‘sissy’ stories

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sissy

Filipina & White Husband Go Black!

A married queer and his Filipina wife cheat on each other.

Erotic Couplings 09/26/2017

Adult Bookstore Whoring

A crossdressing whore has a hot night out!

Transsexuals & Crossdressers 09/26/2017

The Office Ch. 03

Tom begins to adapt to his changes.

Transsexuals & Crossdressers 09/25/2017

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

It

A sissy fuckdoll used as a toy in a public sex festival.

Transsexuals & Crossdressers 09/23/2017

A Straight Man's Perspective

A married man finds relief in adult arcade video booth.

Erotic Couplings 09/23/2017

Transition from Man to Lady

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

Erotic Couplings 09/22/2017

Tara has a Threesome

Tara has her first gangbang.

Transsexuals & Crossdressers 09/20/2017

My Black Son

White guy turns sissy slut for his adopted black son.

Incest/Taboo 09/20/2017

Quarter on the Pinball Machine

A Loving Wives tale way beyond sissy.

Loving Wives 09/20/2017

Snowbunnies

Sissy are you sure you want your gf into BBC?

Transsexuals & Crossdressers 09/18/2017

A Harmless Favor

A young wife assists her young husband to become a sissy.

Transsexuals & Crossdressers 09/17/2017

An English Boy Gets Turned Out Ch. 04

Sammi loses more control in his dorm room.

Gay Male 09/16/2017

Big Bobby and Sweet Sally

Truck stop love blossoms between Big Bobby and Sweet Sally.

Transsexuals & Crossdressers 09/16/2017

A Perverse Plan

Hot wife turns hubby into a crossdressing sissy.

Transsexuals & Crossdressers 09/14/2017

Black Femdom for Black Sissies

Black dominatrix discovers Black hubby's secret.

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

Be Careful What You Wish For

A sissy gets more then he bargained for.

BDSM 09/11/2017

Chaste (A One Week Chronicles Story) Pt. 02

Cheryl is held captive with no hope of escape...

Transsexuals & Crossdressers 09/09/2017

The Jock and the Sissy

Sissy offers Jock his lips after being saved from bullies.

Gay Male 09/06/2017

Antics at the Bakery

Sexual goings on at work. Avril takes charge.

Fetish 08/28/2017

Homesick Pt. 06-08

Husband learns new role after wife's father visits.

Incest/Taboo 08/23/2017

Poker Night

Sissy husband & slut wife host poker night for six real men.

Fetish 08/22/2017

Homesick Pt. 04-05

Husband learned new role after wife's father visits.

Incest/Taboo 08/22/2017

From a Husband to a Dutiful Sissy Ch. 17

The Wedding and a very Special Night of Love Making.

Transsexuals & Crossdressers 08/22/2017

From a Husband to a Dutiful Sissy Ch. 16

Chantel has her big surgery, true love is shown.

Transsexuals & Crossdressers 08/22/2017

Homesick Pt. 01-03

Husband learns new role after wife's father visits.

Incest/Taboo 08/21/2017

His Sissy Whore Pt. 02

A sissy loses all self-respect and submits completely.

Transsexuals & Crossdressers 08/18/2017

Tara's Journey Continues

Tara goes for a walk, has sex again.

Transsexuals & Crossdressers 08/18/2017

Time for a Change

A man moves to a new town and becomes the neighbor's sissy slave.

Gay Male 08/18/2017

Alex's Sissy Time Goes Wrong Ch. 03

Alex starts his sissification with his daddy online.

Transsexuals & Crossdressers 08/17/2017

His Sissy Whore Pt. 01

Inexperienced Indian sissy descends into whoredom.

Transsexuals & Crossdressers 08/17/2017

The Desires Within

Past experiences come back to life.

Transsexuals & Crossdressers 08/15/2017

Tricked by Boss Pt. 01

Tricked by female boss.

Mind Control 08/15/2017

From a Husband to a Dutiful Sissy Ch. 14

Mikel & Chan go a music concert and more.

Transsexuals & Crossdressers 08/10/2017

Mamma Mia - Forced Femme

Continuing adventures of Mia and Tommy.

