‘sissy’ stories

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sissy

Being Holly

Holly and Jamie settling in but told from Holly's side.

Transsexuals & Crossdressers 05/31/2017

Sissy's Decline into a Slut Pt. 04

Part four of Sissy Chantel's decline into a sluts life.

Transsexuals & Crossdressers 05/28/2017

Making Holly

Jamie gets revenge of his highschool bully.

Transsexuals & Crossdressers 05/26/2017

Caught by My Bully and Exgf Ch. 01

Sissy Cindy gets an unexpected visit by her ex and old bully.

Transsexuals & Crossdressers 05/26/2017

Sissy's Decline into a Slut Pt. 03

Part Three of Sissy Chantel's decline into a slut.

Transsexuals & Crossdressers 05/25/2017

You're My Bitch Now Ch. 08

Rick has a crisis and Chris takes him to a gay pub.

Transsexuals & Crossdressers 05/25/2017

Subliminal Obsessions

A lonely, loner guy meets a sissy that changes everything.

Transsexuals & Crossdressers 05/24/2017

Tryst of Truth

A trip to the dark side of town.

Transsexuals & Crossdressers 05/24/2017

Street Walking Sissy Boy!

A man pimps his homosexual.

Anal 05/23/2017

Cucky Trained by CD DOM Pt. 05

Cuck spends a weekend being trained to be the perfect sissy.

Transsexuals & Crossdressers 05/23/2017

How I Became a Sissy Slut

My gardener discovers my secret.

Gay Male 05/22/2017

Sissy Keven Jeanne Bardot

An extremely feminine sissy reflects upon her life.

Erotic Couplings 05/22/2017

Daddy's Little 'Girl'

The perfect dirty little sissy girl...that would be me.

Transsexuals & Crossdressers 05/21/2017

Facing the Daddy

The final chapter in the story of the two lovers?

Transsexuals & Crossdressers 05/20/2017

Ryan's Blackmail Ch. 02

A college student's mistake with blackmail escalates.

Transsexuals & Crossdressers 05/19/2017

Slut for All Pt. 07

Game night with friends turns into wild sex.

BDSM 05/18/2017

Sissy's Decline into a Slut Pt. 02

Part 2 of Sissy Chantel's decline into a sissy lifestyle.

Transsexuals & Crossdressers 05/18/2017

Introduced to Black Dick

A young sissy gets gangbanged by young black studs.

Transsexuals & Crossdressers 05/18/2017

Rite of Passage Ch. 04

Jamie broadens his horizons as his mental struggle continues.

Transsexuals & Crossdressers 05/14/2017

Unicorn Mom and her Golden Boy

Mom makes sissy son try modeling for a gay magazine.

Incest/Taboo 05/14/2017

Cucky Trained by CD DOM Pt. 02

Wife arranges for cuck to spend a weekend being trained.

Transsexuals & Crossdressers 05/14/2017

No More Secrets

His wife discovers his sissy side and eagerly plays along.

Transsexuals & Crossdressers 05/14/2017

The Blackmailed Sissy

This is the story of how Jon turns Eric into Erika.

Transsexuals & Crossdressers 05/13/2017

A Sissy's Sister Pt. 01

A sissy finds support from his sister in his journey.

Fetish 05/13/2017

Kissing Crossdressers Pt. 01

Hotwife turns hubby into crossdressing sissy.

Transsexuals & Crossdressers 05/13/2017

Oh Jack!

A sissy gets discovered by his female neighbor.

Fetish 05/12/2017

Big Black Bump in the Road

Amy and Dan make a decision to save their future.

Interracial Love 05/12/2017

An Unexpected Twist

Who was the one stalking them before?

Transsexuals & Crossdressers 05/12/2017

A Slut's Triangle Pt. 20

Ashleigh watches Brenda and Kimberly have sex.

Transsexuals & Crossdressers 05/12/2017

A Sissy's Story

What happened to Gabrielle before and after she met him?

Transsexuals & Crossdressers 05/11/2017

Cucky Trained by CD DOM Pt. 01

Wife arranges for cuck to spend a weekend being trained.

Transsexuals & Crossdressers 05/10/2017

Along Came the Mistress

The mistress makes her move, will Gabrielle be jealous?

Transsexuals & Crossdressers 05/09/2017

Mrs C

A lonely cougar enjoys some summer romance.

Mature 05/08/2017

Sissy Slut

A sissy BDSM story.

