‘crossdresser’ stories

The all-American girl and bunna.

Melting in, in a mushroom forest.

Managing a "girl" band of boys is a new experience.

Tiny and undesirable boy discovers a new life as a sissy.

CD Jessica celebrates Valentine's Day.

A sissy slut gets cuckolded by his girlfriend.

Crossdresser gets married.

Miss U.S.A. in the Sky with Jewels.

A college aged babysitter is caught dressed as the wife.

Before shopping, Jessica goes to the gym with Emma.

Double your pleasure, double your trouble.

An explanation from a Domme.

My story visiting a dominatrix and dressing as a woman.

How I gave my first Blowjob and got my first man crush.

A wife helps her husband transform into a beautiful woman.

A couple finds a new friend to share the evening with.

New Year's Eve with Dad.

Sissy Blane has the obligatory date with Mr. Plumrose.

Father and his CD daughter with occasional sexual encounters.

First step into a new life as a cock slut.

How a stranded CD gets rescued by a man.

Young man gets caught by neighbor and leads to sex!

Couple checks in seashore resort and get lots of surprises.

My first time crossdressing in public and I'm stranded.

I coped with my wife's 7 month deployment by becoming her.

Trans woman has first time sex with a man after strapon.

Final chapter-Michele goes full time trans and moves on.

Caught crossdressing and Daddy takes advantage and control.

From regular Joe to irregular captive.

Sarah has fun at a nudist beach.

A crossdresser gets his wish.

Trannies down under have a great time fucking Aussie men.

At least for a little while.

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

On My Way To 'The Agency'.

Michele falls in love with a lovely Ladyboy in Thailand.

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

Tranny Wrens take shore leave in Naples and get very naughty.

Oh, Oh, My Surprize.

Innocence lost, secrets shared, and laws broken.

Michele renews her sexual relationship with LEUT Winters.

T-Girls on a Honeymoon and more.

Very close to the truth about first trans experience.

Beta male learns to become a perfect submissive sissy boi.

Another Hookup with Master, Chantel's life begins to change.

Michele and her TV whores run a brothel aboard a navy ship.

Lori plays with the other side.

A Halloween to remember.

The final chapter in my journey from CD to slut.

The journey to cum addiction continues.

Sissy Chantel serves and services two Dominant men.

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

My First Encounter with a Hot, Sexy Crossdresser.

A straight man's journey from CD to cum loving slut.

Michele seduces a young Lieutenant at the Wrens Xmas Party.

Lori's choice.

Michele submits to Knocker again, but Spike takes retribution.

The story of Kasey Legs.

Michele submits to Knocker so he won't defile the TV Wrens.

My first experience with a submissive sissy boy.

Kasey meets the woman of his dreams.

Sara and Steve find each other again...

Hot Saturday Night with my Brother in Law.

The sailors and the Tranny Wrens finally have sex.

Engaged in Love, Kerri & Chantel fly home.

Sarah was made into a model

Tranny Wrens go to the movies with their boyfriends.

An evening of reminiscing leads to passion.

Crossdresser takes a nice long bike ride.

Leigh Ann continues her romp.

Tranny Wren tells her boss about how her uncle fucked her.

Crossdresser is slowly manipulated and taken.

A night of filth, fun and cabaret.

Leigh Ann has a magic suitcase.

TV Wrens learn to dress sexy and attract the young sailors.

Navy recruits forced to crossdress - A prank with consequences.

Lori pays the price for spreading her wings.

Sara meets an admirer and fulfills his fantasy of watching.

Wanted by drug dealers, can he hide in plain sight as a girl?

Part 6 of the story of a young crossdresser.

Christmas and a wrinkle.

Michele and Bill entice Karen Grayson into threesome sex.

More becoming a sissy maid & slut vol.13 chapter 22.

A hot, sweaty, soaked afternoon.

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

A revelation about our hosts, and fun in our room.

CD Jessica's neighbor becomes her FWB.

Michele takes revenge on Bill for mutual benefit.

More, becoming a sissy maid & slut, vol.10 Chapter 17.

After church, Merlot.

Heat.

More becoming a sissy maid & slut, vol. 9, Ch. 15 & 16.

A morning of love and play, on our weekend getaway.

Bill fucks his wife one last time, Michele invites him over.

In which Lori comes closer.

Becoming a sissy maid & slut, vol. 6, Chapter 12.

A crossdresser is given a dirty challenge by her fuckbuddy.

Lori's reward.

When two bad girls find out about Max's sissy fetishes.

Throwing a curve ball or two.