Transsexuals & Crossdressers 08/07/2017

From a Husband to a Dutiful Sissy Ch. 13

Chantel and Mikel are a couple in love, fun Christmas Party.

Transsexuals & Crossdressers 08/06/2017

From a Husband to a Dutiful Sissy Ch. 12

Chantel goes on a date and finds a new Beau.

Transsexuals & Crossdressers 08/05/2017

Jenny and the Wedding Dress

A sissy tries on a wedding dress and gets a surprise.

Fetish 08/04/2017

Oh Boy

The Probation Officer dates and marries a dominant felon!

Transsexuals & Crossdressers 08/04/2017

Oh Fiona Ch. 05

Stepmom helps Tommy get ready for an interview.

Fetish 08/01/2017

From a Husband to a Dutiful Sissy Ch. 11

Chantel's life its ups and downs.

Transsexuals & Crossdressers 08/01/2017

From a Husband to a Dutiful Sissy Ch. 10

Chantel meets Jack and things are great between them.

Transsexuals & Crossdressers 07/31/2017

Sissy Sperm Bank Pt. 03

Nurse Sissy moves down the line...

Transsexuals & Crossdressers 07/28/2017

Hausfrau

Gerrig wakes up with his penis on a leash, he's a housewife.

Transsexuals & Crossdressers 07/28/2017

The Journey Pt. 02

Our heroine's journey of discovery continues.

Transsexuals & Crossdressers 07/28/2017

Friends with Benefits

When Eric befriends Dave, the sissy in him comes out.

Transsexuals & Crossdressers 07/26/2017

From a Husband to a Dutiful Sissy Ch. 09

Chantel, works as a classy t-girl escort now, lots of fun.

Transsexuals & Crossdressers 07/26/2017

From a Husband to a Dutiful Sissy Ch. 08

Chantel, Helen & Alan Celebrate her role as a transsexual.

Transsexuals & Crossdressers 07/25/2017

Stranger Fuck

A pegging encounter between two strangers at a sex club.

Transsexuals & Crossdressers 07/24/2017

The Pantysissy Diaries Ch. 01

A Pantyboy meets his mistress onboard an Amtrak train to NYC.

Fetish 07/23/2017

Eve Quest

A transvestite is dominated by two beautiful lesbians.

Transsexuals & Crossdressers 07/22/2017

A New Toy

Purchase of a slave sissy boy, a steal at twice the price.

Fetish 07/21/2017

The Intern Ch. 02

Mengxia puts her boss in chastity.

BDSM 07/21/2017

Feminized My First Day at College

Sean becomes Stella on his first day at school.

Transsexuals & Crossdressers 07/21/2017

Trouble in Paradise

Can the marriage last when the past comes calling???

Transsexuals & Crossdressers 07/19/2017

Sissy Sperm Bank Pt. 02

Part 2 of the series. Sissy Nurse gets her cum samples.

Transsexuals & Crossdressers 07/19/2017

Mel Meets Rick Pt. 02

Mel loses her virginity.

Transsexuals & Crossdressers 07/19/2017

Pimped Out White Sissy!

A white sissy boi ends up in the wrong part of town.

Anal 07/18/2017

Interracial Sissy

A cute white sissy begs a hot black man get his freak on!

Interracial Love 07/18/2017

From a Husband to a Dutiful Sissy Ch. 06

Chantel moves on to contracted out maids work.

Transsexuals & Crossdressers 07/18/2017

Jock Princess Ch. 05

Lexi goes home with Logan has a great one night stand.

Transsexuals & Crossdressers 07/17/2017

Pleasing The Head

Harry continues dressing as Harriet and is discovered.

Transsexuals & Crossdressers 07/15/2017

Boys will be Gurls

When Harry helps out a friend and becomes Harriet

Transsexuals & Crossdressers 07/14/2017

Imprisoned by My Fantasy Ch. 04

As the night ends, I have to choose; cumming or leaving?

Transsexuals & Crossdressers 07/13/2017

The Intern Ch. 01

An manager submits to his intern.

BDSM 07/12/2017

In The Booth

A sissy gets changed in an adult bookstore booth.

Transsexuals & Crossdressers 07/12/2017

From a Husband to a Dutiful Sissy Ch. 05

I begin my career in sissy pornography.

