Tag: Crossdressing



Tony is back at the therapists office, once again he has reverted to his old “boy” ways. Peeing all over the toilet, playing video games all day, and jerking off too much. His girlfriend requested he see Dr Kendra James for Feminization therapy. Dr Kendra helps break men of their bad habits… She puts the video and sound machine on Tony to help wipe his mind of bad behaviors. When she removes the machine he is apologetic for his ways, but she prescribes more punishment with a firm paddling. Dr Kendra thinks Tony should be completely transformed into a woman. Kendra teaches him the make-up ritual. She applies each layer making him as feminine as possible. Next she dresses him in a bra, panties, garter belt and stocking. Dr Kendra teaches him feminine mannerisms before placing him in a pink sissy dress. Once he is completely feminized it it time to get on his knees and deep throat cock. She fucks his mouth and tells him what is in store for him next….
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SubbyHubby – Becoming Vanessa’s Servant (Entire Movie)

Goddess Vanessa has put out an advertisement for a new servant. Today, the first applicant is coming to Vanessa’s estate for an interview. The potential servant named Gabe enters Vanessa’s house and introduces himself. Vanessa informs him that her servants should be on their knees and that his name is now “the bitch”, Gabe doesn’t exist anymore. Goddess Vanessa goes on to explain that the bitch will have to pass all of her tests to become her servant. He will have to go through six phases of training. In addition to the $1000 that he has already sent, he will have to send an additional $200 after every phase of training. Then maybe he will be accepted as Vanessa’s servant. Maybe not! Once the bitch accepts Vanessa’s terms, the training begins! He will be smothered by Vanessa’s ass, forced to breathe in her scent. He will have to worship her feet and smell her shoes. Sucking, licking and rubbing Vanessa’s feet for as long as she wants. He will be forced to dress like a sissy. Complete with a slutty wig, lipstick, lingerie and stockings. The bitch will have to take the pain from Goddess Vanessa’s paddle. He will not only have to take the pain but he will have to beg for it. He will be humiliated by having his asshole completely stretched open by a giant butt plug. Finally, the bitch will take Vanessa big cock. The slut will have to swallow every inch of her giant dick. His ass will be trained to swallow her cock. He will have to beg for her cock through his tears of pain. Lastly he will have to clean his filth off his Goddess’s cock with his tongue. After all that pain, suffering and humiliation. After spending every dime that he has on his Goddess. He might become her servant.
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SubbyHubby – Training The Loser Neighbor Part 2 – Cross Dressing

Kendra and Kiki continue training their loser neighbor, putting make-up on him and then making him try to walk in high heels. The girls just laugh at his pathetic attempts at being feminine, as he is completely unable to walk in heels. The girls remind him that his locked up cock is now worthless to him.
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SubbyHubby – Becoming Vanessa’s Servant Part 6: Strap On

Goddess Vanessa’s bitch has finally made it to the last phase of becoming Vanessa’s servant. The final test is taking Goddess Vanessa’s huge cock. There are plenty of other applicants fighting for this position, so he better do a good job sucking and getting fucked by Vanessa’s cock. The bitch eagerly takes Vanessa’s cock in his mouth. Deep throating and gagging on her giant strap on. Once the cock is totally covered in the bitch’s spit, Vanessa bends her slut over the couch and rams her cock into his tight hole. Goddess Vanessa makes her sissy beg for her cock as she pounds and slaps his ass. Vanessa gets tired of fucking him from behind so she flips him over and fucks him like a whore with his legs spread and his feet in the air. Goddess Vanessa has trained this sissy to be her complete cock whore. He loves every moment of it! Now the bitch wants to know if he has passed the test to become Vanessa’s sissy servant. Goddess Vanessa tells her sissy that before she will tell him anything, he must clean her cock with his mouth and tongue. Tasting all of his ass juice! Next he must give his Goddess all of his credit cards. The bitch has proven that he really wants to be Vanessa’s servant. Goddess Vanessa dismisses her bitch, telling him that she will think about approving him as her servant. The bitch crawls out of the room, not knowing his fate.
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SubbyHubby – Becoming Vanessa’s Servant Part 5: Ass Stretching

