‘sissy’ stories

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sissy 

My Neighbor's Submissive Ch. 02

My second day of submission confirms our new relationship.

Transgender & Crossdressers 11/20/2018

More Non-Consensual Than Intended

First time bi bottom experience does not go as expected.

NonConsent/Reluctance 11/19/2018

Flowers in Her Hair Ch. 01-02

Story of fem led marriage, cuckolding & extreme humiliation.

Fetish 11/15/2018

My Neighbor's Submissive Ch. 01

Two divorced men, one is dominant, the other submissive.

Transgender & Crossdressers 11/14/2018

The Breaking of Alice

Mistress starts to train her sissy slut.

BDSM 11/10/2018

A Strange Request...

Blackmailing my twin sister.

Incest/Taboo 11/10/2018

The Rose Diaries Ch. 12

Friday Night Fights: Miss Amanda Stone vs. Peter Baker!

Transgender & Crossdressers 11/09/2018

The Making of Davina Ch. 02

The story of a transgender boy in the 1960s.

Transgender & Crossdressers 11/09/2018

A New Adventure... Ch. 04

A little experimenting never hurt anyone.

Transgender & Crossdressers 11/09/2018

A Week End with Mistress Pt. 03

The week end continues with humiliation at the club...

Transgender & Crossdressers 11/03/2018

The Life and Fantasies of a Sissy!

The experience of a sissy serving his Mistress...

Transgender & Crossdressers 11/02/2018

My Fantasy Pt. 01

Eric fulfills Jessica's fantasy.

Transgender & Crossdressers 11/02/2018

Mrs. Glover's Daughter Ch. 01: Caught

Chris finds his destiny, and the woman who shaped it.

Transgender & Crossdressers 11/01/2018

Her Male Wife

A man falls deep into a role reversed BDSM marriage.

Transgender & Crossdressers 11/01/2018

This is My Life Now Pt. 06

My fate is determined as I'm put to the test.

NonConsent/Reluctance 10/30/2018

The Sissy Bride Pt. 01

A semi-biopic of an innocent sissy on her wedding night.

Transgender & Crossdressers 10/30/2018

White Boi Learns his Place Ch. 06

Sissy Ashley goes home completely addicted to BIG BLACK COCK.

Transgender & Crossdressers 10/30/2018

A Treat for He Slut

A fun filled night.

BDSM 10/30/2018

The Rose Diaries Ch. 11

A day in the life of a Blackstone Girl!

Transgender & Crossdressers 10/28/2018

A Week End with Mistress Pt. 02

Sissy gets ready for Mistress' evening out.

Transgender & Crossdressers 10/28/2018

The Making of Davina Ch. 01

Life of a transgender boy in the 1960s.

Transgender & Crossdressers 10/27/2018

The Secret of the Island Pt. 04

The story continues...

Sci-Fi & Fantasy 10/27/2018

Futanari Academy Ch. 13

Halloween 2018.

Transgender & Crossdressers 10/26/2018

Alice Becomes Her Slut

Alice in Sissy Land.

BDSM 10/26/2018

My Father, The Maid Ch. 02

Oliver's father's humiliation continues.

Transgender & Crossdressers 10/26/2018

A Sissy's Halloween

A self made sissy finally learns her place around Halloween.

Transgender & Crossdressers 10/26/2018

The Feminisation Initiative Ch. 02

The second chapter of the feminization initiative!

Transgender & Crossdressers 10/25/2018

Sissy Wants Her Wife's Boyfriend Ch. 03

Sissy Arlene moves back into the master bedroom.

Transgender & Crossdressers 10/24/2018

Jock Princess Ch. 07

Lexi ends up getting deeper with Danny and invites him home.

Transgender & Crossdressers 10/23/2018

Taken Advantage of in the Best Way

My first gay partner was a strong, dominant, and older man.

Gay Male 10/19/2018

Slow Descent into Sissy-Hood... Ch. 01

The beginning of a transformation into a sissy. Chapter 1.

Transgender & Crossdressers 10/19/2018

Chinese Turn-out Pt. 02

Pan goes back to Jax's house to getting used hard and deep.

Transgender & Crossdressers 10/19/2018

Amber Cuckolds Uncle on a Cruise!

