25 Transgender High School stories from 2008

A high school senior is introduced to a secret world of sissy boys and erotic pleasures.

A teenage boy is transformed into a girl and becomes embroiled in a sexual relationship.

Eighteen-year-old Evan is recruited into the US Sissy Corps and transformed into 'Katie,' a feminine sissy serving the military's sexual needs.

Two high school seniors are forced into feminization and exploitation, becoming sissy dancers at a seedy club, exploring new desires and relationships.

A socially awkward teen befriends a younger boy who transforms into a girl, sparking unexpected desire.

An 18-year-old boy becomes a stunning girl for a year, captivating everyone around him with his new identity.

A teenage boy is used by his boyfriend and others in explicit, kink-laden encounters that escalate over multiple episodes.

A transsexual teenager navigates complex relationships and identity, facing challenges and desires that shape their journey.

A teenage boy's journey of self-discovery and desire unfolds amidst family secrets and same-sex attractions.

Two teen boys dress up as schoolgirls and offer themselves to classmates at a party.

A stepfather's hidden attraction to his stepson ignites a forbidden affair, threatening to upend his marriage and family dynamics.

A headmaster's warped 'therapy' unleashes a culture of sissiness and lust at Spermley Academy.

A teenage boy's journey to becoming a girl unfolds with humiliation, love, and acceptance.

A 12-year-old boy is sent to a strict boarding school where he is drawn into a world of erotic exploration by the headmaster.

A young sissygirl navigates her erotic awakening at a boarding school, discovering her love for boys and sissy sisters.

Punished as girls, two 13-year-old boys discover their femininity and each other in a year of erotic transformation.

Three hot girls, Sarah, Krissi, and Sydney, explore their sexuality with boyfriends Matt, Greg, and Jimmy in a world of consensual kink.

A young trans girl's life is torn between gang violence and prostitution as she seeks identity and acceptance.

A nerdy boy disguises himself as a girl to reclaim his library spot, but ends up in a complex, erotic dynamic with a jock.

A high school boy turned into a girl must navigate his new life and uncover the truth behind the spell that changed him.