Category Archives: Men In Pain

Eat My Pussy You Fucking Prick

To prepare for her first time ever dominating a man, Kimberly has been studying. It’s clear she is an apt pupil when she tears into Wolf with full on, unapologetic sadism and raw sex appeal. She is irresistible, telling him, … Continue reading

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Sadistic Misstress Makes A Man Gags On Her Hands

She likes to hurt boys like Rico, the little pain sluts who crave it. She says that the power makes her pussy wet. The power to beat the little fucker till he begs for mercy. Power to fuck his little … Continue reading

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Using Chopsticks To Train A Slave

Jason requested Miss Adams by name. Within seconds she spots a weakness and slices into it. The flashes of his anger amuse her. She pushes harder. The last time he speaks out of turn, a vicious clamp on the tongue … Continue reading

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Misstress Having Fun With Her Boy Toy

Mistress Kendra is smoking hot wearing tight fitted latex and a sadistic smile. She seizes control immediately and sets him to task trying to produce his pathetic cock for her inspection while impossibly tied up and under her ever attentive … Continue reading

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Annie Degrading Her Date

Miss Annie Cruz is back and she is smoking hot in this set with her online hook up Wolf Hudson. He was hitting her up for a date and she said sure, meet me at Kink.com fucker. He actually showed … Continue reading

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Penny Fucking A Geek In His Ass

You don’t want to miss Penny Flame in this update. She takes complete control from the start, ‘You are my slimy, sleazy little corporate scum’. She has him bound like a dog, ass up, balls weighted, strap-on fucked and humiliated. … Continue reading

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A Guy Taking It In His Ass

Claire Adams completely dominates this update with full rubber confinement, insane anal penetration, double ass fisting and a fully mummified, inverted bondage suspension. This is crazy. Donning bright red latex gear and looking really sexy but demeaning at the same … Continue reading

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Two Mean Bitches And A Prick

Lefty thought he was a lucky fucker when Samantha Sin walked onto the set to team up with Cassandra Cruz, but these two mean bitches were not impressed with our boy’s worthless little prick. Cruelty comes in twos for Lefty … Continue reading

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Bitchy Female Worker With Gigantic Tits

Beautiful Daphne Rosen is brand new to MIP, and we slated her with pain pig Mr. Rico for a trip to a stuffy convention. When they return to the motel room that nite, Mr. Rico tries his hand at promoting … Continue reading

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Two Submissive Sluts With Miss Adams

She has her hands full with two submissive sluts, but Miss Adams has enough sadism to keep them in check. Kade is a little pain slut and takes a vicious cane and clamp scene. He is quickly made to understand … Continue reading

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