‘crossdressing’ stories

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crossdressing

Kneeling for Daddy

Caught crossdressing and Daddy takes advantage and control.

Incest/Taboo 12/01/2016

Sissy Chantel, New Reality Ch. 09

A full shift to pull today and tonight.

Transsexuals & Crossdressers 12/01/2016

Sarah Visits at a Nudist Beach

Sarah has fun at a nudist beach.

Transsexuals & Crossdressers 11/28/2016

Sissy Chantel, New Reality Ch. 08

Moving on with my life at 'The Agency'.

Transsexuals & Crossdressers 11/27/2016

Ugly Duckling to Sissy Princess

Tiny and undesirable boy discovers a new life as a sissy.

Transsexuals & Crossdressers 11/26/2016

Pretty in Pink Ch. 03

Husband continues crossdressing.

Transsexuals & Crossdressers 11/25/2016

Obedient Delicious Submission

His wife comes home early and gets a submissive sissy toy.

Transsexuals & Crossdressers 11/24/2016

Sissy Chantel, New Reality Ch. 07

My New Start To My Sissy Life.

Transsexuals & Crossdressers 11/22/2016

Recruited as a Man-wife

Fulfilling repressed desires.

Gay Male 11/18/2016

The Roommate Pt. 17 - Miranda

Hello again Miranda.

Transsexuals & Crossdressers 11/17/2016

Sneaking into a Frat House Party

Freshman learns how to sneak into Frat House party as a girl.

Transsexuals & Crossdressers 11/16/2016

Found

Story of a crossdresser being found and used.

Transsexuals & Crossdressers 11/11/2016

My Obsession Ch. 02

A young gurl becoming a wuman.

Transsexuals & Crossdressers 11/08/2016

Two Good Neighbors Ch. 05

Kyle assumes new duties.

Mind Control 11/05/2016

My Job as a Tester Ch. 04

Mac has a lot to look forward too.

Fetish 11/05/2016

My Job as a Tester Ch. 03

Mac' fun continues at the Medical Supply Store.

Fetish 11/04/2016

Cockatoo Pt. 30

Pao had just been stabbed at Cockatoo. Its pandemonium.

Transsexuals & Crossdressers 11/04/2016

My Job as a Tester Ch. 01

A man lands a job at a Medical Supply Store with benefits.

Fetish 10/31/2016

Two Good Neighbors Ch. 04

Kyle finally sucks his neighbor's cock.

Mind Control 10/30/2016

Mistress Chantel, Tranny Dominatrix Ch. 16

Wedding and Wedding night passion and love.

Transsexuals & Crossdressers 10/28/2016

The Roommate Pt. 16 - Miranda

Lori plays with the other side.

Transsexuals & Crossdressers 10/27/2016

Sissy Chantel, New Reality Ch. 03

Sucking cock, public humiliation and a good butt fuck.

Transsexuals & Crossdressers 10/24/2016

Mistress Chantel, Tranny Dominatrix Ch. 15

We meet each other’s parents.

Transsexuals & Crossdressers 10/18/2016

Curiosity Embarressed the Cat

He meets some men, ends up humiliated and loving it.

Gay Male 10/18/2016

How to Become a Sissy/Cuckold

For husbands wanting change in their marriage.

How To 10/18/2016

Tear It Up: Under Pressure

Dan experiences David's ass at last and a threesome.

Group Sex 10/16/2016

My Girlfriend's Sissy Roommate Ch. 02

What's a little menage a trois among friends?

Loving Wives 10/15/2016

Sissy Chantel, New Reality Ch. 01

Chantel finds sissy fantasy will become her sissy reality.

Transsexuals & Crossdressers 10/14/2016

My Obsession

A young girl becoming a woman.

Transsexuals & Crossdressers 10/13/2016

The Roommate Pt. 15 - Miranda

Lori's choice.

Transsexuals & Crossdressers 10/12/2016

Prison Life Ch. 01

Steven goes from frat boy to Prison Bitch.

Gay Male 10/11/2016

Backdoor Man Ch. 06

Sanjay learns what a drag his day is to be.

Transsexuals & Crossdressers 10/11/2016

'Jenny' & 'Mike': Fantasy Sunday

More gender reversal pegging with fantasy play.

Transsexuals & Crossdressers 10/10/2016

My Girlfriend's Sissy Roommate

Man learns that his girlfriend's best friend is a sissy.

