‘crossdressing’ stories

My name is not Cup Cake, but it's what Wayne calls me.

Adam wakes up after Amy accepted another date with Tom.

A release for Rory, with her favourite friend!

A domme explains what you're about to experience.

Mistress keeps Darla tied up all weekend.

Divorced guy meets a muscle daddy and finds herself.

Rory finds herself at the mercy of the law in Great Oaks.

Daddy's little girl gets to play with his cock.

Guy's sex life gets spiced up in an unexpected way.

Will wife’s night-long date end her long-term marriage?

A dominatrix gives her crossdressing sub to a man.

Transition and growth under difficult circumstances.

Mistress takes Darla shopping in town.

Husband's tale of love from the front lines.

The hunter becomes the hunted.

Man questions his decision to live as a wife of his friend.

Sci-fi, crossdressing, time travel story.

He finally fell for his coworker with women's underwear kink.

The house sissy is baptized by the cum of her fraternity.

A stolen ID sends me on a crossdressing adventure with goths.

Pantyhose Addition leads to full fledge transformation.

What happens when Jane’s partner returns home.

A man is sent to prison and finds his true self.

A new person in Rory's life, with a welcomed surprise.

Friend finds out Sam's secret.

Paying to have fun with a crossdresser.

Her “Date Night” turns into a (sleepless) sleep-over.

Millionaire forces a man to be his wife. Now regrets it.

Mistress, Darla and Betty take a trip.

His roomate discovers his little secret.

Katie enjoys a night in with her neighbour Becky.

More of Monica's intentions are embraced by Kyle.

Crossdressing for a college party leads to new experiences.

Ffion changes her world and faces new challenges.

Weekend in KC with my Girlfriend.

Rory's help is needed at the Library...in more ways than one.

Part 2 of my boyfriend's surprise guest.

Parody, Wife needs her CD husband to sleep with another man.

I get picked up by a man and he has a cute sissy roommate.

Roxie goes on a trip.

An online meetup turns into full Bambi takeover.

Toya meets and greets at the party.

Hiding my secret until I found those who were accepting.

Thomas finally gets fucked.

Married Male Becomes A Female.

Betty ties herself up. Darla finds her.

My boyfriend surprised me by introducing his friend.

A Sissy goes on an errand, and loses more than they gain.

Two crossdressers meet for sex in a secluded summer home.

Katie starts paying Lucy back and meets her neighbour.

A long time friend shares the secret he's a crossdresser.

Guy meets an older girlfriend. What are her intentions?

Jay is invited to a party, but finds she's the entertainment

A decision needs to be made for our cam gurl.

Katie films part two of the trilogy.

Advancing control.

Motivational speaker finds himself motivated.

A crossdresser is forced to dress on a weekend away.

I'm caught dressed enfemme by Cheryl's parents.

Brian discovers he really loves getting fucked.

A continuation of a budding sexual relationship.

Laci and Johnathon wind up with a Sunday Night fling.

A secretary forgets to knock, and gets an unexpected sight.

Mistress feels dominant today.

Dolly goes to Girliness Bootcamp, and meets an old enemy...

Rory's new Mistress requires payment to be released.

Diana gets to know what real man is.

Rory is brought on vacation, unlike any she has ever seen.

CD and a Drag Queen walk into a bar, make lots of friends.

Trans loves story.

Katie thought she was free, think again.

Jay doesn't do as instructed, but also doesn't regret it.

He noticed his annoying coworker secretly wears a thong!

Sunday business meeting for Katie.

Prelude to unfinished business.

Alex's in trouble after the contract.

Rock and Roll. That old Cliche. The story of how a band take.

Man forced to act as a wife of a millionaire.

Katie makes a big step sunday.

He loses his panties and panics. Mac addresses the situation.

A married couple has an erotic evening.

Wife's random hook-up leads to new games of challenge.

Darla and Betty play Designing Women.

Beta testing Delta.

A Sissy Escape's from her trainers, back to the real world.

A gift arrives, that takes me to new height but at what cost.

New CD/TV/Trans woman's first date.

Saturday morning and Katie gets prepared for the night.

A man submits to his colleagues dominant requirements.

Man is caught cheating and his girlfriend plans revenge.

Dystopian Sci-fi for the modern submissive femboy.

Kinky Secretary and Friends have a Fetish Photo Shoot.

Rachel's adventure into sissyhood continues.

Barbies adventure into the world of cuckolding.

A man who is married to a woman reveals all.

A lonely sissy begins a new journey with a Secret Admirer.

Making a final decision.

Two people trapped by social 'norms' who find each other.

More new experiences.

Two 18 year olds louts are feminized.