‘sissy’ stories

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sissy

A Night with Daddy Alpha

A sissy's first time with a dominant male.

Transsexuals & Crossdressers 07/15/2018

Another Sissy Shopping Adventure

Another sissy shopping assignment from a young mistress.

BDSM 07/15/2018

Sissy Maid Son Pt. 02

The sissy maid is getting prepared for her first day.

Transsexuals & Crossdressers 07/14/2018

Sissy Meets Master's Lady Friend

Sissy continues training on becoming a proper girl.

Transsexuals & Crossdressers 07/13/2018

Sissy Maid Son Pt. 01

A son is forced to become his mother's own sissy maid.

Transsexuals & Crossdressers 07/10/2018

Transfixed by Tessa

He knows where a cuckold's place is.

Loving Wives 07/08/2018

The Rose Diaries Ch. 07

Doll's life grows a bit more hectic!

Transsexuals & Crossdressers 07/07/2018

White Boi Learns his Place Ch. 03

White bois descent to BBC slut continues.

Transsexuals & Crossdressers 07/07/2018

Quenching Thirst Ch. 02

Bbc on sissy.

Transsexuals & Crossdressers 07/04/2018

Swinging 60's Cuckold

A couple in the 60's discover cuckolding and embrace it!!

Loving Wives 07/04/2018

My Place in Our New Relationship

Taking things further.

Transsexuals & Crossdressers 07/03/2018

My Aunt's Anniversary Cruise

Cruise leads to sissification and an interracial gangbang.

Transsexuals & Crossdressers 07/01/2018

Marcella Falls in Love

Marcella falls in love with his dominant lesbian lover.

BDSM 06/30/2018

My Mom's a Submissive Slut Pt. 03

And so is my Dad!

Incest/Taboo 06/29/2018

Jack's Bully Ch. 03

Jack's bully and mother get closer.

Incest/Taboo 06/29/2018

King and Queen Cuckold Pt. 01

He serves his wife and her lover.

Loving Wives 06/29/2018

The Rose Diaries Ch. 06

Doll falls head over heels for a new girl!

Transsexuals & Crossdressers 06/27/2018

Becoming His Bitch

The real story of my first time with a much older man.

Gay Male 06/26/2018

Alex becomes Aly

Aly gives his first blow job.

First Time 06/26/2018

Cumming of Age

Young man's transition to a feminine submissive lifestyle.

Interracial Love 06/24/2018

Sissy Meets Daddy

A sissy loses her virginity.

Transsexuals & Crossdressers 06/24/2018

Taken Too Far Pt. 01

A closet sissy meets a master in rush hour.

Transsexuals & Crossdressers 06/23/2018

Adult Trip Pt. 01

Married, Femdom, interracial and cuckold play.

Interracial Love 06/21/2018

Art

A divorced cuckold finds a girlfriend.

Erotic Couplings 06/21/2018

Turning Myself Gay Pt. 04

All types of gay and sissy things are ingrained.

Gay Male 06/21/2018

The Rose Diaries Ch. 05

Doll and Miss P. spend some quality time together!

Transsexuals & Crossdressers 06/21/2018

Dominating Sugar Daddy

Mistress ends up dominated by Sugar Daddy.

Erotic Couplings 06/20/2018

A Well Groomed Sissy Boy Pt. 02

A sissy boy discovers his true calling.

Transsexuals & Crossdressers 06/19/2018

The Inner Slut Ch. 05

Rob is learning to accept everything.

Fetish 06/19/2018

I Own You

A young man becomes his well endowed boss's personal bitch.

Transsexuals & Crossdressers 06/18/2018

Caged!

Caged for the first time.

Transsexuals & Crossdressers 06/16/2018

Becoming Marc's Sissy

A man transitions into a sissy and is sold to a real man.

Transsexuals & Crossdressers 06/16/2018

Introspection

Jimmy's tale of finding himself.

Transsexuals & Crossdressers 06/15/2018

Humiliated by My Own Sister Ch. 03

Ethen breaks down. Leads to self exploration.

