly told her that I was only working at a gas station so that I could write a research paper on poor people. She told this to everyone at work after I quit.
I need the lead up story. Who made the first move?
 

TheRevAlJolson

Blackface Killah
Forum Clout
28,925
I fucked a girl with a lazy eye on the dirty carpet of an empty bedroom in someone else's apartment in the middle of the day while they were home. Fuck with me.

Bonus - I also drilled a hole in a folding table and laid down on it with my dick hanging through so this girl I was messing around with could sit under the table and blow me. It's something she really wanted to do, but it was so weird and bad that I couldn't get a rod. My limp dick just kind hung there dangling underneath the table and she didn't know what to do. I held on to that table for way too long after, too. It just sat in my garage as a testament to shame.
 
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