‘crossdressing’ stories

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crossdressing 

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Coati 01

Coati is ready for a few things.

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Neighborhood Secrets Pt. 02

Crossdressing is at the center of neighborhood secrets.

4.49
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To Serve and Protect Bk. 02

The further adventures of a sissy, his wife and her cop.

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In the Closet Ch. 04

Monday. Keith gives Zach a drink.

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4.55
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Sissy College Slut Pt. 02

White sissy gets feminized by the black football players.

4.26
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My Best Friend and Her Husband Ch. 03

The 3 friends learn some new things about themselves.

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4.61
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The Wedding Proposal Ch. 10

Two lovers enjoy a night of steaming, hot make-up sex.

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4.71
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Dear Sister

Wife comes home unexpected to a shocking revelation.

4.15
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Neighborhood Secrets Pt. 01

Crossdressing is at the center of neighborhood secrets.

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James' New Job Ch. 02

Part 2 of James’ new job where his slowly transformed.

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Cubby 01

Cubby sells fly fishing flies at the festival.

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Sweet Treat Ch. 04

Stefany meets the photographer in his apartment.

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The Red Panties Test Pt. 07

Everyone's into Nikki, but whose is she?

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Eva

A story of family dynamics between siblings over the years.

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Selling My Dignity Pt. 01

I nearly escaped death, but I don't own my body anymore.

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In the Closet Ch. 03

Sunday. Keith invites Zach for a night out with his friends.

4.22
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Taking care of Momma Pt. 05

Paul and Ellen come full circle.

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The New Sissy Club Pt. 04

The sissies enjoy new experiences.

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Skipper and the Cabin Gurl Ch. 04

Lanna Pampers and Preps, the Skipper Pulls Her Plug.

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The Wedding Proposal Ch. 09

Tony repents, and we both acknowledge our new selves.

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A Forgotten Fetish Rediscovered

Taking boyhood crossdressing to new levels as an adult.

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Rena of the River 02

Franky's organized river investigation gets under way.

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I Love Your Cock

Rory seeks a new, kinky outlet. But it comes with a...twist.

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Ffion Chooses Slavery Pt. 04

When Ffion reads her Slave Contract reality hits home.

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Rena of the River 01

Franky organizes an investigation ghost hunt.

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Not IN Love Ch. 27

Conclusion to Not IN Love story.

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Sweet Treat Ch. 03

Jayne ensures Stefany is all set to visit the photographer.

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My Best Friend and Her Husband

Best Friend Invites Me Over to "Meet" Her New Husband.

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Teaching Daddy Compassion Pt. 01

Sequel to 'Teaching Daughter Caution'. Read that first.

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Roz 02

Roz stakes a claim in his own crew, maybe.

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In the Closet Ch. 02

Saturday. Zach gets caught out in public.

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Roz 01

Roz joins the Turtle Pond crew.

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La Dee Da Ch. 01

Boone goes La Dee Da all the way.

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The Wedding Proposal Ch. 08

I finally decide who I am, and find a new ally.

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Perri 01

Perri goes to Switchgrass.

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A Public Slut

I let them all use me.

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Away from Home Fun Pt. 03

A crossdresser spends their final night with new lover.

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10

In the Closet Ch. 01

Friday. Zach cooks up a plan with his best friend.

4.09
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Like in a Dream

A crossdresser is caught in a daydream.

4.27
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Letting Strangers In Ch. 04 of 04

How far will our sissy go? How deep is her rabbit hole?

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The Collector: Sissy Academy Ch. 02

A second player joins in. Will it be for the best?

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Alice's Wonderland: Tyler's Gift

Alice hands over a dolled-up Sam to Tyler.

4.42
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The Worm That Tried to Turn

England where men wear dresses and women wear the pants.

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Darla Ties up Mistress' Friend

We help an author feel what bondage is like.

4.45
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Natalie's Sister Ch. 02

Natalie discovers her brother's shameful secret.

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Relaxing at an Onsen

First time experience for a feminine boy at an Onsen

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The Wedding Proposal Ch. 07

I am back inside the fantasy, but life gets complicated.

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Twig 01

Twig needs a crew who won't abuse him.

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Threesome with a Married Couple

A night at the gay bar turns into a pegging and a creampie.

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Ozzy Ch. 01

Ozzy is getting into a crew one way or another.

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A Sissy for Sarah Pt. 03

Sarah disciplines me. Her period starts.

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Iggy 03

The crew's banana split party is on!

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The Wedding Proposal Ch. 06

My days of blissful fantasy are over. Or so I thought.

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Iggy 02

Iggy tries out a different crew for a minute.

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The Man That Converted Me

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

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Iggy 01

Iggy meets with a new crew, the Milk Crate crew.

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A Choice Made for You

Rory's long awaited night is disturbed beyond imagination!

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My First Time Pt. 01

My first time with a man.

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Taylor Ch. 02

Taylor starts spying on the other crews.

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Watching Pt. 02

Hailey surprises me with an adventure (bi).

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Zee Ch. 01

Sun brewed ice tea works every time.

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Ronnie Jon 03

Ronnie Jon works for his third crew, sort of.

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The Wedding Proposal Ch. 05

A honeymoon is spent enjoying fair weather and busy nights.

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Guys Trip, Lace Causes a Stir Ch. 06

Admitting new interests is liberating, the guys agree.

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Ronnie Jon Ch. 02

Ronnie Jon gets accepted by two street crews.

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A Trip to the Dollhouse

The one-stop shop for your girly needs.

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The Trucker's Load Pt. 03

Alex meets Edna's friends and they dress him up.

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Becoming His Sissy Pt. 03

Grant’s story continues right in his face…

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Daniel Gettinby

Daniel stumbles upon Sidd in the Backdrop pub.

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My First Time being a Bitch

He turns me into his little slut.

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Byrd 01

Byrd brings two rival crews together for a vote.

3.14
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Slave Girl Pt. 06

The real training begins for Steph.

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Mommy's Boy

A young man's feminization.

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Hilly 01

Hilly is best known for his Tranny fan fiction blogs.

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The New Neighbors

Two couples watch wives and husbands have sex.

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Consorts for Ladies Ch. 02

Sir Elizabeth teaches a rude consort what his tongue is for.

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The Client

A young man gets to live out his mohair fetish fantasies.

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Tara has a Surprise for Me!

A lifetime crossdresser gets a BIG surprise from a friend!

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Chris' Adventures Ch. 21

Chris is the entertainment at a bachelor party.

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Erin's New Living Arrangements Pt. 01

Aron moves in with a friend, who gets dumped the same day.

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A Simple Life Ch. 01-10

A slice of life of a soft man and a gently dominant futa.

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The Trials of a Living Dildo

Criminal is shrunk down and used sexually by his captor.

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The Wedding Proposal Ch. 04

The last act of the fake wedding and an unexpected gift.

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Glennie 01

Glennie gets asked to walk the walk in the old train tunnel.

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Torment Ch. 09 - The Work Trip

Sasha's husband takes a short trip for work.

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4.55
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Blackmailed Sissy Falls In Love

White sissy crossdressing bitch in the closet is blackmailed.

4.23
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Sweet Treat Ch. 02

Some surprises await crossdressing Stefania at the party.

H
4.57
7.6k
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Oral Servicing Pt. 03

My new Dominant is 22 years older than me!

4.23
11.4k
15
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