‘sissy’ stories

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sissy

Lattés and Logic Pt. 01

Lattés, logic, tattoos and a sissy girl.

Transsexuals & Crossdressers 04/14/2017

My Ardent Desire

My dinner date with a man. Romantic. No harsh words.

Transsexuals & Crossdressers 04/12/2017

Slave History

A sissy slave describes her past.

BDSM 04/11/2017

A Friend Catches Me Ch. 02

This is the second part to my story, enjoy!

Transsexuals & Crossdressers 04/10/2017

Wife's Subservient Husband

Wife cements her dominance over husband in dramatic fashion.

Loving Wives 04/08/2017

Soames's Seminar

Master Soames has a "how to" seminar for his followers!

BDSM 04/08/2017

Soames's Store

Soames is meeting new masters and slaves at the Gift Shop!

BDSM 04/07/2017

You're My Bitch Now Ch. 03

Rick has an encounter with his boss at work.

Transsexuals & Crossdressers 04/06/2017

Nephew's Readjustment Pt. 14

Nicholas has a varied, gay, week.

Gay Male 04/05/2017

Nephew's Readjustment Pt. 15

Nicholas has a rather extreme sissy faggot experience.

Gay Male 04/05/2017

You're My Bitch Now Ch. 02

Rick gets much closer to Chris.

Transsexuals & Crossdressers 04/05/2017

A Slut's Triangle Pt. 17

Ashleigh dodges Kryss and Kimberly has a surprise.

Transsexuals & Crossdressers 04/04/2017

You're My Bitch Now Ch. 01

Rick from the IT Helpdesk discovers a life-changing secret.

Transsexuals & Crossdressers 03/31/2017

Nephew's Readjustment Pt. 13

Nicholas learns some new things about his life.

Gay Male 03/30/2017

House-Sitting Panty Lover Pt. 04

Our house sitting panty thief has an excited car trip.

Transsexuals & Crossdressers 03/29/2017

The Bus Man Ch. 04

Sissy Faggot Romance.

Gay Male 03/29/2017

Sissy's Lazy Sunday

A sissy awaits a lazy Sunday, but her Master has other plans.

Transsexuals & Crossdressers 03/28/2017

Soames's submissives: Trevor

Lunch between a Master and his pitiful mid-life slaveboy.

BDSM 03/28/2017

A Wife's Lover, His Boss Ch. 02

the reality of cuckold slave status hits home, literally.

Fetish 03/28/2017

The Bus Man Ch. 03

Sissy Faggot Romance.

Gay Male 03/28/2017

Humiliated Sissy Husband Ch. 03

Sadistic wife Tanya puts Max through Sissy Hell.

Transsexuals & Crossdressers 03/28/2017

The Sissy and The Gardener

The Gardener surprises The Sissy.

Transsexuals & Crossdressers 03/28/2017

Master Soames's submissives: Calvin

Cal needs Soames to continue the disciplinary work of Mom.

BDSM 03/27/2017

The Contest

How far can you push these chaste males?

BDSM 03/27/2017

The Surprise Party

Submissive comes home to humiliation...and angry women!

BDSM 03/27/2017

The Black Doctor & My Wife

This is the story of how my wife became a black cock slut.

Interracial Love 03/27/2017

I Asked for Humiliation

A story of feminization, strap on, humiliation and more.

Transsexuals & Crossdressers 03/25/2017

Slut for All Pt. 06

Taken by a big black cock.

BDSM 03/25/2017

Research Pt. 02

Working towards my PhD.

Gay Male 03/23/2017

Rite of Passage Ch. 03

Jamie's corruption furthers with help from his crush, Kelly.

Transsexuals & Crossdressers 03/22/2017

Slut for All Pt. 05

Night out to find me a cock.

BDSM 03/22/2017

A Slut's Triangle Pt. 16

Ashleigh and Kimberly’s relationship begins.

Transsexuals & Crossdressers 03/21/2017

Hook Pt. 01

Find out what happens when ditching school turns into sex.

First Time 03/19/2017

Nephew's Readjustment Pt. 12

Nicholas first month as a sissy faggot.

