Unable to take his mind off his desire for another sissy and more so his mistress' punishments, Edward is tortured at work when the hot secretary comes onto him again. In the middle of pleasing her, unable to please himself because of the chastity belt, he's beckoned by the mistress to show up immediately or face certain punishment.
Pimping Out Her Husband #4: Pimping Out the Feminized Cock Whore
After having his anal cherry popped by Amelia, a transsexual pimp/prostitute, Jeff is dressed and ready to be one of her girls. Dropped off at a shady location, he's left to navigate the costs and hard work it takes to be a proper lady of the night by pleasing several men with oral sex.
The Sissy Brothel (Complete Series): The Feminization and Humiliation of a Virgin Sissy
Edward and his wife have long since grown told to one another. He's been screwing the secretary at work almost every day for months, but late at night, he can't help put slip on some pink panties and tuck himself in. His sissy fantasy…
The Good Doctor #3: The Humiliation of Sex Therapy
A therapist that focuses on sexual addictions, Patrick has gone down the road of his clients. By night he sits alone in his basement while he wife upstairs sleeps with her new lover. He had expressed interest to watch, but in reality his mind is…
The Adult Baby Sissy Nursery #4: Andrew's Transformation to a Little Baby Girl Sissy
Having been plugged the night before with a dildo in his mouth and one in his nether region before being cuffed in a crib while wearing a diaper, Andrew is unsure when he fell asleep or how long he's been in the nursery. When Nanny Patricia…
The Adult Baby Sissy Nursery #1: The Sissy Gets an Enema
Having lost the trust of his wife, Andrew, a sissy girl already initiated into women's clothing and taking orders, is forced to stay with Nanny Patricia. Nanny Patricia is a beautiful yet cold older woman that immediately sets Andrew straight…
The Nurse's Sissy #2: a Blowjob for the Doctor, an Enema and Strap-On for the Sissy
Robert, a sissy by nature, is filled full with the fluid of an enema and humiliated before a nurse and doctor as the nurse dons a strap on and demands that Robert sucks the doctor as she penetrates him from behind. Before leaving, he's bound in…
The Sissy Brothel #8: The Cuckold Sissy is Forced to Watch
After the humiliation of being offered to and taken by his boss, Edwards is further tortured by being forced into watching his Mistress with another man. To his great pleasure, he is allowed only to lap up the mess they make together, but when he…
The Plantation #1: The Slave Meets The Mistress
After two years of being in a relationship under the pretense of normalcy, David finds himself alone and no longer capable of hiding his fetishes. Given the opportunity to join the ranks of sex slaves at a mysterious plantation of slaves, David can…
The Plantation #3: Strap-on for the Slave
After leaving behind his recently disheveled life, David has spent several weeks at "The Plantation" as a slave, willfully submitting to torture with a chastity belt, frequent usage by men and women masters alike, and the torture of not being allow…
The Good Doctor #5: The Slave Uses the Safe Word
Patrick, a sex therapist, has recently found himself tortured through clamps, vices, and anal sex with a strap-on, but as a stranger watched, the Mistress comes up with one final torture he cannot stand. She wants him to watch as another man, a…
The Good Doctor #4: Losing his Anal Virginity in the Dungeon
After dismissing his Mistress from his therapy sessions, Patrick finds himself bound with nipples clamped and his manhood constricted in a vice in her dungeon. All of this torture would be enough, but the fact that his mistress has brought a large…
The Sissy Clutch #1: The Cuckold Sissy Gets Caged, Gagged, and Anal Sex
Edward is locked in a cage, wearing a chastity belt, and considering his fate. In the other room is his wife with another man, screaming out in ecstasy to torture Edward's bad behavior and quench her unquenchable desires to be with a real man.…
The Sissy Transformation #4: The Sissy Grows Tits
After visiting a clinic for a checkup and being told he's scheduled for a sissy transformation, David Andrews is surprised that he wakes up with breasts the next morning. Unsure of what to do, he pleasure himself at the thought of taking down…
The Adult Baby Sissy Nursery #5: The Adult Baby Sissy Gets Double Teamed by the Transsexual Nanny and Master Steven
Andrew, in his diaper and frilly little girl clothes, is skewered by Master Steven and remains an obedient little sissy to him. When Nanny Veronica, the transsexual nanny he previously drank milk from, joins in, his training becomes a double team…
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