Paul is one of those “tough guys”. Unfortunately for him, his anal training is to be administered by SheMale Mistress Nurse Celeste and he has no idea the rigorous punishment She has planned for him. He finds himself strapped down to Her exam table, his feet secured in stirrups and his hands restrained in leather straps. He needs a LOT of direction, as his tight virgin ass has had NO anal training before. She plants Her perfect SheMale ass firmly on his face and forces him to learn the finer points of licking Her ass before a stern lesson in sucking Her SheMale cock. Then it’s time for Her to ready his ass for to accept the punishment and abuse he so richly deserves. After the facesitting, She pulls a HUGE dildo from Her collection of favorite implements and plunges it deeply into his rectum without warning. He cries out in a desperate mix of pain and pleasure, and She pounds away at his virgin asshole without mercy.

SheMale Mistress Delilah has been looking forward to another training session with Her favorite submissive male sex slave Jake. This time, She raises the intensity of his anal training by first blindfolding him, then strapping on Her favorite ball gag and leashing him around the neck with a collar and chain. She forces him to all fours and leads him around with the leash, degrading him for his lack of ability to properly please Her. She makes him beg and plead for Her to remove his ball gag and allow him to lick Her ass. Finding Herself in a good mood today, She concedes the gag and makes him crawl behind Her, pulling him by the chain around his neck and forcing his unworthy tongue into Her perfect tranny ass. Without missing a beat, She turns around and forces Her fat tranny cock down his throat making him choke and gag which angers Her. He is then bent over and anally violated by his SheMale Mistress, first with an assortment of Her favorite dildos and finally by Her throbbing cock. When She is finished with him, She makes him open his mouth and accept Her huge tranny cum load, forcing him to swallow every drop.

Brutal SheMale Mistress Tempest is back with another male sex slave, this time bound up in chains and other metal restraints as he endures brutal punishment including forced SheMale cocksucking, nipple clamps, blindfolding, gagging and raw anal sex. There is never a question who is in charge when Tempest is in the chamber, and this is no exception. After the harsh metal restraints are applied, the slave is chained to the wall and forced to submit to nipple clamping torture and cock biting, as well as VERY harsh verbal degradation for failure to follow the instructions of the Tranny Domme. Soon, the gag is removed and the restaints are loosened enough to accomodate the forced SheMale cocksucking, which the slave learns to perform very well and VERY quickly. Tempest has no time for insolence and poor performance from Her slaves. The scene ends with Her huge SheMale cock absolutely ravaging Her slave’s tight virgin submissive male ass, because he needs more anal training. Then, just before She cums, he is forced to his knees to recieve Her sperm load all over his tear-streaked cheeks.

Say Hello to SheMale Mistress Tempest. She is an extremely brutal tranny Domme who LOVES to punish Her submissive male sex slaves. There is absolutely no question who is in charge when She finds a new sub to tie up and dominate. Jake is first hogtied with chain and leather restraints, then gagged and his feet are cruelly flogged and tortured. His next punishment is being forced to suck Her fat tranny cock, and his saliva is the only lubrication used for his anal training as She stuffs Her massive SheMale dick up his tight virgin ass. The gag muffles his screams somewhat, but the pain and humiliation is VERY real, and the more Her sub cries out the higher SheMale Mistress Tempests excitement grows. But Jake is a good male sex slave and he quickly learns how to please his Mistress.

SheMale Mistress Wendy Williams has a new submissive male sex slave to punish today, and in this scene She wastes no time letting Her sub know who is in charge. He is forced to strip of his clothing, then get down on all fours and worship Her feet and clean the bottom of Her knee-high leather boots. His worship of his SheMale Mistress continues as She brutally shoves his face into Her ass and makes him lick Her glorious hole as part of his anal training. Then, Her slave’s ass recieves a brutal beating from Her favorite leather paddle before he is made to lube Her fat tranny cock with his spit before his tight virgin male ass is split wide open by a severe SheMale assfucking. His cries only serve to excite Her, and the anal assualt grows more and more intense before the scene ends with Her letting loose a HUGE load of tranny cum over his face, which She makes him swallow after sucking Her cock and balls clean.

Male salve Jake is back for another round of punishment and submission at the hands of a cruel SheMale Mistress. This time, he endures the punishment handed out by Mistress Danyella, and She does not tolerate anything less than complete cooperation from Her subs. He soon learns just how serious She is about Her role as a Tranny Domme as he finds himself chained to the wooden X. She flogs him with Her favorite leather strop and nearly tears off his nipples. Soon, She cinches his cock up extremely tight in Her favorite ball splitter and as he winces and whimpers in pain, She grins and pulls it tighter, enjoying the cock and ball torture She is forcing him to submit to. The male slave is forced to submit as his SheMale Mistress burys Her fat tranny cock deep into his tight virgin ass. He is not allowed to cum, instead he is forced to submit to swallowing a huge load of tranny cum from his SheMale Mistress.

I thought we’d say Hello to a brand new SheMale Mistress today by the name of Estelle Lamore. She is a very beautiful but VERY demanding Tranny Domme who expects nothing less than complete and total submission from her male fuck toys and she will achieve her control by any means necessary. The training session of Her newest slave, Parker London, begins with Estelle laying down all the rules he must follow and explicit details of the consequences should he fail to please Her. He is bound with ropes to the bed and giving very detailed instructions on how to properly please Her magnificent 8″ SheMale cock. The Mistress is somewhat pleased with his seemingly natural abilities so She allows him to graduate to phase II and his anal training begins. Slowly at first and then unmercifully, SheMale Mistress Estelle Lamore hammers his tight virgin asshole with Her cock and She denies him several orgasms before finally allowing him a release. Then it’s HER turn to release, and the scene finishes with Estelle cumming all over Her slaves face for a final humiliation. They will BOTH be back for more!

Sexy SheMale Mistress Jules has really got a thing for having Her feet worshipped. Today, She has an appointment with one Her favorite submissive sex slaves- Vic. He has been punished by Her before for not giving Her feet and fat tranny cock the proper worship and attention, and today he is graciously given the opportunity to show he has learned the error of his ways. First, She secures his head and hands in one of Her favorite wooden restraints, nipple clamps are applied, then She begins to tell him how worthless he is, and what a favor She is doing for him by allowing him another chance to worship Her beautiful feet and perfect SheMale cock. He thanks Her profusely for being granted a second chance, and then begins to lick Her feet and toes as a good male sex slave should. Finally, before She brutally punishes his tight male ass, he is allowed to suck Her cock for some lubrication for the anal penetration he is about to recieve from his sexy SheMale Mistress. He has recieved Her anal training before, but not like this time.

Sexy black SheMale Mistress Jade has a serious mean streak that fuels Her love of ass fucking Her submissive while male sex slaves with Her fat black tranny cock. The more they beg for mercy, the harder She punishes them with verbal AND physical abuse. They need Her anal training. You will enjoy Her time with Jake, a fast-learning sub who enjoys the pain and pleasure derived from pleasing his mistress. Jade is wearing Her favorite black latex Domme outfit as She prepares Her sub for his lesson- first restraining his head and hands, then strapping on a black leather blindfold and gag before bending him over for a nasty flogging from one of Her leather strops AND a harsh paddling. Then, She instructs him in the fine art of exactly how to suck Her black tranny cock before readying his tight ass for the fucking he so richly deserves.