Goddess Vanessa wants to know if her sissy bitch is ready for phase 5 of his servant training. The bitch says yes, but Goddess Vanessa isn’t so sure. She is wearing a huge black cock that she is about to pound her sissy with, but first she wants to beat his ass some more. She already punished his bare bottom with her small leather paddle. But her servants need to be able to take more pain that that! She is now holding a larger wooden paddle with holes drilled it it for maximum pain. She bends her sissy over, on the couch and paddles her bitch several times. Just to give her sissy an idea of what will happen if he ever displeases her. Now that his ass is completely ready, Vanessa uses her large corkscrew shaped butt plug to open her slave’s ass. Her cock is huge and she wants him to able to take every inch. By the time Goddess Vanessa is done pushing and turning the corkscrew into the sissy ass, he is a blubbering mess. Too bad for him. Goddess Vanessa’s servants take everything that pleases her. Whether its humiliation, pain or pleasure. Finally, the pathetic sissy must clean his filth off the freshly used butt plug. How degrading it is for him to suck his own ass juice. Now the bitch is ready for the final test!
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Goddess Vanessa’s new potential servant, Gabe, who is now known as the bitch, has passed phase 1 of Vanessa’s screening process. For phase 2, the bitch is going to have to become a perfect sissy for Vanessa. Goddess Vanessa puts a wig and lipstick on his dick sucking lips. Then she has her bitch try on several frilly sissy outfits. Finally, Vanessa finds the perfect outfit for her bitch. Sexy black lingerie with matching stockings and garters. Gabe looks like such a slut! Now Vanessa has the bitch show off her new outfit by shaking his ass and twirling around as she smacks his bare ass with a riding crop. She tells the bitch that if he doesn’t shake his ass good enough then she will hit him harder. Vanessa humiliates her bitch even more by making him do a “sexy” dance for her. When Goddess Vanessa asks the bitch how he thinks he is doing so far, the bitch says “good.” Wrong answer! It doesn’t matter what the bitch thinks. But even though he is a pathetic bitch, Vanessa has been entertained, at least. The bitch passes phase 2 but we will see if he can handle phase 3!
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Description: Goddess Crystal has her whore sissy slave over to the house today. Crystal teaches her slut how to suck her cock. She rams her big black strap on down her sissy’s throat. Now that her cock is lubed with sissy spit, Crystal bends her slut over and pounds his ass from behind. After tiring of this position, Crystal has her slut lie down on his back with his stocking legs and feet in the air. She bounces up and down with her cock in his ass. This is the treatment that sluts need and deserve!
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SubbyHubby – Teachers’ Pets (Full Movie)

Stella Liberty and Helena Price are celebrating the end of another semester. After drinking a couple glasses of wine, they admit to each other that they both have been giving some “extracurricular” attention to some of their students in the bedroom. They decide to call over a couple of their star pupils to come and play. Helena soon finds out that Stella’s relationship with her student is a little different. Stella’s pet is not very experienced and has a tiny cock. He pleases and entertains her in other ways than with his dick. Stella orders her submissive bitch to get on his knees and worship her feet. Helena likes what she sees and orders her student to do the same. Reluctantly, he submits and they both suck and lick the ladies’ feet. After they are done worshipping Helena and Stella’s feet the guys are made to strip and put on slave collars. Stella has her slave fuck Helena with a dildo gag. Then Stella’s slave is forced to watch Helena give her student a blow job and swallow his cum. To add to his humiliation, he is forced to watch Helena’s pupil fuck her and clean his cum from her pussy when they are finished. Just when they are finishing their kinky games, Mr. Valentine, the Dean, barges into the room. He begins yelling and tells the guys to leave. Before he can chastise the ladies, they inform him that they know his dirty secret! Mr. Valentine loves dressing up like a sissy and being treated like a whore. First, they give him a hard paddling to teach him a lesson. Then, they spit roast him. Helena fucks his slutty ass while Stella forces him to continue to suck her cock. When they are finished making Mr. valentine their slut, they show him the pictures they have of him. It looks like next semester will be the best semester ever!
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The Dean of the College Mr. Valentine has just caught Helena Price and Stella Liberty playing kinky games with two students on campus property. He yells at his employees and tells them how much trouble they’re in. Little does he know that he is the one that is about to be punished! The ladies have seen his online profile on a kinky website. Unless Mr. Valentine wants the rest of the world to know what a perverted slut that he is, then he will have to do whatever they tell him. They undress him, to find him already wearing pink panties under his conservative suit. Stella and Helena know what to do with sissy sluts. They both put on huge black strap on cocks and get leather paddles from their toy chest. They make Mr. Valentine bend over the bed and give him a hard paddling. They take turns smacking his fat, panty wearing ass. Mr. Valentine’s ass is bright red when they are done with his punishment. Next, they will stretch his asshole with their huge cocks!
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SubbyHubby – Teachers’ Pets (Full Movie)

Stella Liberty and Helena Price are celebrating the end of another semester. After drinking a couple glasses of wine, they admit to each other that they both have been giving some “extracurricular” attention to some of their students in the bedroom. They decide to call over a couple of their star pupils to come and play. Helena soon finds out that Stella’s relationship with her student is a little different. Stella’s pet is not very experienced and has a tiny cock. He pleases and entertains her in other ways than with his dick. Stella orders her submissive bitch to get on his knees and worship her feet. Helena likes what she sees and orders her student to do the same. Reluctantly, he submits and they both suck and lick the ladies’ feet. After they are done worshipping Helena and Stella’s feet the guys are made to strip and put on slave collars. Stella has her slave fuck Helena with a dildo gag. Then Stella’s slave is forced to watch Helena give her student a blow job and swallow his cum. To add to his humiliation, he is forced to watch Helena’s pupil fuck her and clean his cum from her pussy when they are finished. Just when they are finishing their kinky games, Mr. Valentine, the Dean, barges into the room. He begins yelling and tells the guys to leave. Before he can chastise the ladies, they inform him that they know his dirty secret! Mr. Valentine loves dressing up like a sissy and being treated like a whore. First, they give him a hard paddling to teach him a lesson. Then, they spit roast him. Helena fucks his slutty ass while Stella forces him to continue to suck her cock. When they are finished making Mr. valentine their slut, they show him the pictures they have of him. It looks like next semester will be the best semester ever!
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SubbyHubby – Teachers’ Pets Part 6: Strap On Fucking

