‘crossdressing’ stories

A sissy must prepare humiliatingly for her Mistress.

The story of my transformation with my wife.

Steven goes from frat boy to Prison Bitch.

Jennifer goes on a girls night out.

Caught in panties and then dominated - first time, Part 2.

He needed a flatmate, he got much more.

A panty-wearing boy is discovered and reaps the benefits.

A crossdresser joins a couple in the bedroom.

Connie dates a really kinky guy.

Hedge fund scoundrel is unmanned by his own toxic product!

Going to college sometimes reveals more than you would like.

A story of one person's feminisation.

A man's wife wants nothing to with him as a man but...

Wifey won and it gets real.

A son gets caught trying on his mother's girdle & stockings.

Dealing with the Highway Patrol.

He crossdresses for the first time, and finds his destiny.

Boy gets caught by step-father.

My husband finds out how much he loves cock!

He insults the frat leaders girl, now he has to pay.

Alarm leads to alarming switch for Les.

Another adventure for a sister & her crossdressing brother.

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

Does he want to be his wife's tranny cuckold?

Our protagonist has a revelation.

His wife comes home early and gets a submissive sissy toy.

Flight attendant has her own rewards program.

I met a man who could like a feminine guy like me.

Straight guy discovers the pleasures of being a sissy.

Exposed at work and entrapped by a co-worker.

Alex's feminine desires forces Whitney to take charge.

She teaches him to commit to his performance.

Wife accidentally finds out about my panty fetish.

A man's first adventure as a CD.

Mike would do anything for his crush Tiffany. Anything.

Stephen and Brian find themselves hypnotised.

Horny boss seduces his sexy transvestite secretary.

Sam is caught in lingerie and turned into a sissy.

Loving femdom: She gives him to a man.

Will a bulky jock finally fall for a beautiful trans femme?

The night I lost my cherry.

Cross-dressing? YOU!?

Sexy neighbor discovers his crossdressing.

Ex-lover dominates him into sex with a man.

Blackmailed into submission.

A panty wearing man is transformed.

A secret crossdressing husband comes out.

Wifey wins bet and wants more frilly fun.

A small man's change awakens a more sexual side.

A love of stockings leads to further experimentation.

First meeting with a man as she's dressed in lingerie.

Young crossdresser discovers herself at college.

Crossdresser gets his first real cock.

Loving wife uses strap-on to focus her husband's attention.

Ashley takes the role of bridesmaid for a wedding.

American male becomes slave and is sold at auction.

A college aged babysitter is caught dressed as the wife.

Wife's acceptance of his crossdressing gets complicated.

Sarah promises to make it up to Dave.

Tony is dressed as a hooker, but the real surprise is later

My sister finds out my biggest secret.

A young transgendered son has his fantasy come true.

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

His wife surprises him with a night from his fantasies.

Man learns that his girlfriend's best friend is a sissy.

Connie has fun at an adult bookstore.

Shrink tries to cure cross-dressing fetish.

Step sister feminizes her new brother and take his virginity.

Brian discovers he really loves getting fucked.

A couple has a night with sissy chastity and a black cock.

College guy's "forced" experience continues.

A friend displays her kinkier side.

The story of how a man became a Barbie.

Denise trains Shauna.

Fiancé is forced to watch his girlfriend's gangbang.

Nick finds that a baggage mistake changes his life.

Accused of a crime he did't commit, he becomes a she.

A 'boy' becomes a sissy when he is fucked by a man.

Kyle's neighbor is interested in his new crossdressing habit.

Erick loses a bet to his friend... what could go wrong?

Uncle will is re-awakening as a pantie slave.

Sister introduced the world of crossdressing to her brother.

A cross dresser runs into his sexy teacher.

The girls continue his sexual awakening.

Author's introduction to the erotic delights of corsetry.

She said "little panties for a little cock".

Submissive husbands lean how to please wives.

Crossdresser gets fucked in a cabin in the woods.

A man finally begins to enjoy his prostitution job.

Doug takes his special gurl out for a walk in the park.

I had some fun one weekend in my ex-girlfriend's clothes.

My new sissy life to my Mistress wife grow more entrenched.

Hubby seduced by wife's kinky game.

Crossdresser's second time fucked by another man.

Living as a girl an being a wife to my female wife.

Alex gets caught wearing his friend's sister's lingerie.

Call me Cassie...

A holiday takes an unusual turn.

What I thought was a secret, was not a secret at all.

The trade is complete and Jo gets new playmates.