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.

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.

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.

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.

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.

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.

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.