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The worst thing I ever did

When I was a student many years ago, a few of us laid our hands on some items of women's clothing. We then went driving around the city in the early hours looking for a homeless guy of the right build. We finally found this poor bastard - he didn't stand a chance. We stripped him then put him into women's clothes. It was a major struggle getting him into that panty girdle. When we were done, we burned his old clothes in front of him. To this day I can still see the look of horror on his face as he stood there in his new blouse and pencil skirt, realising that his only options were crossdress or go naked. I've no idea what happened to him - we just drove off, laughing hysterically, and left him to get on with it. God, I was an appalling little shit when I was young.

Ray Disgusting November 01, 2019 at 10:53 pm 3 3

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People like you are the reason why I laugh, loudly, whenever some sort of urban disaster happens. Since stupid people like you breed like flies, the ratio of assholes to decent people in those casualties and fatalities is pretty good.

Virus with Shoes 4 years ago

Is it wrong for me to get turned on by this? Can you imagine him humiliation? I can just picture him hiding away that night. But then day comes, people see him, heads start to turn, people gawp in amazement or start to smirk, and he just has to suck it up, dying of sheer embarrassment with all these eyes on him.

Phil 4 years ago

Dressed like that, he'd be bound to attract lots of unwanted male admirers. I wonder how long it was before he was raped. Never mind - the OP got a good laugh out of it, so that's all right.

anonymous 4 years ago

Holy shit! #3 never occurred to me! I can just picture it. A few guys pin him down, one guy lifts his skirt, yanks off his girdle, forces his legs apart, opens his own pants, gets his dick out, presses it against Skirt-guy's ass and forces it home. I'd really have loved to see the look on his face as he lay there with his rapist thrusting away between his legs, knowing the others were waiting their turn! I'm definitely going to have this image in mind next time I jerk off.

Phil 4 years ago

You're all proving Virus with Shoes' point very nicely. What a bunch of wasted DNA.

Fergus 4 years ago

I showed this post to a friend, and she loved it. There is this guy near where I work who is always pestering people for money. I mentioned to my friend that this pain in the ass might be less inclined to show his face if he was wearing women's clothes like the guy in the original post. She took a look at him and tried to guess his size. We then went on Amazon to pick out some clothes for him - lacy panties, retro girdle with suspenders, lace top stockings, a retro heavy bra, petticoat, blouse, figure-hugging knee-length skirt and high heels. We've not placed the order yet, but if the asshole asks me for money one more time, that order is getting placed, and I'm not joking.

Phil 4 years ago

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The worst thing I ever did

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