Transsexuals & Crossdressers 10/09/2016

Tear It Up: Hammer to Fall

Family meetings, major decisions, and consequences.

Incest/Taboo 10/09/2016

Mistress Chantel, Tranny Dominatrix Ch. 12-13

Kerri & Chantel at work. Plus a family/friends party.

Transsexuals & Crossdressers 10/04/2016

Hotel Night

A young crossdresser has his first gay sexual experience.

Gay Male 10/02/2016

Pretty in Pink Ch. 02

Crossdresser encouraged by his wife.

Transsexuals & Crossdressers 09/30/2016

The Roommate Pt. 14 - Miranda

A Dateline video.

Transsexuals & Crossdressers 09/30/2016

Fair Is Fair Ch. 05

Hot Saturday Night with my Brother in Law.

Gay Male 09/29/2016

Prince Gyllen Ch. 09

Climb aboard and bring along all your hopes and dreams.

Lesbian Sex 09/28/2016

My VideoChat Error Ch 11

Trip Pt II More anal servitude for Shauna.

Fetish 09/28/2016

Sarah was Made into a Model

Sarah was made into a model

Transsexuals & Crossdressers 09/26/2016

Two Good Neighbors Ch. 02

Roberts continues his conquest.

Mind Control 09/26/2016

Pretty in Pink

Wife finds his stash of female clothing.

Fetish 09/24/2016

Mistress Chantel, Tranny Dominatrix Ch. 09-10

Ch. 09 A Dinner Party, Ch. 10 Trip to Las Vegas.

Transsexuals & Crossdressers 09/21/2016

Wes and the Watermelon

Wes must get creative to satisfy his sexual urges.

Fetish 09/20/2016

She Got Mine, I Got Hers

How I got fuck my wife's ass by letting her fuck mine.

Anal 09/20/2016

A Dress Up Party with the Girls

Mike gets invited to a girls-only dress up party.

Group Sex 09/20/2016

The Irresistible Dress

Guy can't resist trying on a dress and consequences follow.

Transsexuals & Crossdressers 09/19/2016

Can I Try?

Two friends experiment with sex.

Gay Male 09/18/2016

Chronicles of Heather Maureen Ch. 13

The life and times of one transvestite through the years.

Transsexuals & Crossdressers 09/18/2016

Oh Rocky!

Kinky couple prepare for a sex party, remembering their past.

Fetish 09/16/2016

My VideoChat Error Ch 10

Trip Pt I Shauna is forced to have anal orgasm.

Fetish 09/14/2016

Mistress Chantel, Tranny Dominatrix Ch. 07

Dominatrixes, Chantel & Kerri, take a chance on love.

Transsexuals & Crossdressers 09/13/2016

The Roommate Pt. 12 - Miranda

Leigh Ann has a magic suitcase.

Transsexuals & Crossdressers 09/10/2016

Chronicles of Heather Maureen Ch. 12

The life of one transvestite from start to present.

Transsexuals & Crossdressers 09/09/2016

Straight Guy Asks Me To Use Him

A query from an online newbie who wanted me to use him.

Gay Male 09/05/2016

Mistress Chantel, Tranny Dominatrix Ch. 05

Chantel & Kerri meet for the partnership & fun at dinner

Transsexuals & Crossdressers 09/04/2016

Nature or Nurture Ch. 01

Role reversal - males trained to enter a female led society.

Novels and Novellas 09/03/2016

Mistress Chantel, Tranny Dominatrix Ch. 04

Continuing story, Chantel meets Kerri's friends.

Transsexuals & Crossdressers 09/01/2016

So Much Like Your Mother

After Mom passes, son fills her role.

Incest/Taboo 09/01/2016

The Roommate Pt. 11 - Miranda

Lori pays the price for spreading her wings.

Transsexuals & Crossdressers 09/01/2016

Seducer or Seducee?

Tessa attends a costume party and is seduced.

Transsexuals & Crossdressers 08/31/2016

Witch World: Honest Desires

Femme elf boy wants to be a woman, seeks out a witch to help.

Fetish 08/30/2016

Mistress Chantel, Tranny Dominatrix Ch. 03

Continuing, T-girl, Mistress journey, meets Kerri & more.