BDSM 05/08/2017

Little Larry Ch. 01

Little Larry is used for practice.

Transsexuals & Crossdressers 05/07/2017

Nephew's Readjustment Pt. 17

Nicholas becomes accustomed to his new gay life.

Gay Male 05/07/2017

Sissy Fantasy to Nightmare

Blackmailed into living out his fantasy on a stag gone wrong.

Transsexuals & Crossdressers 05/07/2017

Girlfriends (Chandra and Nikki)

Nikki and Chandra make a pact to share their men.

Transsexuals & Crossdressers 05/07/2017

Dressing But Not Passing

Sissy in public.

Transsexuals & Crossdressers 05/06/2017

Two Good Neighbors Ch. 07

Kyle and Mark Roberts discuss their feelings and find a way.

Mind Control 05/06/2017

Nephew's Readjustment Pt. 16

Nicholas gets a new wardrobe and gets used to his new life.

Gay Male 05/06/2017

My Sister's Boyfriend

A drunken misconception leads to a life changing experience.

Transsexuals & Crossdressers 05/05/2017

Filipina Cuckolds Her Sissy Husband

A married couple have sex with black men.

Transsexuals & Crossdressers 05/04/2017

First Time Together

Gabrielle is more than she appears.

Transsexuals & Crossdressers 05/03/2017

Rear Naked Choke

A crossdressing sissy boi gets a rough fucking in a booth.

Transsexuals & Crossdressers 05/03/2017

Beyond the Valley of Jerkboy

Husband 'meats' his wife's work friend.

Exhibitionist & Voyeur 05/02/2017

From Homeless to Sexy Sissy Slut

Continued from homeless to sexy sissy.

Transsexuals & Crossdressers 05/02/2017

Cuckolded on the High Seas Ch. 02

Cuck's proposal.

Loving Wives 05/02/2017

New BBC Whores Abby & Lillie Pt. 01

The story of Lyle (Lillie) And Abby becoming whore for BBC.

Interracial Love 04/30/2017

A Damsel in Distress Ch. 02

A fair maiden emerges from the knight.

Transsexuals & Crossdressers 04/29/2017

X-Change: The Frat House Blues

Matt allows his roommate Rick to watch him transform.

Sci-Fi & Fantasy 04/29/2017

A Damsel in Distress Ch. 01

A knight will do anything to get his sword back. . . anything.

Transsexuals & Crossdressers 04/28/2017

A Slut's Triangle Pt. 19

Ashleigh ventures into Brenda's all-girls party.

Transsexuals & Crossdressers 04/27/2017

A Husband Named Cathy Ch. 02

Cathy begins to think about her recent shameless behavior.

Transsexuals & Crossdressers 04/26/2017

For Their Pleasure Pt. 03

Alexis awakens and meets her first new man, Mr. Nail.

Transsexuals & Crossdressers 04/25/2017

Lattés and Logic Pt. 03

Dick me Daddy.

Transsexuals & Crossdressers 04/25/2017

Don't Fuck with Hiroyuki Ch. 01

A gender-bending nano attack rocks the Hiroyuki crime family.

Sci-Fi & Fantasy 04/21/2017

Ryan's Blackmail Ch. 01

A college student gets in over his head with online blackmail.

Transsexuals & Crossdressers 04/20/2017

Lattés and Logic Pt. 02

Bruce cums around.

Transsexuals & Crossdressers 04/19/2017

Alex's Sissy Time Goes Wrong Ch. 02

Alex thinks he's in the clear, he is in for a shock.

Transsexuals & Crossdressers 04/19/2017

Introspection Ch. 02

Maddy confesses and pushes Jackie much further.

Fetish 04/19/2017

Sissy Pool Wager Pt. 01

Young sissy gets more than he bargained for in bet.

Transsexuals & Crossdressers 04/16/2017

A Slut's Triangle Pt. 18

Kimberly tells Ashleigh that she’s pregnant.

Transsexuals & Crossdressers 04/15/2017

A Sissy Cuckold to another Sissy

Unable to satisfy his wife, he is cuckolded and sissified.

Fetish 04/15/2017

Ugly Duckling to Sissy Princess Ch. 05

Vicky's very special night.

Transsexuals & Crossdressers 04/14/2017

The Sexy Cuckold Couple Pt. 17

Cuckold Story about an Owned Couple.

Fetish 04/14/2017

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
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