CrossDressing Stories

Another dark tale from Ms Nylons; probably her darkest tale yet. A closet transvestite drives through the cold dark night enroute to a clandestine assignation with her first ever lover. Elsewhere, events are unfolding that will put her on a collision course with danger and that will change her life forever. This story explores darker themes of non-consensual sex and should not be read by those who are not aficionados of the genre.

Mike Harris is a part time transvestite who struggles with his compulsion to crossdress. He hung up his wig and high-heels over two years ago but 'The Quickening', his compulsion to dress as a woman, has returned and his alter ego Michele Nylons beckons. This is a semi-autographical story with a message but with plenty of titillation for those who enjoy a little 'under-the-skirt' stimulation

After losing his job, a widower moves in with his stepson and offers to keep house for him until he can get back on his feet. But he finds that his new role, making a home warm and welcoming, is not only rewarding but also transformative.

Sexy mature wife allows husband to crossdress occasionally, but tonight it's going to be different. Two robbers have broken into the house and think they have two sexy mature women to fuck with. The robbers get a surprise when one of the women turns out to be a man in drag

A Story in the Growing Pains Universe
Teenage mother Annabel Sprott is embroiled with London gangster Tony Radcliff, but as his empire starts to crumble, the violent murderer starts to unleash his violent streak on those closest to home. Can Annabel get her baby to safety with the unreliable George before Tony finds out and what will become of a sleepy Scottish town as she brings a trail of violence to its door. This is a short story.

Cabaret female impersonator performs on stage at a London drag bar unbeknownst to her regular employer. When her boss becomes infatuated with her he works out a plan to blackmail her into sex. In the first chapter we explore the young man transforming to a young woman with some help from his sister and uncle

A boy tries on his sisters wedding dress, only to be discovered by the groom to be...

Two moms catch their sons masturbating together while wearing the moms' panties and bras. The moms are worried about sons being cross dressers or gay. The sons explain they had never seen a woman before and were fantasying. The moms decide to show them the real thing.