‘crossdress’ stories

Barbara surprises Sasha with an outfit all her own.

The seduction trip.

A man is determined to get his girlfriend back.

The story of a young curious teen's transforming adventure.

Nate is signing a contract to spend 1 year as a trans woman.

Classes begin for our girl in disguise. Trouble lies ahead.

Sissy goes to adult bookstore to meet her blackmailer.

An unusual home run.

A debt costs a man his dignity.

Leah has decided to fight back... will it work?

Sebastian starts his sissified routine.

Doug takes Marsha out to dinner.

Half life.

Todd is turned into Lisa for Halloween.

Things escalate out of nowhere.

Submissive returns to her master to please him again.

Sebastian gets a whole new wardrobe!

A young CD heads to her local ABS and gets a surprise.

Victor(ia) keeps progressing.

This is my first story. It is of course fantasy.

A high school slacker is forcibly feminized!

Part 2 of Victoria's Journey.

Femboy becomes his best friend's girl for a day...

A couple take their sissy for a late night shopping trip.

Young man starts getting feminized by girlfriend.

All good things must end... or do they???

Doug meets Marsha

When you just want to relax but there's fun to be had.

Bridget rebels.

Doug needs a shower.

When Doug crashes his bicycle he needs a caretaker.

Carla continues to complete feminization.

Spanking? Sure. Panties? Okay... Strapon? Wait no!

My very first time as woman in public.

Female classmate discovers my fetish. And hers...

Toni replaces his twin sister when she dumps her boyfriend.

Given new clothes and broken in at camp.

Mystery causes a new TRANS-ition.

A curious boyfriend gets feminized by his girlfriend.

Two women's needs.

Tony shows me how much he loves me on a spooky Hallows Eve.

Saturday soon came around…

Prince must take the place of his sister to save his people.

I'm introduced to Jake and Adam. Miss B, Jake and I have fun.

Aaron's surprise discovery in girl's clothes.

Lisa is shown how to please Miss Baxter and Tony gets a BJ.

Miss Baxter took me to a church where I meet Tony.

My wife changed me and put me to work as her trans whore.

Ilka worries about sex daughter.

Running away in disguise as Sharon becomes a new way of life.

A slow transition from broke student to cute waitress.

Friendly neighbours become surprisingly close.

Rain soaked, an offer to dry off finds him in lingerie.

Wine-Drunk and Dripping...

Crossdressing husband Stefany has 'her' first photo shoot.

Old friends come to check up on Luke.

Jimmy & his Dad go on a hot holiday date.

Sucking off an obese old man is fun!!!!! xoxo.

Stefany meets the photographer in his apartment.

Ai means love.

Eva and Avida ride a double dildo.

Max/Roxy continues his/her journey with a supportive wife.

Jayne ensures Stefany is all set to visit the photographer.

Ilka goes cagey.

Even better vibrations.

Romance, Release and a Revelation...

A new hero is in town, and he plans to slay the vampire.

I get caught in my mums undies.

A homily leads to candyland.

I go out on my first real date with Chanel.

CD trains with her Domme and has a new outfit for the game.

Finale. Cheryl reveals her favour request.

Day 2 of the punishment commences for Luke.

Down on his luck graduate accepts a job with a difference.

Some surprises await crossdressing Stefania at the party.

Lacey and Jessica looking for better grades.

Brett indulges himself.

An intriguing offer leads to new experiences.

Uncle Bud leaves me a pearl necklace. I dream of Aunt Janet.

Incest crossdress anal fun fantasy.

The crossdressing husband sucks both the escorts cocks.

Brett gets his hair cut, and more .....

Evan (now Emma) continues his weekend of fun with Steve.

Evan finally gets the chance to be fucked by his best friend.

Things hot up between Jimmy & his Dad.

Sunday Morning.

Jimmy takes his mum's place on her dream second honeymoon.

Kelsi and Aunt V continue to explore his sexuality.

Maddy Enters a full body simulation.

We see Chloe's origins and Matty's continued plight.

Wrong delivery leads to new ideas and new fun.

A crossdresser meets their master for the first time.

Matty has a big decision to make.

Matty slips deeper into his transformation.

Matt begins working at a very strange company.

A first night crossdressing for a man with a camera.

Unexpected costume party goes to unexpected places for Gerry.

A man discovers his desire for lingerie and steals.

Dressed in lingerie in the forest.

Timi gets what she wanted.