A teen boy and his female friend experiment with bondage, nipple piercing, and crossdressing in her bedroom.
#dressing
623 stories tagged with this.
A sorority wedding weekend leads to crossdressing, lingerie play, and a threesome between two brothers and a sister.
A mid-50s happily married woman meets her online cross-dressing friend Vicki at a strip club for a night of fun and cock-sucking adventures.
A happily married wife recounts how her husband pushed her into increasingly adventurous public and lingerie-focused sexual games.
A straight crossdresser explores his secretive dressing habit alone at home while fantasizing about his attractive stepmother.
A trans woman meets her girlfriend and a man named Bruce at a bathhouse for a night of bisexual fun.
A secret crossdresser is caught in lingerie by his daughter during a trip to the family cottage.
A college student stays on campus for summer with three sorority sisters, exploring crossdressing and mutual masturbation with one of them.
A small, horny 14-year-old boy crossdressed in his sister's uniform and gave his much older male neighbor his first blowjob after discovering his attraction to men through online chat rooms.
Teen boys explore crossdressing and sexual games as Jeffry dresses as 'Susie' and worships Billy's cock.
After a wild couples-only party at the twins' place, hungover Ron wakes up with smeared makeup and suspicious underwear on his wife, leading to confessions about the night's events.
A crossdressing man with a pantyhose fetish arranges a hotel encounter with another pantyhose-loving man for a night of nylon-clad oral and anal play.
Anonymous Victorian gentleman's monumental million-word secret memoir chronicling his lifelong sexual development, encounters, and forbidden adventures across all classes of 19th-century England.
A sensually narrated fantasy encounter where a lover undresses and intimately pleasures their partner from behind before moving to the bed.
A self-described sissy prepares meticulously in full feminine attire and chastity before heading to a gay bathhouse, recounting the ritualistic thrill of transformation under his master's rules.
A young woman meets an older client at his home for a paid encounter, exchanging a cash retainer before beginning their seduction.
A crossdressing man with a pantyhose fetish recounts his journey from solo exploration to his first dominant encounters with other fetishists.
An epistolary tale where a man and his young female lover arrange a clandestine, urgently passionate encounter after her provocative storytelling sets them both ablaze.
A 19-year-old cross-dresser named Chloe builds confidence venturing out in public for the first time with encouragement from an older friend.
A man dressed in lingerie awaits his girlfriend's arrival for another pegging session, but she has a special surprise in store.