‘crossdressing’ stories

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crossdressing 

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My Visit to His House

John visits Harold's place and has a memory making idea.

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Rileys Diary: Behind bars

Riley gets drunk and makes a mistake that leads to jail.

NEWH
4.52
881
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1
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Panty Boys Ch. 04: The Deflowering

Mark finds out what it truly feels like to be a real woman.

NEWH
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Cookie 01

Cookie has quite a couple of days.

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Donny Gets Caught

Donny gets caught by his step-sister!

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Lil Fry 02

Lil Fry has a TV switch out plan.

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Lil Fry 01

Lil Fry is famous for writing raincheck tickets.

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Beanbag 06

Beanbag plans a follow up Nerds vs Geeks mixer.

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Unwitting Twins

If you try to make your own sissy, be careful you aren't one.

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Penny for Your Thoughts Pt. 01

There is an opening for subjects at a research facility.

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Beanbag 05

Huh, Beanbag's rep has never been so solid.

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Robin and Mark Open New Vistas Ch. 01

straight Mark and transgender Robin explore new horizons.

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The Golden Cage

A man gets entrapped by two attractive sex store employees.

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Beanbag 04

Is Beanbag's rep ruined or better?

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Beanbag 03

Beanbag accepts the game night invite.

3.67
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Beanbag 02

Let the rep ruining continue because it works in reverse.

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A Sissy's Long Weekend in Fairyland

A sissy's weekend experience learning from a gay Fairy.

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That Craigslist Advert 01

How did I end up doing gay porn? Here's how.

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More Firsts for Mark: Part 6

Mark takes his cock-lust to new heights.

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Beanbag 01

Someone tries to ruin Beanbag's rep without much success

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Sandy's Journey

A pair of panties changes Sandy's whole life.

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Sissy Sessions Ch. 01

"Your father works so hard" - Brittany says to her son.

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Deeper

Stella digs deeper into dominating Max!

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Artie 01

Artie is ready for a challenge and gets one.

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Woody 02

Woody just wanted to know who of the three names.

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Woody 01

Woody had it pretty easy.

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California Dreamin' Pt. 08

Spend the holidays with the ones you love.

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Shared for the Weekend

Kidnapped by my wife and shared in a community of femdoms.

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Steven, His Mum and Ex Girlfriend

Sissy Steven, his mum and ex girlfriend enjoy a threesome.

4.11
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Dipper Ch. 01

Strawberries are Dipper's thing.

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Slave for The Summer Ch. 06

Tina comes over for the sleepover and the girls turn on her.

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Maid Serviced - 750

Guy wears a maid costume to a party and lets loose.

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Under Everyday Clothes

Plain boyfriend on the outside, lace-wearing sub underneath.

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Can I be your French Maid? Ch. 06

A crossdresser becomes his wife's personal French maid.

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Lil Lennie 01

This is not just another "look at me now" revenge story.

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Roommates Still Snowed In

The snow stops, but the roommates continue their fun.

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Can I be your French Maid? Ch. 05

A crossdresser becomes his wife's personal French maid.

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Can I be your French Maid? Ch. 04

A crossdresser becomes his wife's personal French maid.

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Crossdressing a Life

My adult life as a crossdresser.

4.46
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Jac E Ch. 01

There's always a commotion at Jac E's apartment complex.

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Ffion and the Experiment Pt. 03

Amy enjoys taking charge of the slave.

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Echo 01

Echo supports his runner sprinter friend.

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Sissy Maid Blackmail!

A young sissy maid gets blackmailed!

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Dungeons, Dragons, and Dresses

My new friend takes me on a cock exploring D&D adventure.

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4.63
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Airborne - The Search

Rory takes a flight for the first time in girl mode!

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Mackie 03

Mackie's adventures continue.

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Boiling the Frog Ch. 02

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

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Sex Shop Secrets Pt. 02

Part 2 of Sex Shop Secrets: The Sissy Olympics.

