Archive forMen in Pain

Claire Adams double fists rubberboy’s butt!


Claire Adams completely dominates this update with replete rubber confinement, insane anal penetration, double booty fisting and a fully mummified, inverted bondage suspension. This is eager.

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Two mean bitches abuse captive boy and hump his butt


Lefty thought he was a lucky fucker when Samantha Sin walked onto the set to team up with Cassandra Cruz, but those two mean bitches were not impressed with our boy’s worthless little dick. Cruelty comes in twos for Lefty and despite his straining hard ramrod and best efforts, he just gets fucked over as he struggles to please these demanding honeys. Clothespins, weenie giving a head, heavy ball weights, vibrator gags, whips and a strap on up his butt as he tries to eat Samantha’s sweet cunt are his reward.

They laugh at him and abase his worthless booty for sporting such a tiny rod, then they tease him and use him by pumping his face with their slits and taking their fill of his pathetic knob in their eager cunts.

In the end, as the cutie pies orgasm by themselves and hold Lefty down at the end of a leash, it is clear that they are just not into him and his small little weenie.

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Her boss is HER harlot now


Hot Daphne Rosen is brand new to MIP, and we slated her with pain pig Mr. Rico for a journey to a stuffy convention. When they return to the motel room that nite, Mr. Rico tries his hand at promoting Miss Rosen to Personal secretary, but she has other ideas.

She first canes him into submission then copulates his booty with a HUGE strap on that makes his rod so hard that she orders him to stroke it off while sitting her sweet, round butt on his pathetic face. Mr. Rico is HER harlot now.

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Mistres Adams dominates two hump puppets


She has her palms replete with two submissive harlots, but Miss Adams has enough sadism to keep 'em in check. Kade is a little pain slut and takes a vicious cane and clamp scene. He is quickly made to understand that he's indeed weak and has no control, reinforced with a fierce booty fucking.

Gimp honey is far from safe if she does not impress the Dom with her weenie sucking skills. The little score puppet is soon jupming on on the hard rod as Claire pours seductive wax all over them both and whips it off.

Miss Adams pushes both those sub’s limits and brings 'em out the other side smiling. Wonderful show, Miss Adams.

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Dom Lorelei Lee beats captive boy’s balls before drilling him


Welcome to Lorelei’s game, where in order to get drilled, Nomad must first endure 200 whacks. She starts him in a rigid posture collar, gag, blindfold and a couple dozen wooden pegs, then makes him recite a list of creative compliments on his way to counting off 200 painful strikes. Oh yeah, and his dick is locked in a painful cage the whole time. Nomad makes his way through all the shoe sucking, butt worship, feet canning and ball beating he can stand before she finally relents and takes his hard weenie into her wet crack. Was it worth it? Nomad thinks so.

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Three way pain sex session


Miss Adams dominates Rico the pain harlot and Sarah the drill strumpet in this very charming MIP update. Featuring, PAIN, electrical play, whipping, clamps, booty fucking with a ENORMOUS strap on and of course a heaping dose of hardcore sex.

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Gwen Diamond bonks her worthless husband in the butt


Billy’s loss of job has forced the couple into his mother’s basement for temporary living accommodations and Gwen is penetrating pissed off and disgusted by the whole situation.

She married him for his money, after all, so what precious is the vermin without a job? Worthy enough to beat, abuse, tie up, score in the booty, and wipe her feet on.

Gwen has been wanting anal sex herself and she finally takes what she wants in this update with MIP’s first dom anal scene. Absolutely fucking hot.

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Captive boy licks his come off Dom Harmony Rose’s nice-looking pussy


He’s a worthwhile man except for the fact he was born male. And that's enough reason for Dom Harmony to come out and get fun.After a fierce whipping on the rusty box spring to put him in his place, Harmony ties his balls to a leash and spreads her legs, amused watching him nearly rip his balls off trying to get to her slit. Always eager for sex, she uses the boy’s otherwise useless prick then makes him lick the come off her sweet pussy.

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Starring Kylee Reese, Daac Ramsey


Welcome nice-looking Kylee Reese to MIP, a real harlot with a bad attitude and a mean streak. Daac sold her a lemon, and his pathetic excuses get him nowhere when she demands customer satisfaction. Teased by her glamorous body and forced to wank while she crops him, Daac soon finds himself in the enviable position of being bent over her living room table with her hard strap on up his booty. Still craving satisfaction, the lovely Miss Reese straddles his face and moves up and down his weenie till she gets what she wants, then feeds him his come and sends him on his way.

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Cassandra Cruz humiliates captive boy, copulates his butt


Charming Cassandra Cruz does not mince words. She's fiendishly charming and her skills delivering the most humiliating and demeaning verbals had me squirming in my chair.

Her victim is beaten and abused before getting crammed in the booty by the glamorous Miss Cruz. His raging hard rod is place to nice use to please the evil Mistress and he's left with 30 seconds to jerk it off before she throws him out the door.

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