‘crossdressing’ stories

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crossdressing

Agnes Dourville Ch. 15

In which Michelle flies on a bird's wing.

Transsexuals & Crossdressers 12/12/2017

Accidental Daddy Pt. 03: Princess

Tory draws Big Daddy further into her lifestyle.

Transsexuals & Crossdressers 12/11/2017

Secret Lives Pt. 02

I find out about some of my wife's Secrets!

Transsexuals & Crossdressers 12/09/2017

It Runs in the Family Ch. 01

An incestuous weekend for the whole family.

Incest/Taboo 12/09/2017

Casey's Submissive Journey Pt. 03

Angie & Debbie Part-1.

Transsexuals & Crossdressers 12/09/2017

Mistress Morgan's Sissy Husband Pt. 03

Part-3...The tables get turned.

Transsexuals & Crossdressers 12/08/2017

Tomorrow was My 25th Birthday Ch. 02

This is the continuing tale of a young boy and his family.

Incest/Taboo 12/07/2017

Secret Lives Pt. 01

Found dressed and bound by my sister-in-law.

Transsexuals & Crossdressers 12/07/2017

Tim's Transforming Weekend Ch. 02

Tim's perverted awakening continues, but then a hitch...

Incest/Taboo 12/01/2017

Hitchhikers

A Sex-Performer has an adventure with an older man.

Incest/Taboo 12/01/2017

Masseur to Masseuse

To do the job he enjoys, some things must change...

Transsexuals & Crossdressers 11/30/2017

Mistress Morgan's Sissy Husband Pt. 01-02

Wife makes sissy husband be bitch for his sissy boyfriend.

Transsexuals & Crossdressers 11/30/2017

Losing Bets

Erick loses a bet to his friend... what could go wrong?

Gay Male 11/27/2017

Adam and Steve

Friends dress up for a party.

Transsexuals & Crossdressers 11/26/2017

Daddy's Good Boy

Damien tells his lover what to wear... and when to cum.

Gay Male 11/25/2017

A Boiled Frog Pt. 07

Forget the dash, let's make it a splash.

Transsexuals & Crossdressers 11/20/2017

The Artifact Shop Ch. 02

Emma talks with Lydia about her situation.

Transsexuals & Crossdressers 11/19/2017

Crossdressing Marriage

Even his wife wants him to put on a dress and get fucked.

Transsexuals & Crossdressers 11/18/2017

She Makes Him

Kinky girlfriend seduces boyfriend into becoming her slut.

Group Sex 11/17/2017

The Meeting Pt. 03

Continuing development of a relationship.

Transsexuals & Crossdressers 11/17/2017

Modelling Ch. 05A

Talked into modelling his wife's lingerie.

Transsexuals & Crossdressers 11/17/2017

Accidental Daddy Pt. 01

A retired vet meets a sexy young woman with a secret.

Transsexuals & Crossdressers 11/17/2017

Recruiting of a Sissy Maid Ch. 12

Chantel's first night as the club's new t-girl Dominarix.

Transsexuals & Crossdressers 11/16/2017

Snoop

Caught snooping.

Transsexuals & Crossdressers 11/16/2017

He Shall Go to the Ball

A man’s brush with high society ends in silken humiliation.

Fetish 11/15/2017

Dressing the French Maid Dragon

Dressed up as a French maid by his friend...

Non-Erotic 11/14/2017

The Meeting Pt. 02

Developing relationship from part 1.

Transsexuals & Crossdressers 11/10/2017

Mixed Bag Ch. 02: Mixed Harder

A teacher and aunt join the Reynolds' family fun.

Incest/Taboo 11/09/2017

True-Life Confessions of a CD

A sexually active crossdresser relates his experiences.

Transsexuals & Crossdressers 11/09/2017

A Woman on the Weekend

Found out, again, Tiff wants more than just weekends.

Transsexuals & Crossdressers 11/07/2017

Recruiting of a Sissy Maid Ch. 11

Chantel plays sexy like with staff and with her love Carl.

Transsexuals & Crossdressers 11/07/2017

Modelling Ch. 04

Talked into modelling his wife's lingerie.

Transsexuals & Crossdressers 11/06/2017

The Becoming of a Sissy Slut

The Becoming of a Sissy Slut.

Transsexuals & Crossdressers 11/06/2017

The Meeting Pt. 01

Crossdressing developing relationship involving rainwear.

