‘crossdressing’ stories

Straight man is turned into a submissive sissy by...

A young man's odyssey trying to attend an all girl college.

Friend catches him wearing his girlfriend's lingerie bottoms.

A son embraces his new role as his father's wife.

Kinky girlfriend seduces boyfriend into becoming her slut.

A drinking game with new friends changes everything.

He's caught by his stepdaughter wearing her panties.

son is found out and made into family's new daughter.

Daughter turns her father into a kinky cock loving slut.

A guy is transformed into a sissy slut.

Mommy adds pleasuring daddy to his list of chores.

Pool boy gets seduced and turned into a tranny.

Mom uses breastfeeding to turn her son into a sissy cumslut.

A college boy's life goes awry on Halloween.

Accidentally a cheerleader at the basketball party!

Shemale & others gangbang straight crossdressing anal virgin.

A boy comes under the control of a dominant girl.

Black guy with huge dick uses me as his chastity slut.

Man gets a job cleaning a house, but gets much more!

Naive college kid tries to make ends meet, gets in deep.

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

After sex story, reluctant straight guy is pressured to suck.

A sissy loses her virginity.

A shy crossdresser discovers herself on Halloween.

I substitute for my wife with her boyfriend when she's away.

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

Average guy meets a neighbor and finds a new hobby.

Shaun gets blackmailed.

Straight man is forced to crossdress and suck cock.

College crossdressing freshman loses virginity.

Brother's friends make me wear my Sister's Bikini...

Boy becomes an unwilling lingerie model for online viewers.

Straight guy discovers the pleasures of being a sissy.

Stag party gives groom the chance to play the bride.

Charles discovers his Step-Son's Secret, and makes a deal.

Caught by my daughter, forced to be her bitch!

Terry's journey to accepting his submissive role.

Mom catchers her son crossdressing and things escalate.

A breakup brings two straight best friends closer together.

Classic Christmas tale of blackmail and forced feminization.

After Mom passes, son fills her role.

Jamie's corruption furthers with help from his crush, Kelly.

Young boy is helped by his hot tutor in his transformation.

An incestuous weekend for the whole family.

About how to turn a boy into a bitch.

The cute girl on Mike's doorstep has a secret...

Eating cream from Mom.

Jessica's boyfriend learns to like wearing panties.

Brothers explore crossdressing together.

I get turned into a sissy by my younger sister.

Dad unknowingly fucks crossdressing Son.

Crossdressing cocksucker returns home to one last surprise.

Two succubus moms, their daughter and the adopted femboy son.

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

I catch my bf wearing lingerie...and decide to roll with it!

Babysitting was more than money.

A high school party game of 'truth or dare' goes wrong.

Son is caught dressing up on halloween night.

Dressing up like this for Jess was one thing....

Transformation to a girl for the girl he/she loves.

Best friends spend a few nights in a tiny twin bed.

Straight man searches for cock to satisfy his cum cravings

Kennedy finds out Lexi's secret.

My girlfriend catches me - and makes me love it.

He's given special birthday presents from his whole family.

A sissy husband's journey to becoming a BBC slut.

A college freshman gets slowly transformed by his roommate.

A girl plans to turn her new boyfriend into her toy.

Andy becomes Anna to help a friend.

Young man gets caught by neighbor and leads to sex!

A boy is given away as a bride to his Father's coworker.

Straight young man dolls himself up and services cock.

A love of stockings leads to further experimentation.

Brian is forced to serve his landlord as a sissy for rent.

A feminine guy finally meets a lover.

The Lesbian Neighbors help a femboy blossom out of his shell.

Husband and wife both enjoy the femme side.

James explores his feminine side with his crush's roommate.

Frustrated teen learns about sex from crossdressing dad

A chastised sissy is sent out to satisfy a huge black man.

Mom has to use son as mortgage payment.

A strange request leads to one unforgettable night.

Nick is forcibly feminized by his dominating roommate Brian.

Step sister feminizes her new brother and take his virginity.

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

The awakening - it's not over yet for Freddy & Carolyn.

A boy decends into submission during a stint in jail.

He turns his 18 year old son into his sissy plaything.

Timmy is turned into a crossdressing slut by his girlfriend.

Jake is forced to become a cock-loving slut.

Mike would do anything for his crush Tiffany. Anything.

How I went from a loving husband and to a sissy for my wife.

A young man is blackmailed into slavery by his Friends mom.

I became a sissy and suck an ebony woman's dick to survive.

With everyone buying breast milk, what's a farmer to do?

Straight man is turned into a twink and drag queen.

A girl helps her boyfriend live out his fantasy.

Brady loses a bet and becomes Brandi.

Jay advances his position with the newly enabled twins.

His sister helps disguise him to attend all-girls' school.