NonConsent/Reluctance 06/15/2018

The Gift

A gift for my little sissy.

Text With Audio 06/14/2018

Becoming Brettney Pt. 01

Brett gets caught by his father wearing mother's panties...

Incest/Taboo 06/14/2018

Second Meeting with Master Gene

Starting my training to become a sissy submissive.

Transsexuals & Crossdressers 06/13/2018

Sissy Panty Handjob

Sissy pantyboy gets a panty handjob.

Transsexuals & Crossdressers 06/13/2018

Quenching Thirst

BBC on Sissy.

Transsexuals & Crossdressers 06/13/2018

And Now I am Marcella?

Marsha forces me to do some very uncomfortable things.

Transsexuals & Crossdressers 06/13/2018

The Rose Diaries Ch. 04

Doll goes for a quick walk before dinner!

Transsexuals & Crossdressers 06/12/2018

Boy to Bride Pt. 01 Ch. 01

Adam MacDonald's secret life of CDing is found out!

Transsexuals & Crossdressers 06/12/2018

A New Adventure... Ch. 03

A little experimenting never hurt anyone.

Transsexuals & Crossdressers 06/09/2018

Manuevers

A wife fucks her bull in front of her sissy husband.

Incest/Taboo 06/07/2018

The Rose Diaries Ch. 03

Doll meets the other girls and gets a startling revelation!

Transsexuals & Crossdressers 06/06/2018

Adele Makes Me Her Cuckold

A Dominant becomes a submissive cuckold.

BDSM 06/05/2018

Movie Star Gone Astray Pt. 03

Nate does some soul searching.

Transsexuals & Crossdressers 06/03/2018

The Pantysissy Diaries Ch. 02

Jaymie begins her transition from a pantyboy to a pantysissy.

Transsexuals & Crossdressers 06/02/2018

Gas Money

First time experience with a sissy boy.

Transsexuals & Crossdressers 06/02/2018

Sissy for Marcus

Falling for my handsome black college flatmate.

Transsexuals & Crossdressers 06/02/2018

Sissy Secret Exposed Ch. 01

Wife discovers his secret and suggests a course of action.

Fetish 06/01/2018

Mistress Deena Ch. 02

Mistress Deena & the Shopping Trip.

BDSM 05/31/2018

Sissy Dust Pt. 02

Spencer hooks up with Steven all night.

Transsexuals & Crossdressers 05/31/2018

Feminized to be Her Lesbian Girlfriend

A coercive neighbor forcibly feminizes me.

Transsexuals & Crossdressers 05/30/2018

Mummy's Good, Good Boy Ch. 02

"Uncle" Dolph Cums a Calling.

Incest/Taboo 05/30/2018

Yes Master

Sissy boy is defiled by his friend.

Transsexuals & Crossdressers 05/30/2018

Master Gene's Email Response

A soon to be sissy awaits response from Master.

Transsexuals & Crossdressers 05/30/2018

Awakening My Inner Trixie Ch. 02

Trixie has her first taste of men and learns more.

Transsexuals & Crossdressers 05/30/2018

A New Adventure... Ch. 02

A little experimenting never hurt anyone.

Transsexuals & Crossdressers 05/30/2018

Sissy School

Len is caught wearing panties and sent to sissy school.

Novels and Novellas 05/30/2018

White Boi Learns his Place Ch. 02

Sissy Ashley continues down the rabbit hole.

Transsexuals & Crossdressers 05/27/2018

The Locker Room Glory Hole

Kent gets in over his head.

Transsexuals & Crossdressers 05/27/2018

Awakening My Inner Trixie Ch. 01

Teddy meets Kiki his once best friend now a hot girl.

Transsexuals & Crossdressers 05/24/2018

First Time Meeting Master Gene

First time meeting and being submissive with a Master.

Transsexuals & Crossdressers 05/24/2018

Jack's Bully Ch. 02

Jack's bully visits his house.

Fetish 05/23/2018

Jock Princess Ch. 06

Lexi comes out to her family, goes out and meets a war vet.

Transsexuals & Crossdressers 05/23/2018

Turning Myself Gay Pt. 03

No going back.