Gay Male 03/13/2017

Dena Goes for the Stars Ch. 02

Dena's slow rise into Stardom.

Transsexuals & Crossdressers 03/10/2017

Down Under Dee

A mix of story and homage to Dee, one of Lit's delights.

Loving Wives 03/09/2017

A Husband Named Cathy

A husband's dream comes true. He becomes Cathy.

Transsexuals & Crossdressers 03/06/2017

Operation Pucks and Panties Pt. 01

A pantyboy heads to Victoria's Secret for the first time.

Fetish 03/05/2017

House-Sitting Panty Lover Pt. 03

The trip to the mall takes an unexpected turn.

Transsexuals & Crossdressers 03/02/2017

A Slut's Triangle Pt. 15

Kryss hurts Ashleigh, Brenda and Kimberly come to the rescue.

Transsexuals & Crossdressers 03/02/2017

Another Tasty Creampie

Chloe shows her Daddy the thick creampie he gave her.

Transsexuals & Crossdressers 02/24/2017

Sweet Awakening

Unknowing sub wakes to an orgy.

Transsexuals & Crossdressers 02/21/2017

Julian to Julia Ch. 03

A sissy is fucked by sexy cousin.

Incest/Taboo 02/20/2017

Caught in Her Panties Ch. 03

Dressed up and taking the town by storm.

Transsexuals & Crossdressers 02/18/2017

BBC Worship Guide

Teaching whitebois how BBC should be handled.

Transsexuals & Crossdressers 02/16/2017

Making a Sissy

Disabled man's love-hate relationship with me and panties.

Fetish 02/16/2017

A Slut's Triangle Pt. 14

Kimberly catches Kryss cheating on her with Ashleigh.

Transsexuals & Crossdressers 02/15/2017

Escapism: Nightingale

A reflection of a sissy's journey to womanhood.

Transsexuals & Crossdressers 02/14/2017

House-sitting Panty Lover Pt. 02

The trip to the mall. A build up to next part.

Transsexuals & Crossdressers 02/14/2017

Quickie

After girlfriends pass out, two guys have crossdressing fun.

Transsexuals & Crossdressers 02/13/2017

Daddy Discovers I'm a Sissy Ch. 01

My sissy secret isn't a secret anymore, and that's okay.

Incest/Taboo 02/13/2017

When Chastity Goes "Wrong"

Getting over masturbation addiction can get really kinky.

Gay Male 02/13/2017

Adventures with Dave and Chloe

Seven Interactions between Daddy Dave and baby girl Chloe

BDSM 02/12/2017

John and Erin Ch. 02

The continuing adventures of John and Erin.

BDSM 02/11/2017

Julian to Julia Ch. 02

A sissy's coming out party.

Incest/Taboo 02/09/2017

HypnoSissy: Cum Cravings

Videos entrench his hunger for cock and cum.

Fetish 02/09/2017

Weekend of Love Pt. 06

Getting to know our hosts.

Transsexuals & Crossdressers 02/08/2017

House-Sitting Panty Lover Pt. 01

Sissydream come true housesitting for his two neighbours.

Transsexuals & Crossdressers 02/07/2017

Escapism: The Modern Man

Escapism can be a wonderful thing.

Transsexuals & Crossdressers 02/07/2017

Virgin Sissy Sex Drive

Sissy virgin's on-the-road, romantic defloration.

Transsexuals & Crossdressers 02/07/2017

Few of My Ultra-Perverted Fantasies

Some of the juiciest stories you will ever encounter.

Transsexuals & Crossdressers 02/07/2017

Liz and John Solve Their Problem

John can't impregnate Liz. Another man has a go.

Fetish 02/07/2017

Demographics

A strong Arab man fucks a married French couple every day.

Gay Male 02/02/2017

Julian to Julia Ch. 01

A panty boy is caught and transformed by sexy cousin.

Incest/Taboo 02/01/2017

A Helping Hand

A sissy gets tied to the bed and left...

Fetish 02/01/2017

Queen for a Night

Anniversary gift turns young hubby into weekend wide.