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Donnie Jaye 03

Donnie Jaye kicks off the fencing project.

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An Evening Of sex and Debauchery

A 3 Way orgy with 2 women and an experienced transvestite.

4.21
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Hook up site meetup

Meeting a guy from hookup site.

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A Weekend with Samantha

A Crossdresser enjoys a weekend with a girlfriend.

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Donnie Jaye 02

Donnie Jaye relives the inventions of the modern world.

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Playing with The Neighbors

Sex games lead to wife swapping and crossdressing.

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Donnie Jaye 01

Donnie Jaye starts out looking for trash talk revenge.

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I Want You Inside Me Ch. 03

End of One Journey and just the beginning of another.

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Miggie 02

Miggie pedals pizza slices without pedaling.

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My Sissy Awakening 03

My anal training intensifies, there's no going back now.

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Miggie 01

Miggie uses a bike for leg exercise.

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Helping a Dear Friend (By Sucking)

Being a good friend can kinda suck.

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Lil Money 01

Lil Money wins a challenge, but loses innocence.

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Mackie 02

Mackie has his trucks tires rotated at the Tire Shop

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Q Tip Ch. 01

One bad hair day and you're Q Tip forever.

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Mackie 04

Mackie had nothing to do with the babysitters wait list.

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543
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Congi Que 04

Congi Mom's and a Congi night at the Goth club.

1.8
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California Dreamin' Pt. 07

Jack goes home for Christmas.

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Congi Len 04

Congi Len still collects $10 bills at the goth club

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The Hottie in the Mirror Pt. 02

Alex begins to lose his slippery grip on his masculinity.

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A Futas Guide to Sissification

A short guide to training the perfect little sissy.

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F-150 Pt. 02

I service BD and his buddy at remote cabin in the woods.

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Mackie 01

Mackie goes to a birthday party in a babysitter look.

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Simon and Samantha

A crossdresser finds his dream girl.

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Wife Takes Control He Takes It Back

Wife takes control of couples sex life and Husband responds.

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The One Night Stand Ch. 04

One year anniversary of Riley being trained.

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Congi Bar 04

Congi Bar needs a perfect date for a Congi Len pizza party.

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Lingerie on a Hot Afternoon

Charlotte finds a thrilling scene when she comes home early.

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Bring out her Wild Side Ch. 02

Lori Beth continues her wild weekend.

3.1
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Congi Len 03

Congi Len is still gathering up $10 bills.

2.33
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Here We Go Again

About to get another spanking.

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Boiling the Frog Ch. 01

A woman in black drags Scott into self-exploration.

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Slave for The Summer Ch. 05

Vicky torments Josh in public during their trip to the mall.

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Chocolate Box

His wife's Valentine's surprise is his forced feminization.

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California Dreamin' Pt. 06

Jack’s Halloween costume turns into something more.

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Mistress Cruel Love Ch. 05

Markus' feminization begins. He gives all and gets nothing.

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BBC University

A young white boy at the Big Black Cock University.

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4.53
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40
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Fishnets / French Maid - Proposal

Dakota kinda proposes during threesome (750 Word Challenge)

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Lil Joey 03

Just another Friday night on the Strip for Lil Joey.

2.75
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Changes

Cheap X-Change. You get what you pay for!

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Lil Joey 02

Lil Joey is seen at the movies alone, so what?

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Redd River 02

Redd River likes blue fire and Covens.

2.75
372
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0
1
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In the Shadows of the City Park

A short story about a young crossdresser and nocturnal fun.

4.44
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3
2
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Danie's New Gig Pt. 02

Danie meets Rhea, the manager of the alleged Femboy Café.

4.19
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Redd River 01

Redd River helps a old friend get a side job, but then...

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Rochelle's

Alex is playing with fire at Rochelle's.

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Jay Nee 05

OMG, the Moon Dragon Festival was less than one hour opened.

3
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