Gay Male 05/22/2018

Subliminal Obsessions Ch. 07

Nikki's day after her evening with Josh.

Transsexuals & Crossdressers 05/22/2018

Replaced Ch. 04

Maid gets to watch.

Fetish 05/21/2018

Sissy Dust Pt. 01

Spencer makes an accidental discovery.

Transsexuals & Crossdressers 05/21/2018

The Rose Diaries Ch. 02

Peter gets a new name and an aggressive makeover.

Transsexuals & Crossdressers 05/21/2018

Sissy's First Time

A middle aged man turns out to be a cock-sucking sissy.

First Time 05/19/2018

Room Service

A shemale has a seductive sexual encounter to remember.

Transsexuals & Crossdressers 05/19/2018

Jack's Bully Ch. 01

A bully starts to take notice of Jack.

Fetish 05/17/2018

In from the Rain Pt. 02

Mike gets a booty call...but does he want something more?

Transsexuals & Crossdressers 05/17/2018

Don't Mess with Chyna

Humphrey wants to break up with Chyna, but he's addicted!

BDSM 05/16/2018

Replaced Ch. 03

Maid spends some time in the corner.

Fetish 05/16/2018

The Rose Diaries Ch. 01

A young man finds himself forced into a new life.

Transsexuals & Crossdressers 05/16/2018

Replaced Ch. 02

Space needs to be made for Vince's things.

Fetish 05/15/2018

Panty Boy Diaries: Entry 02

My continued submission as a panty wearing bottom.

Transsexuals & Crossdressers 05/14/2018

Curing Mom's Addiction Ch. 03

A mother's twisted quest comes back to haunt her.

NonConsent/Reluctance 05/12/2018

The Holiday Pt. 01

How I became a sissyslut.

Transsexuals & Crossdressers 05/11/2018

Sissy Shopping Adventure

A sissy heads to the mall for some pure humiliation.

Transsexuals & Crossdressers 05/10/2018

A New Adventure...

A little experimenting never hurt anyone.

Transsexuals & Crossdressers 05/10/2018

A Well Groomed Sissy Boy

A sissy boy is groomed to be a whore for his man.

Transsexuals & Crossdressers 05/10/2018

Abandoned Parking Lot Pt. 01

After fighting with a drunk girlfriend, a boy is fed up with.

Transsexuals & Crossdressers 05/09/2018

The Tables Turned

I assert myself and she puts me in my place.

Fetish 05/01/2018

Wife's Early Return

Wife comes home one night early to find dressed-up hubby

Transsexuals & Crossdressers 05/01/2018

Tables Turned at the Mall Ch. 02

The action heats up after a sissy is outed by young girls.

BDSM 04/28/2018

Panty Boy Diaries: Entry 01

My first time being a submissive sissy bottom.

Transsexuals & Crossdressers 04/28/2018

Neighbors Sissy Son Ch. 06

Tiffany gets to try out her new equipment.

Transsexuals & Crossdressers 04/27/2018

Husband Turned Fuck Hole

Husband gets caught by wife and fully submits.

Transsexuals & Crossdressers 04/27/2018

Humiliated by My Own Sister Ch. 02

Sister further humiliates me, forces me to worship her feet.

NonConsent/Reluctance 04/25/2018

The Work Shower

How far will a chastised sissy go for an orgasm?

Transsexuals & Crossdressers 04/24/2018

Mummy's Good, Good Boy

Caught in Mommy's Bedroom.

Incest/Taboo 04/23/2018

Caught Erect in the Greek Shop

Caught looking at the statues and now my wife knows...

Fetish 04/23/2018

Domestic Bliss

Naomi had always wanted the perfect partner, so she made two.

BDSM 04/23/2018

The Girls from Work Ch. 02

Continuation of The Girls from Work.

Transsexuals & Crossdressers 04/22/2018

Lulu Exposed

Lulu gets tricked by the girls.

Transsexuals & Crossdressers 04/21/2018

Tables Turned at the Mall

A sissy gets more than she reckoned with at the mall.

BDSM 04/20/2018
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