It first it may be confusing for Cheyenne Jewel. She knows she should be afraid of Claire Adams but she cannot help but be aroused. She knows better than to think Claire cares about her. She is as sadistic as they come. But maybe if Cheyenne can make her happy there will be something in it for her. Something more than just another chance to scream for mercy. Those thoughts keep her under control.

Samantha Grace has a set of lungs on her. Rumor has it that she can scream with the best of them and Sister Dee wants to test that theory. To do this she is going to have to put Samantha through as much pain as she can. SD will push every limit to see if what they say is true. Samantha will not have the chance to disappoint her. If she does, SD will just keep pushing until she gets what she wants

When Lorelei wants something she knows how to get it. Unfortunately for Tina Horn Lorelei has decided that what she wants is complete control over Tinas mind her body and her holes. Trapped in an electrified cage Tina cant move an inch without shocking herself. If she breathes too deep she gets shocked. If she cums to hard she gets shocked. There is nothing she can do to stop herself from uncontrollable mind blowing orgasms and that means there is nothing she can do to stop herself from getting painful electric jolts all over her body. Not even her will can save her. No matter how hard she tries she is helpless and her body no longer belongs to her.

A slut like Juliette Black is only good for the holes in her body. She needs to be taught that if she is going to ever please a man. The first lesson? Learning to beg for more, no matter what. PD is going to wear her cunt out. He is going to inflict pain on her every chance he gets. He is going to make her wish that she was anywhere but here. And the entire time she is going to beg to be filled.

Cherries Jubalie is a pain slut who is very obedient. She is put through her paces by my friend Felony who takes the reins for the first time for our cameras and show Cherries what it is like to submit to a fellow pain slut. The last scene is a turnaround as Felony is bound made to squirt all over herself Cherries. After the shoot was over these two woman were literally inseparable and we caught all the footage just for you.

In James Moguls final shoot for TTOO he finishes Madeleines training in an epic fashion. Madeleine finds that the prior days were just a warm up for her toughest day yet. She is bound and made to balance on first a block of wood and then to a steel pole all while James and Mr. Hudson distracts her with punishment. She proves that after a grueling 4 day training process that she has what it takes to one day become a slave worthy of being owned.

Rain DeGrey is a notorious pain slut with a whimper that will excite the most sadistic of doms. Sabrina Fox puts Rain in strenuous predicament bondage, strap-on fucks her, makes her cum, and finds out how much pain this slut is really willing to take. Good chemistry between two hot models!!

Head slave cherry torn is put through the ringer by Handler and under slave bella rossi. First torn is tied to the ceiling from her tits covered in clothespins and is inspected by head trainer James Mogul. Next cherry torn is strapon fucked doggy style by bella rossi while Maestro fucks her slut hole making her into a rotisserie This all ends with cherry torn sucking the cum out of a champagne flute

For those of you who missed the hot Whipped Ass live show in December the wait is over This is the edited version of all the hottest lesbian punishment and sex from the show. Maitresse Madeline brings back one of your favorite porn stars Kristina Rose and you help direct the action and when shes allowed to cum. Young and sassy newcomer Missy Minks is tied up slapped spanked flogged clamped and plugged. Both girls ride the sybian while painful clamps are torn from their young flesh. Kristina is pounded deep in the ass with a fat strapon cock while Missy is made to smother her with her beautiful bald pussy. Foot worship bondage ass licking are also included. If you prefer to watch the full unedited version of this shoot complete with QA in between scenes with the models its available streaming under the live show link