A bisexual man in a schoolgirl uniform and heels visits a notorious English cruising spot to find hung tops for anal encounters.
#dress
661 stories tagged with this.
A young woman's first sexual experience unfolds in detailed foreplay and lovemaking with her devoted partner.
Two male friends land lead parts in a school play where one must portray a woman, sparking an intimate connection during rehearsals.
A young man is mistaken for a woman by his elderly aunts and must humor them by presenting as female while staying in their conservative home.
A college couple returns to their dorm room and discovers their roommate and his friend in a compromising position, leading to a group encounter.
A young crossdresser moves into his own flat and prepares for his first public outing dressed as a woman, recounting his sexual experiences leading up to meeting Joe.
A man shares an intimate, tender night with his lover Natalie, culminating in oral pleasure as they savor each other's bodies.
A straight man messaging women online unexpectedly connects with a cross-dresser and finds himself unexpectedly intrigued.
A married husband details his submissive relationship with his dominant wife, including pegging, forced crossdressing, and her sharing videos with her best friend while she's away.
A husband guides his wife into anal play and femdom dynamics, sharing videos with her best friend while she begins asserting dominance.
Two teenage cousins secretly plan and execute an anal and oral encounter on Christmas Day while their families celebrate downstairs.
A nervous crossdresser invites an older guy over, dresses in a schoolgirl outfit, and experiences anal sex for the first time.
A 20-year-old narrator recounts arranging a hotel encounter with a visiting stranger seeking a transvestite for a threesome fantasy.
A crossdressing man ventures out in feminine attire for the first time and ends up having sex in a public toilet.
A crossdresser fantasizes about visiting an adult store while publicly passing as a woman after months away from the thrill of her secret outings.
A husband chronicles his journey into deeper female domination and pegging with his receptive wife, progressing from bondage to anal play and crossdressing.
A young husband spends his wife's business trip dressed in her clothing, exploring the thrill of feminine presentation and self-pleasure at home.
A teenage girl gets more than she bargained for when she forces her younger brother to serve as her dress-up doll.
A divorced crossdresser visits an ex on vacation and becomes ensnared in her dominant world with a new girlfriend.
A young man ends up in tights at a Christmas party and gets acquainted with his girlfriend's mother in more ways than expected.