Colt takes Amber on a Cruise!

Incest/Taboo 10/18/2018

The Feminisation Initiative

A new world order of forced feminisation begins...

Transgender & Crossdressers 10/18/2018

Candi's Conversion Ch. 04

A sissy goes to the mall and makes some new friends.

Transgender & Crossdressers 10/17/2018

Becoming Jacqueline Pt. 02

Sliding irreversibly into sensual femininity as Jacquline.

Transgender & Crossdressers 10/16/2018

The Rabbit Hole Ch. 04

Frustrated with Nadia, Penny takes her anger out on Joe.

Mind Control 10/16/2018

A Week End with Mistress Pt. 01

A sissy has a surprised filled week end with his Mistress.

Transgender & Crossdressers 10/12/2018

My Father, The Maid

Oliver learns about his Father and his new wife's relation.

Transgender & Crossdressers 10/12/2018

The Story of Babygirl Ch. 01

A young sissy whore's first video shooting.

Transgender & Crossdressers 10/12/2018

Sally, Tim have Elderly Neighbours Ch. 01

Mr. and Mrs. Rose were so helpful to young Sally and Tim.

Fetish 10/11/2018

Sissy Academy - The Tour Pt. 02

The Masters continue their tour...to the future of sissydom!

Transgender & Crossdressers 10/11/2018

How I Found Love in Prison Ch. 10

Deprivation ends, Jake and Daniel and free.

Gay Male 10/11/2018

The Tables Turned Pt. 02

My further descent.

Fetish 10/10/2018

How I Found Love in Prison Ch. 08

Cellmate love continues in this multipart story.

Gay Male 10/10/2018

Serving a Cock for My Wife Pt. 04

A fun loving couple love the cuckold lifestyle and he loves.

Fetish 10/09/2018

How I Found Love in Prison Ch. 07

Jake recovers, very...very well...

Gay Male 10/09/2018

How I Found Love in Prison Ch. 06

The dangers of prison brings the lovers back down to earth.

Gay Male 10/08/2018

Cuckold in Training Ch. 02

Marcia surprises her cuckold husband with a new playmate.

Interracial Love 10/08/2018

Discovering Amber Ch. 04

Amber goes on a work trip then returns for a big surprise!

Transgender & Crossdressers 10/05/2018

The Girl From The Train

He gets seduced (and more) by a powerful girl in a train.

BDSM 10/03/2018

The Rose Diaries Ch. 10 (Interlude)

Mistresses Charm and Luck go on an interview.

Transgender & Crossdressers 10/02/2018

How I Found Love in Prison Ch. 05

Delicate man falls for a beast in this multi-part story.

Gay Male 10/02/2018

Straight Jock's College Boyfriend

I gain a gay fuck toy at college.

Gay Male 09/30/2018

Little Larry Ch. 02

Little Larry goes a step further.

Transgender & Crossdressers 09/29/2018

Transformations - Soccer Mom Ch. 03

Stacie is indoctrinated. Things get weird(er).

Mind Control 09/28/2018

Mark and "OCD" Cheating Illusions

How Mark got cuckolded by his illusions.

Loving Wives 09/28/2018

Candi's Conversion Ch. 03

A sissy is taken shopping for the sissy essentials!

Transgender & Crossdressers 09/27/2018

Quenching Thirst Ch. 04

Bbc on sissy - in jail.

Transgender & Crossdressers 09/25/2018

Bikini Boi

Brother's friends make me wear my Sister's Bikini...

Gay Male 09/23/2018

Story of Sissy Submission

Sissy submission.

Transgender & Crossdressers 09/23/2018

Stranded, Sissified, Seduced

If she can get him into her underwear can he say no to sex?

NonConsent/Reluctance 09/22/2018

My Visit to the Adult Bookstore

Bookstore visit.

Transgender & Crossdressers 09/22/2018

Sissy Academy - The Tour Pt. 01

A tour of the famed Sissy Academy!

Transgender & Crossdressers 09/21/2018

Quenching Thirst Ch. 03

BBC on sissy... More.

Transgender & Crossdressers 09/21/2018

Schoolboy to Schoolgirl

Ms. M makes a new sissy.

