‘sissy’ stories

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Uncovering the Sissy Beneath Pt. 05

Tricia's new look, earns her some extra attention.

Transgender & Crossdressers 07/17/2019

Coming Home Again

Every good immigrant father wants to see his family succeed.

Mind Control 07/17/2019

Secret Makes Him a Cuckold Bitch

She finds his secret turns him into a sissy cuckold.

Fetish 07/17/2019

Making of a Sissy Whore

Jeff finds out everyone has to earn their way.

Transgender & Crossdressers 07/16/2019

Sissified by Hypnosis

Guy is turned into a sissy and forced to suck cock.

Fetish 07/14/2019

Payson's Wedding Ch. 02

A gentle sissy and his fiance continue to plan their wedding.

Transgender & Crossdressers 07/13/2019

The Rose Diaries Ch. 21


Transgender & Crossdressers 07/13/2019

Summer with Unkie

Feminine boy spends the summer with his Step Uncle.

Transgender & Crossdressers 07/11/2019

A Cell Phone Makes Me Pregnant Ch. 02

A Cell Phone, Mind Control, and a Hot Redhead News Reporter.

Erotic Couplings 07/11/2019

Bambi Takes Over

Bambi Sleep hypnosis has corrupted another listener.

Transgender & Crossdressers 07/11/2019

Transforming Brent Pt. 02

Continuing story of Brents' Wife making him her wife/sissy.

Loving Wives 07/10/2019

Humiliation Journey The Beginning

How hypnos changed me into a sissy for BBC.

Transgender & Crossdressers 07/10/2019

From Husband to Man's Sissy Wife Ch. 03

Will Chloe find happiness?

Transgender & Crossdressers 07/10/2019

Wife had Bad Day at Golf

She had bad day at the golf course and takes it out on me!

Fetish 07/09/2019

My Medical Vacation

A trip to Poland for dental implants becomes much, much more.

First Time 07/09/2019

Uncovering the Sissy Beneath Pt. 04

Tricia learns more about the daily life of a sissy.

Transgender & Crossdressers 07/09/2019

The Drink

Trans girl encounters a dominant lesbian at a bar.

Transgender & Crossdressers 07/05/2019

Floating My Boat at the Lake Ch. 02

Wicked niece shows me off.

Incest/Taboo 07/05/2019

From Husband to Man's Sissy Wife Ch. 02

More adventures in sissy cuckold submission.

Transgender & Crossdressers 07/05/2019

Anna's Date

Anna attempts a "normal" date with her new pet.

BDSM 07/05/2019

From Husband to Man's Sissy Wife

As my big titted wife takes a lover, I meet a man...

Transgender & Crossdressers 07/04/2019

BBC: Like Son, Like Father

Father catches son sucking BBC & gets very curious.

Gay Male 07/04/2019

Jimmy's Dilemma Ch. 05

The night shift continues...

NonConsent/Reluctance 07/04/2019

A Surprise Blind Date

An Innocent party turns into something more.

BDSM 07/04/2019

Transforming Brent

Wendy and Katherine want Brent as their maid.

Loving Wives 07/03/2019

Family Chastity Story Ch. 02

A nasty mother further experiments on her gimp son.

BDSM 07/02/2019


Being neighborly gets me fucked.

NonConsent/Reluctance 07/02/2019

Sissy Gets Punished on His Birthday

Dominant wife punishes sissy husband, ruins orgasm.

Fetish 07/01/2019

Waiting for My Sexy CD Slave

An afternoon with my crossdressing slave.

Transgender & Crossdressers 07/01/2019

The Rose Diaries Ch. 20


Transgender & Crossdressers 06/30/2019

Mommy's Panty Party

She has devious plans for her twin boys.

Incest/Taboo 06/29/2019

Neighbourhood Terror to Sissy Pt. 11

Mark is caught by Lisa yet again.

Transgender & Crossdressers 06/29/2019

Auntie's Revenge

A little tale for aspiring sissy cuckolds.

Incest/Taboo 06/28/2019

Husband's Transformation Ch. 02

Husband's transformation grows with help from wife's friend.

