CrossDressing Stories

A story in the This Naked World Universe
Continuing on from the last story... Uncle Brady Goes to Night School... we have Jay Porter now turning sixteen and having some fun at home with his family then at school with his teacher then in the evening with his girlfriend.

In 1957 Michael Nyland is one of the few male nurses working at Chelmsford Memorial Hospital. Matron Amanda Holliday and Doctor Lovejoy have uncovered his secret fetish for lingerie. One day he wakes up in one of the private wards tied to the bed dressed in silky full-slip, satin cami-knickers, sheer hose, high-heels; and makeup professionally applied and hair coiffured. Nurse Nyland has no choice but to satisfy the Doctor but is totally unprepared for life as a transvestite prostitute.

A The Engineer Story
This is the seventh story of the engineer series

Femdom in the Victorian era. A male in a male dominated society finds thar Women are really in charge.

A Summer Vacation Story
Part of the Davidson Family Stories universe
It was 1984 in Sebastian Florida and my Cousin Blair had thrown one party too many. My Aunt found normal restriction and punishments just were not very effective. She put Blair and her friends through a re-education in Slut Summer School **Involves BDSM/Humiliation, there is a prequel Naked on Summer Vacation: Sissy Summer School that sets the scene but it is not required reading.

A virginal young guy is rebuffed during his first experiences with a girlfriend. Then he gets involved with an unusual older neighbor. This is set in 1981.

A coming of age story where a young man in introduced to bisexual sex by a pair of precocious teenage girls and a dominant high school senior.

Four sailors are marooned on a Pacific island hoping against hope to be rescued. When they are joined by the survivor of an airplane crash their hopes soar expecting that a search and rescue mission will find them. Will Bobbie Bingham be their lucky charm? As it turns out Bobbie as a secret. He is a she.

Paul is a closet tranny who meets regularly with other transvestites for platonic get-togethers. He usually stops to change in a seldom-used rest room at a remote truck stop so that she can arrive at the get-together already transformed into Pauline. Tonight however, the restroom is a convenient place for some bikers to take a leak before they go over to the truck stop bar to drink beer. What will the bikers do when they find a foxy tranny hiding in one of the stalls?