Transgender & Crossdressers 09/21/2018

Sissy Fluffs an Orgy

Continuing autobiography of a sissy slut.

Transgender & Crossdressers 09/19/2018

The Rose Diaries Ch. 09

Doll takes center stage!

Transgender & Crossdressers 09/18/2018

I Need a Man

Young man needs to experiment.

Transgender & Crossdressers 09/17/2018

Shaped by Daddy

A story about the encounter of my feminization at 18.

Transgender & Crossdressers 09/15/2018

The Sissy and the Pet

A sissy and a pet submit to their Mistress together.

BDSM 09/15/2018

Involuntary Sissy Pt. 05

She'd never shame him in front of her friends, would she?

NonConsent/Reluctance 09/13/2018

Francie and Graeme's Defloration

She knows what's good for a man.

Erotic Couplings 09/11/2018

Becoming Jacqueline Pt. 01

Jack arouses his emerging feminine self, and likes it...

Transgender & Crossdressers 09/11/2018

Candi's Conversion Ch. 02

The new sissy experiences a girl's night in.

Transgender & Crossdressers 09/11/2018

The Rabbit Hole Ch. 03

Penny takes Joe on a field trip to test his training.

Mind Control 09/11/2018

The Punishment

Fantasy football punishment leads to feminization, gangbang.

Transgender & Crossdressers 09/09/2018

Sissy Dust Pt. 03

Spencer cashes in her sick days and goes deeper.

Transgender & Crossdressers 09/08/2018

Sweet Little Snapshots

She gives her boyfriend a surprise while he wears a dress.

Gay Male 09/05/2018

Involuntary Sissy Pt. 04

His stalker moves in, but can she make him admit their love?

NonConsent/Reluctance 09/05/2018

The Massage Away Ch. 05 Pt. 09-10

The story continues and my Queen is thoroughly blackened!

Fetish 09/04/2018

Sissy Manners Classes Ch. 01

Sissy found her master.

Transgender & Crossdressers 09/04/2018

Candi's Conversion Ch. 01

Inattentive husband turns into a sissy slut to keep his wife.

Transgender & Crossdressers 09/03/2018

Involuntary Sissy Pt. 03

His stalker uses an old flame to deliver total humiliation.

NonConsent/Reluctance 08/31/2018

Cuckolding Mom and Dad Ch. 01

A son discovers his parents' secret.

Incest/Taboo 08/30/2018

Sissy Maid to Be... Ch. 02

Jenny continues to prepare with Mistress's help.

Transgender & Crossdressers 08/30/2018

Seduction by Shaving

A sissy boy and his roommate bond over shaved legs.

Gay Male 08/29/2018

Jack's Bully Ch. 04

Jack goes on a date and finally loses his virginity.

Fetish 08/29/2018

Toby

Toby's story on self discovery and life as a sissy.

Transgender & Crossdressers 08/28/2018

A Sissy's Awakening Ch. 01

A sissy is awoken.

Transgender & Crossdressers 08/27/2018

White Boi Learns his Place Ch. 05

Vacation wraps up for Ashley and Daddy.

Transgender & Crossdressers 08/26/2018

Sissy and His Sister

Sister and her friends catch me in her underwear.

Transgender & Crossdressers 08/26/2018

Brad's Adventure

A man gets sucked off by a sissy in a video booth.

Transgender & Crossdressers 08/25/2018

Sissy Maid to Be... Ch. 01

Married sissy in for the experience of her life.

Transgender & Crossdressers 08/24/2018

Sissy's Sexy Strut

A sissy dresses every inch a lady and goes out in public.

Transgender & Crossdressers 08/24/2018

The Massage Away Ch. 04 Pt. 07-08

Beyond the massage, beyond one masseuse, beyond expectations.

Fetish 08/22/2018

Sissy PRIDE!

SISSY PRIDE!

Transgender & Crossdressers 08/22/2018

Sissy for the Family

An Asian boy becomes a sissy for his white family.

Transgender & Crossdressers 08/18/2018

An Evening in Red

An eager sissy's first session with his mistress.

Transgender & Crossdressers 08/17/2018

Anthony's Descent Ch. 01: Truth or Dare

Anthony plays a game with his best friend and his girlfriend.

Transgender & Crossdressers 08/16/2018
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