Trans
136 stories.
A crossdressing college student is caught in schoolgirl attire by his uncle and his Water Board coworkers, leading to a coerced group encounter.
A crossdressing man gets caught in a men's restroom by a fellow panty-wearing stranger, leading to an intense encounter.
A teen cross-border caught stealing lingerie is confronted by a large male security chief who discovers her secret.
A long-haul trucker dresses as a woman named Lisa for Halloween and embarks on a day of feminine adventure on the road.
A crossdressing bi man in a hospital gown flirts with a female nurse and male nurse while secretly wearing lingerie under his robe before back surgery.
Eric surprises his boyfriend Jack with pink nylon panties after a homemade dinner, leading to intimate foreplay on the couch.
A woman meets a man online who loves trying on her lingerie and admiring himself in her undergarments.
A young man secretly wears women's panties to his older boss's office, leading to a charged encounter between them.
A man in a coffee shop is approached by a strikingly beautiful person whose deep voice hints that 'Allison' may not be exactly what she appears to be.
A feminine-presenting girl pleasures a pretty blonde boy in a tender, sensual encounter.
A teenage boy discovered in his sister's clothes is seduced and taken by his mother's boyfriend who promises to keep his secret.
A young male swimmer relocates to rural Kentucky for grad school, ends up working at a trucker roadhouse where he begins crossdressing as a waitress.
A 17-year-old crossdresser shares his secret hobby with his male friend, leading to mutual bisexual exploration and anal sex.
A transvestite man living alone in an Essex flat prepares excitedly for a blind date with a mysterious man, reflecting on his lifelong love of feminine clothing and desire for an attractive male partner.
A crossdresser secretly watches and is drawn into a bisexual encounter involving double anal penetration and group dynamics.
A teenage boy experiments with his sister's clothes, shaving, and a sex toy to fulfill his fantasy of becoming a girl.
A 15-year-old boy and his 12-year-old neighbor explore sexuality together through his father's porn magazines, revealing the narrator's crossdressing fantasies.
Two teenage boys explore crossdressing, feminization, and sexual intimacy together before one leaves for summer camp, with the narrator recounting memories and longing for September's reunion.
A seasoned crossdresser takes the plunge into paid escort work, meeting two clients at a hotel for her first booking.