‘crossdresser’ stories

My First Cock was a beautiful girl...

Wifey gives in to her desires.

One of my admirers makes my wedding night dreams come true.

Trans-genderism: Cross-dressing

Young Panty boy gets ride of his life.

More adventures in sissy cuckold submission.

Jo pushes the limits to win.

Coed Hailey finds herself in a bit of a mixup over a test.

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

"Anna" helps a stressed friend from work.

Learning to be a sissy and liking it.

Marc & Kristen have 3some with crossdressing friend.

Wedding & Life after.

Sissy boy used again...and loves it!

A friend learns about himself while helping a friend out.

Kasey loves to show off but needs a man to take charge.

Spending the weekend on my uncle's place.

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

Raquel becomes a woman.

Sissy discovers power over men.

Carla takes another step towards my slow feminization.

He's made to dress as a slut and walk through the ghetto.

A night out ends up with a most amazing surprise.

A teenage CD home alone on Halloween night... or is she?

Mom finds out about her crossdressing son.

Her boyfriend is out, but his father is home.

Timmy enjoys Jack by himself untilt they are caught.

My identity, my heels, my first... I won't do it!

Shayna (dressed up like a slut) is trapped in her hotel room.

Nikki reluctantly moves onto her next adventure.

Adopted son is transformed into a sissy and lives as a girl.

Joining for a bet. But how far is he willing to go?

Step brother has sex with step sister and learns her secret.

Techie becomes aware of his bi side.

A transgendered girl has her first man.

How my wife and i became sluts.

A friendship becomes more when crossdressing is revealed.

Santa's Elf leaves a gift for his Mistress.

I get caught in a dress, things ensue unexpectedly.

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

Prom night! Blackmail, blowjobs, and more for Anna!

My journey to becoming a total sissy slut.

Coed finds pretending to be a guy is harder than she thought.

A tale of a 'newborn' shemale.

Harry continues dressing as Harriet and is discovered.

TGirl gets the best-ever installation when the 5G man comes.

Seeking professional help for his fetish will lead to...

Back story to Ch.1, hope you like.

A ladyboy scouted and recruited to service men in the army.

Young man explores a taboo side with his gym teacher.

Asian sissy gets it rough at a party.

Nikki is faced with her secret being exposed.

Sandy gets her second surprise.

A very special b-day present for sissy, from her wife.

Older man finally gives in to urge to use a younger sissy.

How can Gideon fall for Emelyne when he's gay?

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

A journey from hate to ...

When Harry helps out a friend and becomes Harriet

The joys of home help...

Closet sissy set up by most unlikely person.

Male continues his journey into femdom.

Crossdresser gets her first taste of a trucker.

Very close to the truth about first trans experience.

A free day at home means dressing up and then a surprise.

Jo-Jo's neighbour was very satisfied - but never guessed.

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

Charles makes Jim pay back his debt by becoming Carmen.

The big Bikini Revealing :)

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

A crossdresser is controlled by his wife and her sisters.

Day dreaming about the perfect date.

Amy and Bryan get some alone time.

Mature sissy loses cell phone.

Ryan and Bailey experiment some more.

A sissy is bound and bred by an Alpha-Dom.

Loving Femdom: body mods.

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

He wants his best friend...

Tranny enjoys a summer at her Granny's.

Black man cheats on tranny girlfried with a pussyboi.

College boy must take his sister's place in sorority rush.

A young man's journey to total sissy bliss.

Jerri finds out that nothing in life is free.

Straight man gets anally raped by a crossdresser.

Michael's wife left him so now he can explore crossdressing.

Amy gets desperate for attention.

Mr. B continues his abuse.

A crossdresser is given a dirty challenge by her fuckbuddy.

A young woman discovers a man's feminine side.

A scholarship winner finds out an error in his application.

Hot CD gets a mouthful and loves it.

My wife finds my secret and embraces it for the holidays.

A landlord has a surprising encounter with his cute tenants.

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

Ellie goes out with friends to a movie.

The day to day activities of a sissy in an adult arcade.

Wife arranges for cuck to spend a weekend being trained.

My first time with a transvestite.

Natalie helps Anna shop for a prom dress.