‘crossdresser’ stories

One small step for man... One giant leap into depravity.

Emilia meets The Entertainer

Crossdresser surprised by house guest returning home early.

An "Unexpected" Visitor.

Kim's Story.

How accidentally one of my best friend end up as my master.

Following a tip, Jennifer finds a hidden "Back Room"

Caught in lingerie by yet another neighbor.

David dresses as a woman, and becomes Davie.

Jennifer steps out for a night out dressed to impress.

James gets caught by his sister and becomes a cheerleader.

Fantasizing isn’t doing it for this bi-curious closet sissy.

A guy, a some boobs, some unexpected life changes.

Emil arrives in Las Vegas, first encounter as Emilia.

A guy, some boobs, and a few new experiences.

A meeting in Bruges with some wonderfully diverse people.

Kris hooks up with hot guy, who holds a spell over him.

Married Sissy uses a Road Trip to explore his sissy side.

A man enjoys his new femboy pet.

A married couple submits to a group of horny young guys.

Senseless fucking, shameless flashing.

The journey of a man who finds happiness late in his life.

A cutthroat businessman starts having blanks in his memory.

Sissy and daddy neighbor gets closer step by step.

Sandy and Dave take a business trip.

Ffion feels the love of men in a spitroast.

Alex enjoys house sitting for a friend.

Where Everybody Is a Virgin.

Alex visits Maria's room, and is dressed in some new attire.

But I'm a boy, really!

Sissy and daddy neighbor.

Rainy Day at the Beach.

Danny wakes up and moves in as Dani.

Arab Sissy got used by the photographer.

Sarah gives Doug the moon

You better not put my dick in your mouth!

Sandy and Kim get closer.

The Genovese Matter: A drag queen is murdered in Miami.

Where would you like me to cum?

A young man takes a liking to his father's slutty friend.

An evening rendezvous with a hot Chinese crossdresser.

I Discover My Neighbours are a Sexy Bi Couple. The Finale.

Meet Aria and Gabe.

Dani sucks his first BBC.

A shy and submissive CD steps out for the first time.

A young CD helps Mommy close a business deal.

Carla knows how to bring out my feminine side.

Mr Wilson invites a horny friend over.

Linda follows her instructions and claims her reward.

A new job and VIP Humiliation for Dani.

To my dear Husband.

A shy nerd takes on tutoring a popular jock.

Sandy Meets Bob.

My afternoons with my man.

I discover my neighbours are a sexy bi couple.

Mr Wilson wants to know every detail of my date.

Twink boy starts living his truth.

I discover my neighbours are a sexy bi sex couple.

Mr Wilson encourages me to go on a date with Stan.

Alex gets a special Mommy.

I became a monster's mate and I didn't have a choice.

A series short stories about discovery and transition.

Mike's First Time.

A follow up piece to my previous How Jackie gets Blacked.

Sandy spends more time with Kim and meets her friends.

Mr Wilson gives me 'guidance' in new relationships.

Last minute plan change leads to a good sissy fucking!

Man enjoys being a woman wearing his wife's lingerie.

Female transition turns into more.

Mr Wilson introduces me to more pleasure.

Sissy Kristy goes back to Sir's motel room.

Sean (Now named Candy) is blackmailed into modeling!

After a discovery, should he keep their secret or not?

A young CD accompanies his Daddy to a naughty get together.

Dani gets dressed for his date and meets up with Demarcus.

An anonymous hook-up leads to a pleasant surprise for sissy.

Caught in the moment…No mercy!

A Crossdresser becomes a woman with help from her friends.

My Longtime Enjoyment From Nipple Play.

A locked, plugged, crossdressed sub confronted by cum.

Open wide you, little cock sucker.

A pair of panties changes Sandy's whole life.

My husband had a bit of a turn.

CD gets a fresh start after breakup - 750 Word Challenge

The Queen returns after a victory.

A young man discovers more than they bargained for.

Amy enjoys taking charge of the slave.

Middle-age man hires a babysitter with a surprise...

An indecent business proposal leads to wild sex.

A new start, a new life and a new mom.

Earning that 'A' with my first professor.

A look in a mirror reveals a face Scott's never seen before.

Two sissies get married and explore pleasure together.

A son learns his dad is a cross dresser.

Stepdad suspects stepson wants some cock.

Being a good friend can kinda suck.

Young sissy girl gets more than she bargained for.

Transgender ladyboys and a couple story.

A crossdresser finds his dream girl.

A woman in black drags Scott into self-exploration.