Transgender Cuckold Stories

A humiliated husband is caught in his kinkiest moment and blackmailed into a life of servitude and degradation.

A married man's secret life as a sissy is exposed by a dominant poker buddy, leading to a journey of erotic humiliation and transformation.

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

A married man's life is turned upside down as his wife forces him into a feminized, submissive lifestyle, culminating in humiliating sexual acts with another man.

A man's life is turned upside down when he meets his wife's ex, who turns him into a submissive 'dickslave' and takes control of his marriage.

A crossdressing man's life is filled with unexpected sexual encounters when his secret is discovered by various neighbors and acquaintances.

A dance dad's secret is revealed in a hotel room encounter that sparks a new connection.

A porn star's secrets are exposed, but the studio's got his back - and a surprise counter-blackmail that will keep his dirty laundry private.

A small, submissive man is taken control of by a dominant black man and introduced to a world of intense kink and erotic submission.

A photographer's transition sparks a chain of events that changes their life forever.

A Medieval Literature professor's marriage to his former student becomes a complex web of humiliation and subjugation when her ex-husband reenters their lives, drawing in friends, colleagues, and students into their twisted game.

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.

At his stepdaughter's 16th birthday party, a humiliated father and family maid is publicly disciplined for his transgressions, his degradation a twisted gift to the birthday girl and her friends.

A chance encounter with erotic literature and a dominant escort forever changes a young man's perception of his desires and identity.

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.

As Kris gets ready for a night out, she discovers her partner's secret stash of lingerie, leading to a night of unexpected revelations and erotic exploration.

A chance Halloween encounter turns into a night of unexpected same-sex attraction and deception.

A lonely older man's life is turned upside down when his young neighbors invite him into their kinky world, leading to a wild threesome that fulfills his deepest fantasies.

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

A teenage boy's summer of seduction begins with a 'Vicars and Tarts' party and escalates into multiple affairs with neighbors.

A husband's shemale fantasy sparks a transformation into a submissive 'girlie' at his wife's hands, leading to a deeply kinky dom/sub dynamic.

A night of gaming turns into a wild family affair when the narrator gets caught trying on mom's underwear.

Neighbor catches Bill in lingerie, forces humiliating acts, and blackmails him.

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

A young man is drugged, captured, and forced into a life of degradation and servitude by a group of men, after being manipulated by a woman he trusted into undergoing a transformation into a feminized 'Candy'.

A young man's journey into deep submission and feminization as he's owned and controlled by a dominant masculine figure.

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

A young American boy is kidnapped by a ruthless pirate captain and transformed into a submissive sex slave, forced to surrender to his darkest desires.

A young sissy is drawn into a world of interracial BDSM and feminization, forced to endure humiliation and erotic degradation at the hands of a dominant dark couple.

A submissive sissy is taken to truck stops by her Master to be used by horny truckers, earning him cash to pay off his new F250.