Transgender & Crossdressers 06/26/2019

Aunt Pamela and Leslie Ch. 02

Well-behaved college boy returns to visit mature woman.

Fetish 06/22/2019

Uncovering the Sissy Beneath Pt. 03

My continued journey into becoming a full time sissy.

Transgender & Crossdressers 06/21/2019

Candy's Fashion House Ch. 14

Kelli becomes a woman.

Transgender & Crossdressers 06/21/2019

Cassie's Sissy Bitch Pt. 01

A new sissy gets manipulated by a mysterious woman.

Transgender & Crossdressers 06/20/2019

Wasp and Antman

Three minutes to get to know me.

Transgender & Crossdressers 06/20/2019

Humiliation Journey Never Ends

Small dick white sissy converted to she-male.

Transgender & Crossdressers 06/18/2019

Cuckbitch Pt. 01: Confession

A panty cuckold shares his dark secret with his best friend.

Fetish 06/17/2019

Leftover Lusts

Relationship ends after workplace gangbang.

Transgender & Crossdressers 06/17/2019

The Neighbours Situation Ch. 01

A new neighbour leads to changes in his life.

Transgender & Crossdressers 06/15/2019

A Sissy is Born

A young man has a reason to doubt his sexuality.

Transgender & Crossdressers 06/14/2019

Uncovering the Sissy Beneath Pt. 02

My Journey of being held captive and turned into a sissy.

Transgender & Crossdressers 06/14/2019

My Mother's Boyfriend Shawn

Small boy and his mom's girlfriend develop a special bond.

Transgender & Crossdressers 06/14/2019

The Boifriend Ch. 02

Daughter's boyfriend finds where he belongs- on his knees.

Gay Male 06/11/2019

You Want to Be Feminized and Milked

I feminize you and make you into my milking cow.

Transgender & Crossdressers 06/11/2019

Aficionado Gets in Trouble Ch. 02

Knowing too much about BDSM equipment had him in a fix.

Transgender & Crossdressers 06/10/2019

Sissy/Cock Sucker Dictionary

A list to understand the nature of sissies/cocksuckers.

Reviews & Essays 06/10/2019

No Going Back!

Duvet day desire leads to first time dress-up.

Transgender & Crossdressers 06/08/2019

Finley and his Land-Lady

A gentle boy moves in with an affectionate, mature Land-Lady.

Fetish 06/08/2019

Neighbourhood Terror to Sissy Pt. 10

Lisa grabs her chance at toying with the sissy.

Transgender & Crossdressers 06/05/2019

Cum at the Mall

Sissy eats cum in the parking lot.

Transgender & Crossdressers 06/05/2019

Yesterday Afternoon

A Compromising Situation.

Transgender & Crossdressers 06/04/2019

Swipe Right Ch. 05

Justine adapts to Samantha's home life.

Transgender & Crossdressers 06/04/2019


Russian mob forces punk to crossdress & seduce soccer star.

Transgender & Crossdressers 06/02/2019

How I Got My Sissy Name

A Gift begins a new chapter.

Transgender & Crossdressers 06/02/2019

Beyond Sissy's Spa Day Ch. 07

Sissy faces decision of a lifetime.

NonConsent/Reluctance 06/01/2019

Jimmy's Dilemma Ch. 04 - A New Toy

Jimmy's new job comes with free food.

NonConsent/Reluctance 06/01/2019

Project Alice

Boy trained into a girl to reduce crime.

Transgender & Crossdressers 05/31/2019

A Weekend Visit to the Office

I usually work from home as I have a very private place with.

Transgender & Crossdressers 05/30/2019

Swipe Right Ch. 04

Samantha's sister Justine shakes things up.

Transgender & Crossdressers 05/29/2019

The Dominatrix Order Pt. 05 Ch. 04

Conclusion Book 5

Fetish 05/29/2019

The Rose Diaries Ch. 19

The Price of Joy.

Transgender & Crossdressers 05/29/2019

The Talent Scout

First he took me then he took my wife.

Gay Male 05/29/2019

Blackmailed Pt. 07

Bambi makes a big decision and goes shopping.