Transsexuals & Crossdressers 08/29/2016

Breaking Up and Making Up

Two strangers become friends. Friendship can lead to more.

Transsexuals & Crossdressers 08/29/2016

My VideoChat Error Ch 09

Denise and Shaun get caught.

Fetish 08/27/2016

You and Me

A crossdresser and her lover.

Transsexuals & Crossdressers 08/26/2016

Chronicles of Heather Maureen Ch. 11

The life of one transvestite from start to present.

Transsexuals & Crossdressers 08/21/2016

Jamie's Descent Pt. 05

Jamie falls further under the control of Fiona.

Transsexuals & Crossdressers 08/21/2016

Mistress Chantel, Tranny Dominatrix Ch. 02

Journey of this Tranny Dominatrix and the men who visit.

Transsexuals & Crossdressers 08/21/2016

Couples Only: Glory Hole Night Ch. 04

How it all began with two male roommates.

Transsexuals & Crossdressers 08/20/2016

Call Me Katie Pt. 02

Kent's transformation begins.

Transsexuals & Crossdressers 08/18/2016

Call Me Katie Pt. 01

Kent is forced to make a difficult decision.

Transsexuals & Crossdressers 08/17/2016

Three Nights in London - Night 03

Cute Dutch Tgirl goes for it!

Transsexuals & Crossdressers 08/16/2016

Finding Gabriel

A little gender play leads to love.

Transsexuals & Crossdressers 08/16/2016

Blackmailed High School Sissy Ch. 02

When two bad girls find out about Max's sissy fetishes.

NonConsent/Reluctance 08/11/2016

Sex, Drugs and My Neighbour Daddy

My hot neighbour blackmails me into being his little sissy.

Gay Male 08/07/2016

Three Nights in London - Night 02

Cute Dutch Tgirl goes out for the first time.

Transsexuals & Crossdressers 08/06/2016

Chronicles of Heather Maureen Ch. 10

The life of one transvestite from start to present.

Transsexuals & Crossdressers 08/06/2016

The Roommate Pt. 10 - Miranda

After church, Merlot.

Transsexuals & Crossdressers 08/04/2016

The Roommate Pt. 09 - Miranda

Heat.

Transsexuals & Crossdressers 08/03/2016

Jamie's Story Ch. 03

Jamie's focus starts to narrow on what he wants.

Fetish 08/01/2016

Strange Love

LGBTQ-training brings a cop together w/ a CD woman.

Transsexuals & Crossdressers 08/01/2016

A Simple Bet

Two friends make a little wager.

Fetish 08/01/2016

The Best of Friends

The nobody of a group of friends finds his place.

Gay Male 07/30/2016

Becoming a Sissy Maid & Slut Vol. 08

More becoming a sissy maid & slut, vol. 8 Chapter 14.

Transsexuals & Crossdressers 07/30/2016

My VideoChat Error Ch 08

Shauna loses her true anal virginity.

NonConsent/Reluctance 07/29/2016

The Roommate Pt. 08 - Miranda

In which Lori comes closer.

Transsexuals & Crossdressers 07/28/2016

My Neighbor's Toys

Male next door neighbors play with adult toys.

Gay Male 07/28/2016

Daddy's Piss Receptacle

A crossdresser is given a dirty challenge by her fuckbuddy.

Fetish 07/27/2016

His First Male Domination

A bi-curious man explores his curiosity in his favourite way.

Erotic Couplings 07/26/2016

Sweet Treat

A secret crossdressing husband comes out.

Transsexuals & Crossdressers 07/26/2016

A Girl And Her Sissy

A girl recounting the feminization of her boyfriend.

Transsexuals & Crossdressers 07/25/2016

Gay Fem Boy Finds His Man

Feminine gay guy and gay masculine man.

Transsexuals & Crossdressers 07/25/2016

Chronicles of Heather Maureen Ch. 09

One transvestite's life from start to present.

Transsexuals & Crossdressers 07/25/2016

Women's Studies Ch. 03

Kennedy finds out Lexi's secret.

Transsexuals & Crossdressers 07/24/2016

The Roommate Pt. 07 - Miranda

Lori's reward.

Transsexuals & Crossdressers 07/23/2016

Blackmailed High School Sissy Ch. 01

When two bad girls find out about Max's sissy fetishes.

NonConsent/Reluctance 07/23/2016
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