Astro and Lola decide to enter Jane into this years Sissy contest. The sissies are evaluated in 3 categories. Tightest chastity tube, best cock sucking skills, and best dressed are the areas of interest for the judges. In this clip, Jane undergoes the humiliation of being prepped for the contest. …
Watch Now »Subby Hubby: 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 …
Watch Now »Subby Hubby: Becoming Vanessa’s Servant Part 2: Sissy Training
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 …
Watch Now »Subby Hubby: Becoming Vanessa’s Servant Part 3: Foot Worship
Goddess Vanessa has her bitch fully dressed as a sissy on his knees in front of her, sitting on the couch. Her bitch is trying to become her servant and has passed the first two phases of his initiation. Now he has to worship his Goddess’s feet. Vanessa is talking …
Watch Now »Subby Hubby: Becoming Vanessa’s Servant Part 4: Paddling
Goddess Vanessa is checking her bank account and finds out that the bitch’s first two payments have cleared but the third one is still pending. Before the bitch can move on to the fourth phase of becoming Vanessa’s servant, the funds must clear. Goddess is going to stretch out her …
Watch Now »Subbyhubby: Rikki Rumor’s Cuckold: Cuck’s New Life (September 4st 2017)
Rikki Rumor is masturbating in her room while her boyfriend is in the shower. He catches her and he gets upset that she is masturbating with her vibrator and she isn’t having sex with him. She tells him it’s because he lasts 20 seconds. They attempt sex anyway and he …
Watch Now »Brat Princess 2: Brianna – Mommy lets Sissy Son out of Chastity before First Date (4K)
4K Ultra HD Brianna is so proud that her son is wearing the new bra and panty set that her daughter picked out for him, but she reminds him that soon he will have to choose his lingerie on his own. Brianna decides to unlock her son’s chastity device, just …
Watch Now »Brat Princess 2: Brat Princess – Danni Forced to Cross Dress then Fucked Part 2 (720 HD)
Danni is gagged with the pink lollypop while Amadahy applies more blush. Noe applies heavier eyeshadow on their slut. Kendall tells danni to suck on the lollypop gag like a cock. Amadahy holds up a hand mirror so that danni can see his dick sucking lips. This is what his …
Watch Now »Clubdom: Jean’s Punished Sissy Part 5
Jean Bardot continues to slut-train her sissy and today she is wearing the biggest cock of all of them. The slut BETTER take her cock! Jean makes the slut suck her cock and lube it up good with her spit. Then Jean bends the slut over but decides the slut …
Watch Now »Mistress Stella – Patreon Rip – Affirmations and Assignments [EMP EXCLUSIVE]
Mistress Stella is a pretty famous mistress that focus mainly in feminization/sissyfication. Their files are probably the best regarding audio production quality. In mid 2016 she started a patreon campaign. For the 5$ tier, she does 2 categories of files, Afirmations and Assignments. Clips range from 3 to 10 minutes …
Watch Now »Subby Hubby: Cucks Eat Cum Part 3
Awesome bdsm video
Watch Now »Subby Hubby: Kiki Trains the Bitch Part 6: Sissy Gets Fucked
What is a sissy that doesn’t like to be fucked? Obviously, part of Goddess Kiki’s sissy training is learning how to take cock. A good sissy loves to suck cock, loves to be fucked by cock and is good at sucking and fucking cock. Since the sissy’s cock is locked …
Watch Now »Men Are Slaves: LET’S HUMILIATE MARCIA, PART 1 (4K)
Princess Leya is not known for her kind treatment of male slaves. To be owned by her is to be used and abused by her on a daily basis. Like this slave who she has named Marcia, she subjects him to whatever her whims of the moment decide. Be it …
Watch Now »Subby Hubby: Sheena’s Hubby Slave Part 5: Blowjob
Hubby slave is on his knees in front of his boss’s big black cock. Sheena strokes his boss, Mr. Slayer’s huge dick, telling her sissy how pathetic he is. She makes her hubby slave lift up his frilly maid dress to show his boss how tiny and pitiful his little …
Watch Now »Subby Hubby: Sheena’s Hubby Slave (ENTIRE MOVIE)
Goddess Sheena is sick of her pathetic husband and his tiny cock. He can’t come close to pleasing her in bed. She has been getting fucked regularly by her husband’s boss, Mr. Slayer. She is addicted to Mr. Slayer’s big black cock. Her husband is about to find out that …
Watch Now »Humiliation POV Goddess Alexandra Snow: You’re A Sissy Who Wants To Be Dominated By Another Sissy
Goddess Alexandra Snow You sissies never cease to amaze me. It seems you’re always stooping to new lows. It makes complete sense to want to be dominated by beautiful, powerful women who are going to exploit you. But then I see the sissies on this site offering themselves up to …
Watch Now »Subby Hubby: Kiki Trains Her Play Toy Part 6: Strap On
Now that Kiki’s step-son looks like a complete sissy slut with his long blond hair and pink lipstick, it’s time for him to learn how to be a real slut. Kiki is wearing her big red strap on cock now. First, the slut has to learn to suck her cock …
Watch Now »Ashley Sinclair: Humiliating a Sissy Boy
An email was sent to Ashley from this guy confessing that not only is he a full fledged sissy slut who sucks tranny cocks and takes black cock up the ass, but is also addicted to porn and masturbates furiously to avoid stressful situations with women. This is Ashley’s humiliating …
Watch Now »Subby Hubby: Husband to Whore
Crystal Rush’s pathetic husband is on his knees dressed like a complete sissy slut. He is wearing black frilly lingerie complete with stockings and garters. He is also wearing a wig and has “whore” written across his chest in red lipstick. How humiliating! Crystal reminds her submissive bitch that he …
Watch Now »Mistress Ezada Sinn: Aroused tiny dicks don’t get to cum
My pink poodle has a new, custom-made, sissy sized chastity, made by Red Chili Chastity. I love the way it bends his tiny clitty downward, making it almost invisible under his pants. he’s quite excited as I remove it, having been locked up tight for the last two weeks. I …
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