‘crossdresser’ stories

Never fall asleep at parties!

Babysitter guy becomes babysitter girl.

Sparks fly when father sees his college son in lingerie.

Shemale mother makes son a sissy.

Sissy watches as his son screws his wife.

The pretty 18-year-old sitter has a special surprise.

Freddy's wife convinces him to dress up and go clubbing.

A college kid undergoes a transformation at his new job.

Get the girl... or become a girl for BBC.

Feminised by his dad's shemale mistress.

Stripper joke leads to straight guy being used as a girl.

Shemale & others gangbang straight crossdressing anal virgin.

Feminine man is swept off his feet by aggressive woman.

A trip to San Francisco descends into the drag queen world.

Will he lose and be feminized by his fun sexy T-girl friend?

A night out results in triggers unleashed for this sissy.

A young man is snowed in & turned out on a mountain getaway.

A sissy husband gets roped into interracial sex by his wife.

White boy meets black man.

Straight man is forced to crossdress and suck cock.

A weekend in jail with a crossdresser, leads to great sex.

A last minute errand leads to a whole new life.

My domme ex girlfriend finishes what she started.

A Halloween to remember.

He's feminized by his wife and her boyfriend.

Mike finds a job, which may be much more than he expected.

Classic Christmas tale of blackmail and forced feminization.

I get to know my new neighbours.

His dark secret is discovered by his beautiful sister.

Gay incest! Dad lets son fuck mom, for a price.

Tommy plays dress-up and gets caught by his neighbor.

A sissy is turned into a gang bang cum slut for the night.

submissive Asian man and a Dominant woman.

Three kinky daughters compete at fucking their dads.

Andy becomes Anna to help a friend.

Young man gets caught by neighbor and leads to sex!

A friendship becomes more when crossdressing is revealed.

He gets blackmailed into being a slut.

Pretty panties is all it takes.

Crossdressing boss forces Sam to take a ride on his lap.

Family and friends with benefits comes together.

He replaces his twin sister at her wedding.

A man embraces his feminine side when encouraged by his wife.

A student is blackmailed and used by an older man.

After a car crash, a guy wakes up not so much a guy.

A young man is fooled by his ex-girlfriends twin brother.

Getting caught leads to the night of his life.

A self made sissy finally learns her place around Halloween.

He goes to the wrong bar and forgets his wallet.

Jessup loses a bet.

Caught wearing panties.

Crossdresser Sarah gets tormented by two hot female friends.

A chance encounter turns him into a cock worshipping sissy.

Actual Story of how I was first discovered and used...

Innocence lost, secrets shared, and laws broken.

Steven becomes transformed to Stacy.

A man is stunned to find out his roommate is now a t-girl.

A man awakes to find a surprise at his door.

Ryan and Bailey experiment some more.

Brian dives deeper into sissification and anal sex.

I lose a bet that ends me up on the other side.

Teacher becomes schoolgirl for experimental couple.

A shy sissy makes a new friend with a Thrift Store owner.

Charles makes Jim pay back his debt by becoming Carmen.

A college aged babysitter is caught dressed as the wife.

Three crossdressers gang bang straight guy.

Son dresses in stepmom's lingerie.

A story about forced feminization.

Wife comes home one night early to find dressed-up hubby

Young man gets more than he bargained for.

Losing a bet means entertainment for the guys.

Blackmailed into living out his fantasy on a stag gone wrong.

Get the girl... or become a girl for BBC.

Caught crossdressing and Daddy takes advantage and control.

Alex is teased into putting on panties for David.

White guy turns sissy slut for his adopted black son.

A closet crossdresser's stepbrother needs a prom date...

White boy is stuck at home with two big black studs.

A suicidally unhappy boy finds love as a beautiful girl.

A friend learns about himself while helping a friend out.

A reluctant sissy gets forced to be the slut she wants to be.

The sissy boy gets a new bikini & endures more humiliation.

Suzy has fun at a frat party.

A young sissy becomes the girl he has always wanted to be.

Dianne is cuckholded and dominated by his wife and her lover.

Femboy has his first male on male encounter.

A sissy taken by his female lodger.

He finds a gift sent by his ex-girlfriend's father.

His girlfriend likes him feminine. He's hers.

Sissy discovers power over men.

A shopping trip, pegging at home...and at the movie theater.

He's caught in sis's lingerie.

Hotwife turns hubby into crossdressing sissy.

Freshman learns how to sneak into Frat House party as a girl.

Straight man fell in love with pretty, feminine student crdr.

How I became a bi cuck for my fiancé and her bull.

This is the story of how I became the girl Sara.

Alice can't stop thinking about the night before.

Hotwife turns hubby into crossdressing faggot.

Jamie meets his dream girl, only to find out it was him.