A crossdressing man answers a personal ad and discovers the hookup is his boss, leading to a secret encounter at a bathhouse.
Trans
137 stories.
A young crossdresser visits a finishing-school boutique owner who seduces her during a fitting, leading to steamy encounters between them.
Danni continues her training under Madelyn and her crossdressing son Madison, learning to walk in heels while enduring strict femdom discipline with a riding crop.
A gay man who secretly wears lingerie under his suits is publicly exposed on stage by a hypnotist, then goes home with his mate.
A young crossdresser leaves his turbulent past behind, starts college, and navigates his secret feminine wardrobe and desires among the coeds.
A wife discovers her husband secretly wearing her satin babydoll to bed and takes the lead in initiating intimacy, exploring crossdressing as a new dynamic for them.
A teen boy and his female friend experiment with bondage, nipple piercing, and crossdressing in her bedroom.
A sorority wedding weekend leads to crossdressing, lingerie play, and a threesome between two brothers and a sister.
A straight crossdresser explores his secretive dressing habit alone at home while fantasizing about his attractive stepmother.
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 crossdressing man with a pantyhose fetish recounts his journey from solo exploration to his first dominant encounters with other fetishists.
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 crossdresser on a Nashville business trip hooks up with a hung Black man and submits to anal in full feminine attire.
A man discovers the world of camming and crossdressing during the pandemic, leading to unexpected encounters and personal growth.
A crossdressing man attends a party and ends up being the main attraction.
A straight man seduced by a cross-dressing colleague experiences the best sex of his life.