Transsexuals & Crossdressers 11/05/2017

The Photographers Assistant Pt. 02

The Photographer's assistant is blackmailed & force Femmed.

Transsexuals & Crossdressers 11/04/2017

Hen Night Captive

A hen night takes advantage of a shy man in drag.

Fetish 11/03/2017

Reversals Ch. 13

A successful woman embarks on a FLM and role reversal.

Fetish 11/02/2017

An Interlude, Bailey on the Prowl

Just a quick one off interlude, tranny Bailey on the prowl.

Transsexuals & Crossdressers 10/31/2017

Full Tank, No Reloads

How Matthew fucked his cousin with a lube loaded watergun.

Gay Male 10/31/2017

Drones 2

An Exhibitionist Crossdresser is Surprised in a Public Park.

Transsexuals & Crossdressers 10/30/2017

Babygirl's Reunion Pt. 01

Babygirl has a date with a man from her past.

NonConsent/Reluctance 10/28/2017

A Boiled Frog Pt. 06

Add in a dash of milk.

Transsexuals & Crossdressers 10/27/2017

Recruiting of a Sissy Maid Ch. 10

Chantel gets back at Marty and Biff.

Transsexuals & Crossdressers 10/27/2017

A Halloween Weekend

Tim, as Tiffany, accompanies Philip to a comic themed party.

Transsexuals & Crossdressers 10/27/2017

The Artifact Shop Ch. 01

A boy tries to woo a girl, with consequences.

Transsexuals & Crossdressers 10/26/2017

The Backpacking Trip Ch. 01

Daniel and Kevin discover more than friendship in the woods.

Gay Male 10/26/2017

Piece of Cake

A crossdressing sex performer finds his match (in marriage).

Transsexuals & Crossdressers 10/26/2017

Third Person

A wife-husband-lover threesome produces surprising results.

Group Sex 10/24/2017

Modelling Ch. 03

Talked into modeling his wife's lingerie.

Transsexuals & Crossdressers 10/22/2017

Guys Trip, Lace Causes a Stir Ch. 03

The guys get to their destination, the hotel fun unforgotten.

Transsexuals & Crossdressers 10/20/2017

Recruiting of a Sissy Maid Ch. 09

Chantel has it tough in the club but in the end finds Carl.

Transsexuals & Crossdressers 10/19/2017

Big Bobby and Sweet Sally Ch. 02

The road calls and Sweet Sally follows.

Transsexuals & Crossdressers 10/18/2017

Modelling Ch. 02

Talked into modelling his wife's lingerie.

Transsexuals & Crossdressers 10/17/2017

Daddies Slut

Skylar entertains his lover...

Group Sex 10/13/2017

Beach House Shower for Two

A tomboy finds him in the shower . . . in her swimsuit . . .

Erotic Couplings 10/13/2017

Knicker Fun with Marie and Julian Pt. 02

The continuing account of my first knicker-fetish friendship.

Fetish 10/13/2017

Emotional Blackmail Pt. 02

You escape her dress but fresh humiliation awaits.

Fetish 10/13/2017

Recruiting of a Sissy Maid Ch. 08

Chantel may be moving up at the club and also to new things.

Transsexuals & Crossdressers 10/12/2017

Cumdump Boy

Dakota finally gets what he wants from his school crush.

Transsexuals & Crossdressers 10/11/2017

Neck Deep Ch. 02

Jay advances his position with the newly enabled twins.

Transsexuals & Crossdressers 10/09/2017

Modelling Ch. 01

Talked into modeling his wife's lingerie.

Transsexuals & Crossdressers 10/08/2017

Window Shopping Next Door Pt. 03

Brian's POV.

Exhibitionist & Voyeur 10/07/2017

Recruiting of a Sissy Maid Ch. 07

Chantel and Traci are given Escort work.

Transsexuals & Crossdressers 10/07/2017

Ladies Night at the Leather Bar Ch. 03

Flat-out 'middle of the orgy' sex.

Transsexuals & Crossdressers 10/07/2017

Knicker Fun with Marie and Julian

My first fetish encounter with an older couple.

Fetish 10/06/2017

Magic is as Magic Does

A crossdressing lad finds a lady to indulge...

Transsexuals & Crossdressers 10/04/2017

Modelling

Talked into modelling his wife's lingerie.

