A first-time encounter where a man in panties, bra, and pantyhose submits to a dominant male lover who pleasures and penetrates him.
#dressing
634 stories tagged with this.
Two male roommates discover each other's crossdressing hobby and share an intimate moment of mutual revelation.
A crossdressing young man explores his latex and leather fetish with his two bisexual roommates while living together.
A confessional memoir-style account of the author's lifelong sexual awakening, from childhood voyeurism and panty fetishism through crossdressing and queer exploration.
A crossdressing submissive recounts being forcefully and deeply taken by a muscular man while reflecting on his lifelong affinity for satin lingerie and femininity.
Two office women discover their job applicant is a male crossdresser and conspire to test his submission in a secretary interview.
A 30-year-old bisexual man visits a 51-year-old man's apartment wearing women's clothes for an intimate encounter.
A grieving 13-year-old boy dresses in his late stripper mother's outfits and discovers her toys while exploring his own sensuality alone.
A comedic, sex-filled reimagining of the Puss in Boots fairy tale set in Colonial America, blending historical satire with irreverent fairyland fantasy.
A teenage boy is left alone with his stepfather, who begins a feminization and domination regimen with new clothes, makeup, and an enema kit.
An 18-year-old crossdressing boy recounts his hidden feminization habit before being discovered by his family.
A young babysitter crosses paths with a married man whose wife recently left him after discovering his affair with another man, leading to an intimate encounter involving oral sex.
A straight man cruising a park encounters a trans sex worker who coerces him into an encounter he isn't prepared for.
A curious 25-year-old man meets a passable crossdresser online and nervously agrees to meet for his first encounter with someone presenting femininely.
A submissive 15-year-old boy crossdresses in his older cheerleader sister's underwear while she and her dominant friends take control of the house.
A true autobiographical account of a man who secretly enjoys dressing as a girl and servicing men, chronicling an online hookup with a stranger who turns out to be genuinely interested.
A male roommate secretly indulges his lingerie fetish by wearing his female roommate's clothes while masturbating, only to be caught when she returns home unexpectedly.
A 13-year-old stays with his friend's dad and gets drunk while sharing a pantyhose fetish that may lead to something more.
A young teenage boy skips meals to save money, riding the bus to a distant mall where he seeks out sexy clothes and the attention of an older store manager.
A romantic seduction unfolds as a man follows an alluring woman named May upstairs after a pleasant dinner, leading to a passionate and tender encounter.