Transsexuals & Crossdressers 07/10/2017

Imprisoned by My Fantasy Ch. 03

After being arrested, I'm taken to jail in my hooker-wear.

Transsexuals & Crossdressers 07/10/2017

Ashley's New Friends

Asher meets a girl in the library and becomes Ashley.

Transsexuals & Crossdressers 07/09/2017

Horny Sissy Goes to "Heaven!"

A crossdressing sissy finds a new place to do "her" thing!

Transsexuals & Crossdressers 07/06/2017

My Master Pt. 01

Local regular hookup makes me his own.

Transsexuals & Crossdressers 07/06/2017

Jock Princess Ch. 04

Lexi goes out dancing meets Logan.

Transsexuals & Crossdressers 07/05/2017

The Secret of the Island Pt. 02

More sex and surprise twist.

Transsexuals & Crossdressers 07/05/2017

Imprisoned by My Fantasy Ch. 02

We go forward with her plan to have me arrested as a hooker.

Transsexuals & Crossdressers 07/02/2017

Agnes Dourville Ch. 12

Anton and Antonia.

Transsexuals & Crossdressers 07/01/2017

Chaste (A One Week Chronicles Story)

The story of Emma and how she got so twisted.

Transsexuals & Crossdressers 07/01/2017

Jock Princess Ch. 03

Lexi learns with Kate, goes out and meets Logan.

Transsexuals & Crossdressers 07/01/2017

Subliminal Obsessions Ch. 05

Nicole finally goes to Josh's work and gets a date.

Transsexuals & Crossdressers 07/01/2017

From a Husband to a Dutiful Sissy Ch. 04

Chantel moves deeper in life as a sissy including slut work.

Transsexuals & Crossdressers 06/30/2017

Imprisoned by My Fantasy Ch. 01

A feminized cuckold's wife wants to fulfill his fantasy.

Transsexuals & Crossdressers 06/30/2017

One of the Girls Pt. 02

Erica continues her journey into sissy porn.

Transsexuals & Crossdressers 06/29/2017

Jock Princess Ch. 02

Alex becomes Lexi and loses her virginity and aftermath.

Transsexuals & Crossdressers 06/28/2017

A Weekend in June

A couple enjoy a summer weekend at their lover's place.

Fetish 06/27/2017

Luke's Field Trip

A sissy gets discovered and used by his crush on a trip.

Transsexuals & Crossdressers 06/27/2017

The Sissy Ultimatum

A closet sissy faces an important choice.

NonConsent/Reluctance 06/27/2017

Jock Princess Ch. 01

Alex has the tables turned and finds bliss and a new start.

Transsexuals & Crossdressers 06/27/2017

Waking Holly

Jamie and Holly go away for the long weekend.

Transsexuals & Crossdressers 06/26/2017

Mistress Lizzie Pt. 01

Lizzie the T-Dom captures and breaks in a new whore.

NonConsent/Reluctance 06/26/2017

Subliminal Obsessions Ch. 04

The rest of Nikki's day after quitting and getting paid.

Transsexuals & Crossdressers 06/25/2017

Find the Cheerleader, Save the World

Holly's older brother Hayden becomes released.

Transsexuals & Crossdressers 06/24/2017

Me & My Wife Are Sisters Now Ch. 02

How my turned me into a little sissy.

Transsexuals & Crossdressers 06/24/2017

Nephew's Readjustment Pt. 18

Nicholas conversion is completed.

Gay Male 06/23/2017

Walk a Mile in Her Shoes Ch. 02

Parade Day.

Transsexuals & Crossdressers 06/23/2017

From a Husband to a Dutiful Sissy Ch. 03

My new sissy life to my Mistress wife grow more entrenched.

Transsexuals & Crossdressers 06/23/2017

A Severe Paddling

I am the owned sissy whore I need to be.

BDSM 06/22/2017

Being a Sissy for Viv Ch. 05

Make-up and nail varnish for her sissy.

Transsexuals & Crossdressers 06/19/2017

From a Husband to a Dutiful Sissy Ch. 01

How I went from a loving husband and to a sissy for my wife.

Transsexuals & Crossdressers 06/14/2017
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