Transgender & Crossdressers 05/28/2019

Sissy's First Boyfriend

Sometimes you find a winner at the club.

Transgender & Crossdressers 05/27/2019

When Cultures Collide

A man convinces coworker to have sex with his wife and him.

Fetish 05/26/2019

A Starlet is Born

An elven bar owner makes her new slaves into dancers.

Sci-Fi & Fantasy 05/25/2019

Payson's Wedding

A gentle young man and his fiance make wedding plans.

Transgender & Crossdressers 05/25/2019

Transformations - Rose Ch. 10

Sugar Tits vs. The Mob. Lisa perverts. A revelation.

Mind Control 05/25/2019

The Neighbor Daddy Next Door

Daniel falls further into one older man's feminization trap.

Transgender & Crossdressers 05/24/2019

A Disturbing Desire

A fantasy of mine.

Transgender & Crossdressers 05/22/2019

Neighbourhood Terror to Sissy Pt. 09

Things take a surprising turn.

Transgender & Crossdressers 05/22/2019

A Very Public Sissy Adventure

A BDSM story.

BDSM 05/22/2019

The Seductive Seed of a Tranny MILF

One sip and you just might find yourself hooked like he did.

Transgender & Crossdressers 05/22/2019

The Dominatrix Order Pt. 05 Ch. 03

Sissy foot worship.

Lesbian Sex 05/18/2019

Choices Ch. 01

Got caught.

BDSM 05/17/2019

Double Jeopardy

Man becomes sissy sex slave for wife and in laws.

Transgender & Crossdressers 05/17/2019

Transformations - Rose Ch. 09

Lisa and Mary pervert. Jason hunts. Stan wakes up.

Mind Control 05/16/2019

A Taste of Step-Cock

A young gurl meets her new step-father.

Transgender & Crossdressers 05/16/2019

Trucker Turned Me Out Pt. 01

Young man meets a trucker online.

Gay Male 05/15/2019

Susan Ch. 02

I make a promise I can't keep.

Transgender & Crossdressers 05/15/2019

Neighbourhood Terror to Sissy Pt. 08

Things go horribly wrong for Mark.

Transgender & Crossdressers 05/14/2019

House Boy - Casey's Wild Ride

Casey wants more and Daddy's gives it to him.

Gay Male 05/14/2019

His "Special" Secretary Pt. 05

Second day of the evaluation week, big change for Dani!

NonConsent/Reluctance 05/11/2019

Slave Gets Punished and Redeemed

An ERP me and a friend made together.

Transgender & Crossdressers 05/11/2019

The Dominatrix Order Pt. 05 Ch. 02

Free Domme-Lesbian fisting squirting.

Lesbian Sex 05/10/2019

Chrysalis of Kirsten Ch. 03

Kirsten's first time in Greg's world.

Transgender & Crossdressers 05/01/2019

Nurse Jenny Lends a Hand

ER visit leads to him learning to be a small cocked sissy.

Fetish 05/01/2019

House Boy Likes Being Watched

Casey let's Michael watch him play.

Gay Male 05/01/2019

The Rose Diaries Ch. 18

Frilly Ferocity.

Transgender & Crossdressers 04/28/2019

House Boy

Casey gets the perfect summer job.

Gay Male 04/27/2019

Finally a Real Sissy

Treated like the sissy I want to be.

Transgender & Crossdressers 04/25/2019

Tales of Sub Asian Sissy Ch. 04

Jade's errands for Master result in brutal anal abuse.

Transgender & Crossdressers 04/24/2019

Neighbourhood Terror to Sissy Pt. 07

Mark has a surprise humiliating encounter.

Transgender & Crossdressers 04/22/2019

The Rose Diaries Ch. 17

Blackstone 101.

Transgender & Crossdressers 04/21/2019

The Pantysissy Diaries Ch. 03

Jaymie visits Victoria's Secret with her shemale mistresses.

Transgender & Crossdressers 04/21/2019

The Teamviewer Mature Files

Wimp sissified, blackmailed & transformed for black masters.

Transgender & Crossdressers 04/19/2019
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