A 17-year-old crossdresser shares his secret hobby with his male friend, leading to mutual bisexual exploration and anal sex.
#crossdressing
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A teen boy discovers his attraction to his best friend Sam, exploring feminization and anal play in a candid first-person confession.
A crossdressing bisexual continues exploring her identity with her girlfriend and her husband in a shared domestic fantasy.
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 person wakes from surgery to discover Jim has had them fully transformed into a girl, while their partner Katelin undergoes a similar change.
A newly transformed transgender woman goes out on the town with her girlfriend for her first night at a club.
An expatriate man in Vietnam encounters a ladyboy lover, exploring his attraction to someone who may be different from the women who have betrayed him before.
A teenage boy experiments with his sister's clothes, shaving, and a sex toy to fulfill his fantasy of becoming a girl.
A young person in small-town Texas realizes from early puberty that they were born in the wrong body and begins their journey toward becoming their authentic self.
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 shy teenage boy reconnects with his older partner at the park, grappling with jealousy and insecurity after she fooled around with girls while he was sent away.
Two teenage boys explore their attraction while one feminizes the other, reminiscing about a prior encounter with girls.
A crossdressing teen gets roughed up by a jock before his weekly feminization lesson with his cousin Karen.
A newly divorced bisexual man's first encounter with a transsexual prostitute in 1980s San Francisco, recounted from personal memory.
A true-story account of a child groomed by an older male relative who exploited their gender identity exploration, culminating in the loss of anal virginity at age nine.
A 14-year-old boy left alone at home explores his mother's lingerie drawer while recounting his early sexual experiences with friends.
A seasoned crossdresser takes the plunge into paid escort work, meeting two clients at a hotel for her first booking.
Two straight-identified men head into the woods for a private camping trip to explore anal toy play, crossdressing, and mutual jerk-off sessions.