Now that Helena and Stella have taught their boss a lesson in humility by paddling his ass, it’s time to find out how much of a slut he is. The ladies ram their huge cocks into their slut’s mouth and down his throat. They laugh and mock Mr. Valentine as he chokes, gags and gasps for air, drooling all over their black cocks. Now that their cocks are lubed with their slut’s spit, they fill both of his slut holes with their strap ons. Helena fucks the bitch from behind while Stella makes him suck her cock. After the girls are done fucking, degrading and turning their boss into their bitch, they show him the incriminating pictures they have of Mr. Valentine on their phones. If he doesn’t meet all of their demands then the world will know how much of a cock loving, sissy whore he really is.
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SubbyHubby – Vanessa Teaches the sissy How to Suck P4

Vanessa Cage is ready to train her sissy slut for his new profession. She wants her sissy slut to earn extra money sucking cock and being fucked in the ass. She has expensive taste, so her sissy slut will have to perform on the highest level. She has two strap ons, one for his mouth and the other for his tight man pussy. Vanessa decides that he will suck on the larger of the two, and her sissy slut smiles, so eager to please his Princess. He sucks on that cock with great enthusiasm. Her sissy slut truly enjoys the cock, whether in the mouth or the ass, just as long as it’s in one of his holes, he’s happy. Her sissy slut is sucking her cock, slobbering everywhere. Vanessa is dreaming of all the money she will make with her slut on the street sucking cock for money.HER MONEY.
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SubbyHubby – Sheena’s Hubby Slave Part 4: Chastity

Goddess Sheena is relaxing on the couch with her sissy hubby slave. She is telling him how she is about to have fun with her lover while he is forced to watch. Twirling the chastity key in front of the locked-up sissy, she teases her slave. Hubby slave cries out in pain as Sheena touches and pokes his tiny cock, locked in the cage. After teasing his balls, Sheena decides to finally unlock the sissy’s cage. However, Goddess Sheena informs her slave that he isn’t being released out of her kindness. His little dick needs to be free to see what a real cock looks like! Goddess Sheena ridicules his tiny cock, saying that she should have used her pinky to measure the chastity device that she bought for him. She continues to verbally humiliate her sissy slave as she starts to play with her pussy with her fingers in front of him. The sissy tries to stroke his tiny pathetic cock but it’s no use. He can’t even get hard anymore. Sheena is so disgusted by her impotent slave’s effort that she commands him to stop. She doesn’t want to get out of the mood to be fucked by her BBC later!
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Kiki Daire’s pathetic husband is away on business so she decides to have a little fun with her step-son. Kiki is laying on the couch pleasuring herself with her pink vibrator while she has step-son on the floor wearing pink frilly panties and a pink collar. She has already turned hubby into her cuckold bitch. Now it’s his son’s time to learn how things work in Kiki’s house. Kiki rubs the vibrator all over her pierced clit. Her step-son enjoys being told what a pathetic sissy he is. Kiki decides to reward her little sissy by letting him control her vibrator. She tells him how that is the only way he will ever please a woman, so he might as well learn now. After Kiki cums, she allows her obedient step-son to lick her juices off the dildo. Kiki is proud of her submissive play toy, so she decides to let him in on a little secret. Mommy gets fucked by a big black cock when Daddy’s away. But the big reward is that Kiki is allowing him to join her and her BBC today. Soon he will learn how to be a true sissy cuckold.
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Sheena has her hubby slave cleaning the house in a frilly maid dress and cute white stockings. She has turned her husband into a complete subservient sissy slave! Goddess Sheena inspects her bitch’s house cleaning skills and is disappointed. She decides that since he didn’t do a good job cleaning, he will have to worship her ass instead. Goddess Sheena tells her slave to get on his knees and to kiss her perfect round ass. Sheena shoves his face into her plump bottom while shaking, wiggling and grinding his face with her ass. Hubby slave frantically kisses and sniffs her ass. Sheena then forces his nose deep into her ass cheeks until he gasps for air. Goddess Sheena tells the bitch that he can’t even breathe without her permission! Later the slave is positioned on his back on the couch. Goddess Sheena sits on the sissy’s face while she teases his locked-up cock and balls with her riding crop. He will be used in whatever way his Goddess chooses! Seat, maid, slave or pretty princess, he has no choice now. Goddess Sheena continues to grind her ass all over hubby slave’s face. He needs to get used to this life. Soon he will be watching the woman he loves and married get fucked by his boss’s big black cock.
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