A young "sissy" white boy in the Chicago projects enters a degrading arrangement with a trans woman gang leader in exchange for protection.
Trans
314 stories.
A young man is prepped by his sister before being sent to please her trans girlfriend, with hints of an ongoing arrangement between them.
A rebellious young man resisting his father's plans for him discovers unexpected connection with a transgender woman.
A trans woman spends an exciting night at a renovated city bathhouse, meeting a handsome cab driver and enjoying the adult amenities.
A frustrated straight man encounters a sissy prostitute outside an adult video arcade and gives into cruel curiosity.
A self-described shemale prostitute recounts a raunchy night servicing men at an adult arcade, involving glory holes, begging, and lapping up cum from the floor.
A self-described trans woman recounts a visit to an adult video arcade with multiple partners, interspersed with childhood memories of coerced sex with her mother's boyfriend.
A college freshman accidentally exposes himself to his busty blonde RA, who turns out to be a well-endowed trans woman, sparking an unexpected encounter.
A trans woman summons a male friend to her dorm to dominate him sexually.
A transgender woman takes a frustrated schoolboy into her care, confronting his poor grades while confessing romantic feelings during an emotionally charged disciplinary moment.
Two college friends seek shelter from a storm at a sorority house where they meet transgender women with naughty surprises in store.
A sorority girl loses her anal virginity to her boyfriend while his dickgirl sorority sisters cuddle nearby, all worn out from a wild night of group sex.
Adrianna and her fellow hybrids learn what it means to be dark-elf in the hedonistic kingdom of Alkandra.
A trans woman engages in a pegging encounter with Silvia while being watched by Neal, who has previously watched her with his sister.
A cocky high school quarterback gets coerced into a sexual encounter with his mother's transsexual boss.
A high schooler struggles with shame and arousal after being coerced into sexual submission by his mother's boss, a trans woman, while compulsively seeking out other partners.
A trans woman nervously encounters a muscular biker at the state park, fantasizing about oral sex with him while fearing her secret would be discovered.
A young man named Kevin embarks on a relationship and mysterious transformation after meeting his girlfriend Claire, who lives in a high-rise apartment.
Jason sneaks into Ashley's shower to please her and beg for anal sex in a college dorm setting.
A married man revisits his tranny escort for a third encounter while exploring autofellatio at home, seeking to recreate her taste.