Man in Pain

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 whip. She drills her rules into his head and orders him to recite them back but he just can't get it right.



Mistress decides a little pain might help with his focus, and proceeds to push him to his limits with simple tools and seductive reasoning. The final result is a powerless man, his ass helplessly impaled on her strap on, stroking his useless cock in a pathetic attempt to amuse his Mistress. She humiliates him to the end, even as he licks his come off his own fingers, face burning in shame.
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Miss Annie Cruz is back and she is smokin' hot in this set w/ 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 up, and she was here waiting to give him a little lesson in degradation and PAIN. He is a slut for it and Annie delivers when he asks for more, harder, faster, even as she is ripping his ass up with a fat strap on and tearing his nipples with clover clamps and crops. He is tied, beat, fucked and used like a little plaything till she gets her fill and tosses him out with the rest of the internet trash. Welcome back, Annie.
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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. This whimpering slave boy licks it up as she leers over him, telling him to 'Suck my fucking dick like you suck your bosses corporate dick at work, slave.' The only thing this poor fucker has going for him is that he a slut for PAIN, and Miss Flame likes to hit hard.
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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.
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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 and despite his straining hard cock and best efforts, he just gets fucked over as he struggles to please these demanding women. Clothespins, cock sucking, heavy ball weights, dildo gags, whips and a strap on up his ass as he tries to eat Samantha's gorgeous pussy are his reward.



They laugh at him and humiliate his worthless ass for sporting such a tiny prick, then they tease him and use him by fucking his face with their cunts and taking their fill of his pathetic cock in their hungry cunts.



In the end, as the beauties 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 tiny little prick.
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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 Miss Rosen to Personal secretary, but she has other ideas.



She first canes him into submission then fucks his ass with a HUGE strap on that makes his dick so hard that she orders him to stroke it off while sitting her gorgeous, round ass on his pathetic face. Mr. Rico is HER bitch now.
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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 that he is indeed weak and has no control, reinforced with a fierce ass fucking.



Gimp girl is far from safe if she does not impress the Mistress with her cock sucking skills. The little fuck puppet is soon bouncing on the hard cock as Claire pours hot wax all over them both and whips it off.



Miss Adams pushes both these sub's limits and brings them out the other side smiling. Good show, Miss Adams.
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Welcome to Lorelei's game, where in order to get fucked, 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 cock is locked in a painful cage the whole time. Nomad makes his way through all the shoe sucking, ass worship, feet canning and ball beating he can stand before she finally relents and takes his hard cock into her cunt. Was it worth it? Nomad thinks so.
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He's a good guy except for the fact he was born male. And that is enough reason for Mistress Harmony to come out and play.

After a fierce whipping on the rusty box spring to put him in his place, Harmony ties his nuts to a leash and spreads her legs, amused watching him nearly rip his balls off trying to get to her pussy. Always hungry for sex, she uses the boy's otherwise useless cock then makes him lick the come off her beautiful pussy.
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Miss Aiden Starr is no stranger to the gym and when this guy hits on her she has no trouble turning the tables and showing him what a hard workout really is. After a gruleing round of him being made to exercise and very hot ass invasion by the sulty dominatrix, she finishes our gym rat off with hard core sex and a painfuly denied orgasm.
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Gorgeous Cassandra Cruz does not mince words. She is fiendishly sexy and her skills delivering the most humiliating and demeaning verbals had me squirming in my chair.



Her victim is beaten and humiliated before getting fucked in the ass by the beautiful Miss Cruz. His raging hard cock is put to good use to please the cruel Mistress and he is left with 30 seconds to jerk it off before she throws him out the door.
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It's Johnny's last day of school and Head Mistress Penny Flame stops by the dorm to administer one final lesson. Ass paddling, glory hole CBT, bondage, tit clamps and cum eating are all on the test.
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The office boy gets fucked in this update. Being called out on the carpet by Harmony Rose is not such a bad thing if you like being humiliated, stripped, beaten, tied down and fucked in the ass. If you take it well she may even use your hard cock to satisfy her inflamed libido. Lots of bondage, pain and fucking in the hot update.
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When the need for a house gimp came up, I looked to Miss Delilah Strong to train one. She is a very tough and experienced player, and she recently starting domming for the company.



In her first MIP shoot she shows amazing drive and initiative in drilling our measly worm boy to his knees where he belongs.



Once he is taken down a peg, she teaches him the proper way to fuck and suck a woman through strict and painful lessons that he will not soon forget.
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Being called out on the carpet takes on new meaning when your boss is Aiden Starr. She is a very horny executive that takes great pride in her company, and when Lobo falls out of line he is called into her office for official disciplinary measures.



Corporal punishment is just the beginning of Lobo's lunch hour. After being beaten by the beautiful executive, he is tied to the desk and fucked in the ass with her strap on. His cock is then accosted by her hungry cunt as she takes her time fucking him and riding his face till she is satisfied by screaming orgasms.
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    >Week 18 of 2008