182 Transgender High School stories

A high school freshman gets a taste of romance with his lab partner Dee.

Bill asks Melanie to lunch after her return to school following a brutal beating.

A counselor's sessions with a troubled teen expose a web of illicit desires within an elite private school.

A sissy, deeply in love with his high school sweetheart, reunites with him years later, resuming their complex and deeply intimate relationship that involves submission, dominance, and role-playing as his mother.

A chance encounter at a gay bar ignites a night of unbridled passion and submission as an 18-year-old boy surrenders to the charms of a dominant black trans woman.

A bullied high school student seeks revenge, but ends up being blackmailed into becoming a humiliated maid at the popular girls' parties, forced to perform degrading sexual acts.

Muscular football players Brett and Toby clash, then kiss, in lingerie and heels.

Effeminate Chris gets blackmailed by two college guys into becoming their 'cum slut' while his family is away.

Trans girls Alicia and Sherry spark an intense connection, drawing in classmates Lauren and Beth as they explore identity, intimacy, and desire.

A bullied high school student initiates a sexual relationship with his teacher, exploring power dynamics and desire.

The popular jock's world is turned upside down when he meets a younger boy who turns him into his submissive plaything, changing his life forever.

Rita's first day at New Catholic High School becomes a sensual initiation into same-sex desire.

A young teen's summer of transformation and seduction unfolds with his cousin's guidance and a wealthy businessman's attention.

A high school principal takes in a hermaphrodite student kicked out by her parents, only to discover her own son has been having a secret affair with the girl.

Valerie navigates complex relationships and personal struggles while exploring identity and self-expression.

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

A high school student is coerced into a humiliating sex demonstration in front of his class by their seductive teacher.

A high school boy falls for a trans girl, navigating shock, acceptance, and deepening love amidst family complexities and intimate discoveries.

Kyle's life changes when he meets Jack, and he starts to explore his identity and intimacy.

Shemale cheerleaders gangbang a peeping tom student in a locker room, followed by other erotic encounters at Trans State Private School.

A teenage boy is manipulated into sex with an older man, caught on camera.

A group of futanari students and adults engage in explicit and depraved activities at Meadowvale Academy, exploring themes of dom/sub relations, incest, and scat.

A young man's journey into a world of BDSM and erotic submission begins with a chance encounter that changes his life forever.

A trans girl's spring break becomes a journey of self-discovery and unbridled sex with a truck driver and his family.

A mother transforms her son into a 'sissyboy' on his 18th birthday, gifting him a new identity and a sexual encounter with their neighbor.

Twins Jeremy and Julie are forced into a life-switching hazing ritual, leading to a journey of self-discovery and identity exploration that challenges everything they thought they knew about themselves.

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

A high school student sucks off his straight friend in secret, escalating their erotic dynamic with dildos and hidden desires.