CrossDressing Stories

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

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

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.

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

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.

I was invited out for a drink by an online friend whom I had met on a gay dating site, but I was not expecting him to arrive with company.

A The Adventures of Cocksockett Story
Denae experiences a drugged dream...