Transsexuals & Crossdressers 01/28/2017

Sissy Life: Valentine's Day

Wife's lover takes 'ownership' of Sissy.

Transsexuals & Crossdressers 01/28/2017

A Fantasy Night Exposed Ch. 01

Left in a compromising position for my wife's new friend.

Fetish 01/26/2017

Sissy Life: 50 Days in Chastity

A sissy 'celebrates' 50 days.

Transsexuals & Crossdressers 01/25/2017

My Valentine

CD Jessica celebrates Valentine's Day.

Transsexuals & Crossdressers 01/24/2017

The Bus Man Ch. 02

A sissy faggot romance.

Transsexuals & Crossdressers 01/23/2017

To Wear the Horns: A Cuckold Family Pt. 03

Billy's punishment, MotherKnowsBest, and a family friend!

Incest/Taboo 01/22/2017

Sissy Cuckolded by Girlfriend Ch. 01

A sissy slut gets cuckolded by his girlfriend.

Transsexuals & Crossdressers 01/22/2017

The Bus Man Ch. 01

A sissy faggot romance.

Transsexuals & Crossdressers 01/22/2017

Being Good in the Bedroom

Jenny discovers Rod's secret passion for lingerie.

Fetish 01/19/2017

Was I Raped? Ch. 04

A sissy whore continues her training.

Gay Male 01/18/2017

Sissy Life Pt. 04a

A sissy is whipped (a short interlude).

Transsexuals & Crossdressers 01/17/2017

Was I Raped? Ch. 03

My life as a whore starts now.

Gay Male 01/17/2017

No Choice

An explanation from a Domme.

Transsexuals & Crossdressers 01/15/2017

Research

A PHD student looks for answers.

Gay Male 01/15/2017

First Time as Sissy

My story visiting a dominatrix and dressing as a woman.

Transsexuals & Crossdressers 01/14/2017

Simon's Strict Unseen Mistress

A young man becomes a willing slave... but doing what?

BDSM 01/14/2017

From Submissive to Slave Pt. 01

He was already submissive to his wife, but he craved more.

BDSM 01/13/2017

Sissy Instructions

A sissy must prepare humiliatingly for her Mistress.

BDSM 01/13/2017

The Homosexual Sissy Wife

"Fifty Shades of Gay"

Transsexuals & Crossdressers 01/12/2017

What Being a Sissy Wife Means to Me

My conception of being a sissy wife.

Gay Male 01/11/2017

Sissy Life Pt. 04

A sissy prepares to be whipped.

Transsexuals & Crossdressers 01/08/2017

The Gentlemen's Panty Club

A young man joins an exclusive fetish club.

Fetish 01/06/2017

Sissy Initiation

My true journey begins.

Transsexuals & Crossdressers 01/02/2017

Sissy Life Pt. 03

A sissy serves his Mistress - and her lover!

Transsexuals & Crossdressers 01/02/2017

Escape

A sissy makes an escape attempt from 'her' captor.

Transsexuals & Crossdressers 01/01/2017

Blane's Hydraulic Inevitable

Sissy Blane has the obligatory date with Mr. Plumrose.

Transsexuals & Crossdressers 12/31/2016

Two Good Neighbors Ch. 06

The neighbors experience both joy and heartbreak.

Mind Control 12/30/2016

A Tongue Toy

A night pleasuring Mistress as her tongue toy and maid.

Fetish 12/30/2016

Dad My First Lover Pt. 01

Father and his CD daughter with occasional sexual encounters.

Transsexuals & Crossdressers 12/29/2016

Sammy Calls Him Sir

A naughty housesitter gets caught in the rain...

Gay Male 12/29/2016

Sissy Life Pt. 02

A sissy atones for his mistake.

Transsexuals & Crossdressers 12/28/2016

Sissy Life

A pathetic sissy blows the chance to impress his wife.

Transsexuals & Crossdressers 12/26/2016

His Fantasy Brought To Life

Stefan's femdom dreams came to fruition.

Anal 12/26/2016

Are You a Sissy?

Exposed at work and entrapped by a co-worker.

Transsexuals & Crossdressers 12/22/2016
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