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And now I’ve been locked in chastity to top off my humiliation. Not a bet with you. But still now trapped like this and wearing tighty whities the entire time I’m locked.
Lost a bet against @betsanddares.bsky.social and now I have to post this swirly here
Video
6d
1mo
Bets a bet
Kinkdail
straight guy had to find three strangers to watch him do naked jumping jacks #lostbet #enm #embarrassednakedmale #cmnm #humiliation #jumpingjacks
18d
Video
losers humiliated
ever want to watch a cocky straight boy squirm as he dumps nightcrawlers into his tighty whities? #lostbet #enm #embarrassednakedmale #tightywhities #humiliation
1mo
Video
losers humiliated
They watched in amusement as their friend stormed off. It was the first day of their holiday, and in just a couple of hours he had already gambled away everything he owned on the slot machine—from his money down to his dirty underwear. This was going to be a nice two weeks for them. Not for him.
“Oh, stop sulking. It’s not like you wouldn’t have done the same to me if I had lost the bet. This is the outfit you’ll be wearing at our party tonight. Accept it, pull yourself together, put on a big smile, and get out there and proudly show off that nice birthday suit to our guests.”
He hated losing bets, but spending 24 hours naked wasn’t the end of the world. It even turned him on a little. His roommates were the only ones who’d see him. Or so he thought. The “small” party they threw to humiliate him exploded into chaos. “The Night of the Naked Dude” became a campus legend.
25d
26d
1mo
He should have seen it coming. “Walk naked to the restaurant on the corner, order takeaway, and do whatever it takes to get the owner to give you credit. I won’t let you back inside without the food.” Yes, this was exactly the kind of forfeit his friend would come up with for losing a bet.
2d
Wilbur
Wilbur
Wilbur
Wilbur