A crossdresser opens the door to two plumbers while dressed as a woman, leading to an unexpected encounter with the bi side of his life.
Trans
137 stories.
Trump eagerly awaits Manning at his cabin for a wild and filthy encounter, anticipating a night of uninhibited debauchery.
A young crossdresser enjoying a weekend alone in his mother's clothes has his fantasy interrupted by an unexpected alien encounter.
A young crossdresser fears being discovered by family while indulging his secret passion for feminine clothing and attending weekend events.
A young crossdresser is trapped in feminine attire when painters unexpectedly arrive at the house.
A young man blackmailed into crossdressing and meeting a dominant older man at midnight, sneaking out of his family home in his sister's clothes.
A college freshman dons a convincing female disguise for a fraternity initiation ritual, only to get in over his head when the disguise attracts unexpected attention.
A teenage boy dresses in his sister's lingerie and makeup to sneak out to a Halloween-themed party where he hopes to explore his secret desires.
A bi-curious man abandons his local gay club for draggier venues and ultimately explores the back rooms of an adult bookshop with glory holes.
A young white crossdressing teen in late '90s NYC chats online with an older Black man, exploring mutual attraction and shared lust.
A feminine man fully transforms into Ruby for a first night out, heading to a bar to explore life as a woman and sex worker.
A close male friend wears a catholic schoolgirl outfit for his married buddy, leading to oral, anal, and exhibitionist humiliation as they venture into town.
A late-night knock brings an older cousin to the narrator's door just as he's dressed in feminine nightwear, opening the door to a long-buried family secret.
A boyfriend agrees to crossdress as his girlfriend's date to a Halloween masquerade party, leading to unexpected encounters with other guests.
A 14-year-old boy crossdresses and sells sexual services to older men on a park bench at night to fund his video game habit.
A teenage girl dresses her reluctant little brother up like a doll after her parents refuse to buy her the suggestive toy she wants.
A man with naturally large breasts recounts how his curious step-daughter repeatedly confronted him about his chest throughout her childhood and into adulthood.
A 51-year-old crossdresser recounts his childhood introduction to sex with his older brother and subsequent experiences with friends.
A crossdressing bisexual fulfills a lifelong fantasy by dressing as a woman and making love with his bi-curious male friend who fantasizes about transvestite lovers.
A closeted crossdresser prepares as Brenda for a special first night while on a business trip, sharing wine and webcam time in transgender chat rooms.