Transgender Spanking & Whipping Stories

A stressed executive's anonymous hotel night turns into a sensual, degrading encounter with a charming stranger.

A shy teen boy is groomed and transformed into a submissive, feminized sex slave, losing his identity and autonomy.

A young crossdresser becomes the sexiest pirate girl at a Halloween costume shop, and discovers a world of erotic thrills and domination.

Fran's first night as a Pussy Girl unfolds with a debasing encounter that fuels her deepest desires.

A shy telesalesman's life is turned upside down when he's transformed into a ravishing 'Paula' for a hen night, unleashing a night of unbridled debauchery and self-discovery.

A chance encounter at a party ignites a decades-long connection between a bisexual man and a trans woman, marked by intense intimacy and explicit encounters.

A young sissy slave is feminized, impregnated, and gives birth to his master's child.

Chrissy, a trans woman, is drawn into a kinky relationship with her neighbor Alex, exploring themes of BDSM, trans identity, and explicit sex acts, leading to a complex and thrilling journey of self-discovery and submission.

A young gamer is drawn into a world of LARPing and transformed into a sissy slut, serving multiple partners and a dominant Mistress.

A once powerful attorney is reduced to a life of servitude as a maid to his family and former colleagues, facing relentless humiliation and degradation at their hands.

A young trans protester's voice is silenced when she's detained by two corrupt cops with a very different kind of justice in mind.

A former law firm's ruthless managing partner is brought to heel by his wife, her lover, and their daughter in a tale of humiliation, degradation, and atonement, culminating in a shocking public display at a garden party.

Prissy is taken to a cabin to serve multiple men, facing humiliation and degradation.

A young bisexual man's birthday night at a BDSM club sets off a transformative weekend of feminization and submission, leading him to a new life as a sissy slave.

An older man finds love and intimacy with his transgender girlfriend, exploring deep emotional and physical connections in their non-traditional relationship.

A humiliated executive is forced into sissy training and erotic servitude by his blackmailing assistant.

A young man's journey into submissive sissyhood begins with childhood curiosity and evolves into a BDSM relationship with his friend.

A college student is drawn into a complex web of dominance and submission by a captivating woman with a hidden agenda.

A young neighbour is transformed into 'Cynthia' by Joan, learning to be a submissive girl.

A high school student is blackmailed into sissy sex slavery, forced to wear feminine attire and endure humiliating sex acts.

A black transgender slave navigates the complexities of her new life, relationships, and desires in a post-Civil War II American South.

Three friends' lives are turned upside down when an experimental energy drink gives them a shocking new anatomy, leading to a series of wild and decadent sexual adventures.

A young boy becomes a wealthy teenager's plaything, bound by a twisted deal and consumed by their dark desires.

A man becomes a 'slut' for his Master, surrendering to feminization and multiple sexual encounters.

A young man's hidden life as 'Françoise Briony' is unleashed when he meets Hans, a powerful and seductive Dutch engineer, in a chance encounter that spirals into a night of unbridled eroticism and submission.

Jemima's intense desires and sexual exploits unfold as he surrenders to his fantasies with new lovers, exploring the depths of his femininity.

A rebellious crossdresser hosts a 'daddy' for a night of rough role-playing that spirals out of control.

A crossdresser attends a rock concert, gets fucked by multiple guys, and scores a backstage hookup with the bassist.

A submissive male is feminized and trained by a dominant woman, forced into humiliating roles and sexual servitude.

A blackmailed crossdresser becomes embroiled in a sordid affair with his neighbor and a paying client, descending into BDSM and prostitution.