#dressing
623 stories tagged with this.
A submissive crossdresser meets an out-of-town Dom at a truck stop and submits to brutal, humiliating public use.
A crossdressing college student is caught in schoolgirl attire by his uncle and his Water Board coworkers, leading to a coerced group encounter.
A crossdressing man gets caught in a men's restroom by a fellow panty-wearing stranger, leading to an intense encounter.
A submissive crossdressing man answers an older man's call for a late-night bareback encounter driven by verbal degradation and forced oral.
A romantic winter night between Jake and Jessica leads to passionate first-time intimacy in her apartment.
A young man loses his anal virginity with his older male neighbor, who introduces him to toys, oral, and watersports in this autobiographical continuation.
A personal account of a lifelong latex fetish, from childhood discoveries with rubber gloves to a daily obsession with transparent catsuits and crossdressing in feminine attire.
An 18-year-old agrees to a birthday gangbang as his girlfriend's favor, ending up in full women's clothes servicing multiple men including his boyfriend's well-endowed brother.
An introspective femdom encounter in a lingerie store dressing room blurs the boundary between domme play and rape as Alonna wrestles with consent and sensation.
A long-haul trucker dresses as a woman named Lisa for Halloween and embarks on a day of feminine adventure on the road.
A tomboyish teen reluctantly tries on a sexy black dress and heels at the mall under pressure from her friends, discovering she looks surprisingly attractive.
A person tucking and dressed femininely for a walk encounters a stranger who sees through their disguise, leading to an uncertain encounter.
A futanari college student continues her sexual adventures with sorority sisters who hatch a plan to disguise her as a man for a fraternity rush party.
A nervous teen boy visits his new girlfriend while her parents are out, leading to their first passionate encounter.
A dominant wife and her equally forceful friend forcibly feminize and humiliate Don, dressing him as a woman and discussing using him sexually in public.
A trans woman dressed in masculine attire with a strap-on dildo picks up a redheaded woman at a lesbian club and invites her to dance.
A sissy 'panty boy' accompanies his strict mistress on a business trip to New Orleans, secretly wearing crotchless lace panties to please her.
A crossdressing bi man in a hospital gown flirts with a female nurse and male nurse while secretly wearing lingerie under his robe before back surgery.
A single-mother stripper accepts a handsome stranger's paid offer for a non-sexual over-the-knee spanking.