CrossDressing Stories

Cross dressing sissy boy Keven, encourages his sexy Filipina wife to date black men. Keven is such a feminine little sissy, who enjoys helping his wife do her hair and nails before she goes out on a date!

Pearl was shunted from one home to another with a lot of disappointments along the way. She is already over eighteen but is on the books as only sixteen by mistake. She is an oral sex trainee, but is still a virgin below the belt. Now she wants to be skilled in all areas of the sexual spectrum including vaginal and anal penetration. She finds a likely candidate in Coach Reed, divorced and whose only female contact is with escort girls on Saturday nights. Now she has a date to remember.

Mom's son Harold not only gets turned on by his mom's half-glasses but puts his pics on her iphone as well. Mom comes across the pics and loves them. Things hapen when she drops in one night to take pics

When Andrew Meakin encourages his girlfriend to indulge his kinky tastes, she decides that Matilda's School for Male Maids is the best place for him to start learning what SHE expects.

Greg tries a new restaurant for lunch. It's a bit girly for his taste, but tastes can change.

A little transvestite humour; a story in the genre of The Maltese Falcon, only the heroine has a surprise under her skirt.

Dudley has a new foe. Shirley Whiplash?

A Halloween 2022 Contest Entry
Student William McLennan decides to dress as a 'Wendy the Witch' for Halloween and go trick-or-treating the dark streets of the small college town of Haxa where students are treated with booze and mind altering substances rather than candy. Wendy has no idea what awaits her in the deserted house located on the edge of town but what happens to her in that desolate house will change her life forever.

Fraternal twins, Victor and Victoria, move to Las Vegas and, as youth from 'away' in grade ten, they are subject to special hazing by senior students.

Student rivalry spins out of control, pushing the limits of what can be done.