‘crossdresser’ stories

Desperation leads to discovery.

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

All dolled up and dancing.

Cross-dresser drinks cum from sister's mouth.

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

Sissy Alex is feminized by his boss.

Hooking up with my ex-girlfriends cousin.

Young man experiences the ultimate feminine act.

Daddy finds a glory hole in his offspring's room.

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

My roommate convinces me to go to a new bar.

Lost luggage leads young man to borrow his sister's clothes.

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

Man becomes his wife's fucktoy.

Steve begins a journey after an encounter with a bully.

A shy nerd takes on tutoring a popular jock.

Working from home means dolling up! What could go wrong...?

A scholarship winner finds out an error in his application.

Crossdressing for a college party leads to new experiences.

Elizabeth turns Dan into Dani while at a music festival.

Wedding presents.

Father-in-law continues son-in-law's bridal training.

Crossdressing dreams start coming true.

Wives leave alone their husbands, who have some fun.

TV is abducted and forced to work as sex slave.

Grad School hipster is forced to play female porn lead.

Black drug dealer makes offer he can't refuse.

Mike's crossdressing gets him much closer to his stepdad.

A loving and caring husband is made to explore his sexuality.

The school crossdresser gets an A+.

The Landlord finds something he shouldn't.

Bill gets caught wearing his sister Jodi's lingerie.

He wears the dress to marry his Tomboy dream girl.

College stud is put in his place by his roommate.

How a wife came around to her husband's pleasures.

Young man explores a taboo side with his gym teacher.

Femboy becomes his best friend's girl for a day...

Young man starts a job he isn't quite ready for.

Monica and Sarah continue their fun.

One of the hottest graduation parties changes one boy's life.

Married sissy in for the experience of her life.

Girlfriend takes revenge on boyfriend for cheating on her.

A 19 your old male goes to cheerleader camp.

A smoking sissy is on the hunt for black cock.

I was home alone trying on my aunt's panties. Or was I?

Frustrated man finds a "damsel" in distress on his doorstep.

A straight man is seduced by his crossdressing roommate.

A young couple tries to spice things up with role play games.

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

He's changed by a handsome hunk.

CD Jessica's neighbor becomes her FWB.

Young man applies to work in lingerie dept.

Biker is found to be a closet transvestite & pays the price.

Monica turns her husband into a panty wearing sissy slut.

Wearing lingerie to work under a suit can be a dangerous.

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

Crossdresser is forced to go a lot further than he intended.

A wife helps her husband transform into a beautiful woman.

Fun with her boyfriend's brother.

Wife uses a costume party to dress her husband in drag.

Susan helps John become the women he's always dreamed of.

Three friends hope to lose their cherries on prom night.

I visited my sister in-law and got a naughty surprise.

Wife helps daddy with bride's new training.

I may have over committed to my girlfriend’s costume idea…

Carla takes another step towards my slow feminization.

A CD Husband and Wife get shared by 3 BBC's.

Daughter accidentally discovers her father's kinky secret.

Mother and son discover each other. Warning: bisexual scenes.

Still blackmailed, but enjoying it.

His ex-girlfriend's father shows him a simple white dress.

Daddy's 3rd divorce hits him hard. What can I do?

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

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

A bully should not get away with it.

The female photographer blackmails a femboy clothes thief.

College student gets more than he bargained for with room.

Amy and Bryan get some alone time.

Grad student transforms with help from three new room mates.

He met her at a reception, but had no idea who she was.

The cum humiliation goes on.

Carla starts to take me down the rabbit hole, slowly.

A cuckolded sissy husband is happy watching her.

A sissy's cum filled finale.

A night out ends up with a most amazing surprise.

Two sisters, one son, & one daughter share a wild week.

Joe discovers that his best friend Brian is a crossdresser.

Chapter 2 of this Mistress wife, sissy husband, lifestyle.

A landlord has a surprising encounter with his cute tenants.

The conversion completes.

Learning to make love as a girl.

Carl surprises Bobby.

Male nurse is forced to become a tranny nurse & fuck the Doc.

A young man's transformation into a sissy whore.

My male cleaner becomes my tranny maid.

Forced to work as an escort, he meets a gentle client.

Asian sissy gets it rough at a party.

I dress up like a sissy slut and fuck my best friend.

Earning tips and maybe finding something more.

Now it's him that has to be the whore.