Transsexuals & Crossdressers 10/02/2017

One of the Girls

Mike would do anything for his crush Tiffany. Anything.

Transsexuals & Crossdressers 09/30/2017

Emotional Blackmail

A jilted bride exploits a male friend's compassion.

NonConsent/Reluctance 09/30/2017

I Got Caught with a Flat

An Unexpected Encounter and The Tale of a True Hero.

Transsexuals & Crossdressers 09/27/2017

The Moulding of a Transvestite

A transvestite goes on a date that turns into an adventure.

BDSM 09/27/2017

A Sissy is Forged

A crossdresser meets a fork in the road. Fun lies ahead.

Transsexuals & Crossdressers 09/26/2017

Recruiting of a Sissy Maid Ch. 04

Continuing with Chantel's first day at The Jade Maid Club.

Transsexuals & Crossdressers 09/26/2017

Sweet Treat Ch. 03

The crossdressing husband heads to the photography studio.

Transsexuals & Crossdressers 09/25/2017

How Did I Get Here

Emasculation is the start of his journey.

Gay Male 09/25/2017

Agnes Dourville Ch. 14

Suzy, Bambi and Anthony.

Transsexuals & Crossdressers 09/23/2017

Cockatoo Pt. 37

Shane and Nin get together. Jamie gets ready for the party.

Transsexuals & Crossdressers 09/23/2017

Transition from Man to Lady

A married man becomes the sissy he always knew he was.

Erotic Couplings 09/22/2017

Rabbits

A father & adult daughter have sex during a storm.

Incest/Taboo 09/20/2017

The Brat

Bratty slave trainee gets a painful lesson in humility.

BDSM 09/20/2017

The Bradfords Ch. 02

Tim's trials continue.

Transsexuals & Crossdressers 09/20/2017

Outdoor Liberation and Cuckolding

Crossdressing risky and cuckolding.

Transsexuals & Crossdressers 09/19/2017

Chastened, FL Ch. 03

Vince is a bi-crossdresser who comes out at a party.

Fetish 09/18/2017

Big Bobby and Sweet Sally

Truck stop love blossoms between Big Bobby and Sweet Sally.

Transsexuals & Crossdressers 09/16/2017

House of Toys: The Boy Toy

He signs up for a month as a fucktoy to protect his friend.

Transsexuals & Crossdressers 09/14/2017

Cockatoo Pt. 36

James gets ready to go to Kritsada's party as Jamie.

Transsexuals & Crossdressers 09/14/2017

The Deviants' Room

Four stock-brokers hire a crossdresser for the weekend.

Transsexuals & Crossdressers 09/14/2017

Philanthropist's Divine Harem

The richest man in the world finds the end to lonely life.

Gay Male 09/13/2017

The Prince and the Orc Queen Ch. 02

The Orc queen claims her prize.

Sci-Fi & Fantasy 09/13/2017

The Bargain Dresses

Tricked into becoming their Sissy Maid.

Transsexuals & Crossdressers 09/13/2017

School Daze Ch. 01

School clothes shopping.

Transsexuals & Crossdressers 09/13/2017

The Bradfords Ch. 01

Jane finds her husband's porn record.

Transsexuals & Crossdressers 09/11/2017

From a Husband to a Dutiful Sissy Ch. 18

A hot Hawaii Honeymoon and a future together.

Transsexuals & Crossdressers 09/11/2017

The Bargain Dresses Ch. 01

Tricked into becoming their Sissy Maid.

Transsexuals & Crossdressers 09/09/2017

A Boiled Frog Pt. 05

Season with sea salt.

Transsexuals & Crossdressers 09/08/2017

Guys Trip, Lace Causes a Stir Ch. 02

Lust and curiosity take over.

Transsexuals & Crossdressers 09/06/2017

Agnes Dourville Ch. 13

In which Michael/Michelle becomes the exotic Pang.

Transsexuals & Crossdressers 09/06/2017

My Bimbofication

The story of how a man became a Barbie.

NonConsent/Reluctance 08/30/2017

A Weekend of Firsts

Tiff's first Girl's Weekend In doesn't go according to plan.

Transsexuals & Crossdressers 08/28/2017

Pinked Out! Ch. 01

Forced Fem? Maybe.

Transsexuals & Crossdressers 08/24/2017
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