‘crossdresser’ stories

How I spent a recent Saturday night.

First time dressed as Rebecca in front of him.

Shemale lover.

Sometimes, selling sex gets in the way of a nice cuppa!

Crossdresser Sarah gets tormented by two hot female friends.

Shemale & others gangbang straight crossdressing anal virgin.

A crossdresser's first real taste of her secret desires...

Straight man is forced to crossdress and suck cock.

Revealing my final secret to a friend who becomes more.

Liz finds out about everything and Greg has to pay for it!

Her boyfriend is out, but his father is home.

Crossdresser re-unites with birth mother.

A married t-girl's first time.

Back story to Ch.1, hope you like.

Young closet crossdresser smokes with his friends as a girl.

Greg's Redezvous with His Master & His Wife's Explorations

Tying the knot(s).

So you want to join the girls for a night on the town?

Crossdressers meet at the lakehouse.

The Colonel's loving transgender aide saves him.

A closeted cross dresser is discovered and humiliated.

Crossdresser Night is a whole lot of fun.

Dr. Kim helps Rick and Gary solve their problems.

A story about sweet romance.

All dressed up and finally must choose between 2 suitors

A couple share their love with a unique and beautiful woman.

Therapy fun after retail therapy.

A couple share their love with a unique and beautiful woman.

A wife helps out with his fantasy.

Mistress treats him to a wet afternoon.

Girl who'd rather be a boy meets boy who'd rather be a girl

Riley gets what she wants!

How to make a gay marriage work in Arkansas.

A transgendered girl has her first man.

A middle aged cross dresser has sex with a man.

A fling with his boss may be just the beginning.

A babysitter gains the upper hand on the drive home.

Crossdresser gets fucked in public picnic area.

A rest stop to pee turns into ankles in the air.

When my wife's ex returns to town, my fantasies start.

She is mine, for a night.

Laurie gets more than he/she expected at a nightclub.

A Rolls-Royce, a broken date, and a guy dressed as a girl.

Mikey wants to have some of the fun too.

Crossdresser's second time fucked by another man.

Another Craigslist hookup on a day off from work.

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

Waking up in a satin nightie.

My very first time getting sex from a man.

TV's first sexual experience goes wrong and then right!

A visit from the neighbour leads to fun for two brothers,

Riding the cock of passed out cousin.

Transvestite prison prostitute Michele continues her saga.

Family and friends with benefits comes together.

She's not the kind of girl he was expecting.

A young man leaves home because he wants to be a girl.

My gay encounter with a crossdresser.

George likes sluts...but then becomes one.

My first time with a transvestite.

Crossdresser wearing hijab and abaya finds a lover.

A 19 your old male goes to cheerleader camp.

Fun with her boyfriend's brother.

Overcast: A night on the town.

In the future a young man submits to a gang leader for work.

Riley takes over.

There's a new English teacher in town.

18-year-old t-girl meets her ideal man at the track meet.

Actor gets the role of a lifetime.

Follow up to Therapy Helps (Jasmine & Ava).

Jeff is encouraged to dress more in the run-up to Halloween

A closet crossdresser treated rough.

Left to settle into the new role while Sam's out...

Realizing my true self, becoming a woman.

Jim and Kelly consecrate their newfound relationship.

A little glimpse into Lin's point of view.

Chrissy's satin temptation.

A hot story of a sissy and fat crossdresser getting gangbang.

Crossdresser's cosy evening is brought abruptly to a halt.

Letting out a secret part of myself.

The big Bikini Revealing :)

A young woman discovers a man's feminine side.

Pretty panties is all it takes.

College student gets more than he bargained for with room.

Anal and oral fun between to hot sissy cross-dressing sluts.

How I became Heather throughout the years.

Alice can't stop thinking about the night before.

Forced to serve married men as a wife substitute.

I dress as a girl and meet a guy from Craigslist.

A "harmless" game changes Stan's life forever.

Santa's Elf leaves a gift for his Mistress.

You meet a cute punk in a magic sex toy shop, then surprises.

Dustin comes home unexpectedly.

Michele's memory returns and she wants to fuck!

Closest crossdresser discovered and used.

'Allyson' lives out her sucking fantasy.

A crossdresser's meeting with online chat buddy.

Sunbathing when Dan shows up unexpectedly.

Alex dresses up as Allison and catches the eye of an admirer.

Rob is forced to become Robin.

Alex is teased into putting on panties for David.