A stalker flies in early, spies on his target at work, then uses a staged photo to blackmail them into a blindfolded sexual encounter.
#crossdressing
480 stories tagged with this.
A fair-skinned 14-year-old boy, who enjoys secretly wearing his mother's underwear, becomes infatuated with his brother's black friend King and fantasizes about exploring their attraction.
A teenage boy's long-running voyeuristic obsession with his beautiful neighbor Barbara turns unexpectedly when she finally notices him.
A young man secretly explores his crossdressing fantasy while his sister is away, but the situation spirals into female domination and blackmail.
An 18-year-old recounts a tender evening with his younger muscular boyfriend, with hints of crossdressing play and intimate moments.
A crossdresser lures the lawn guy inside with iced tea and ends up eagerly servicing him after a shared porn session.
A sexually frustrated college guy in an all-male dorm gets a surprising remedy from his roommate during a dry spell.
Jim grapples with his unexpected attraction to his best friend Kevin, who has reinvented herself as the alluring Kelly.
A thirteen-year-old boy in rural Sardinia explores his bisexuality and crossdressing when a couple initiates him into sexual experiences.
A crossdressing camper in stockings and nightie masturbates in his tent, invites an aroused stranger inside for oral and more.
A teenage magazine seller secretly wearing silky panties and shiny pantyhose catches the eye of an older biker who invites him inside.
A teenager with the ability to physically transform their body explores their new chameleon-like powers after a pivotal day at school.
A teenage boy's true confession of rediscovering his early childhood desire to wear women's clothing while on his early morning paper route, eventually hoping a man would catch him.
A husband with a pantyhose fetish asks his wife for a threesome, dresses up fully, and picks up a stranger at a department store to join them.
A husband crossdresses in tights and leotard with his wife and visits an old friend for a threesome.
A man wearing pantyhose is discovered by a married couple at a B&B, leading to an impromptu threesome involving both spouses.
A true account of a man walking through his neighborhood early in the morning wearing only pantyhose, a hoodie, and sneakers, testing how others react.
A husband wears pantyhose in public for the first time while on vacation in Key West, leading them to a swinger house party with a dancer and other couples.
A cross-dressed man explores an adult movie theater and becomes the center of a public sexual encounter with several other men.
A man in pantyhose visits an adult bookstore and has encounters with multiple men in the booths and hallway.