‘sissy’ stories

Active tags
humiliation (297)femdom (294)anal (273)crossdressing (258)feminization (207)crossdresser (196)cuckold (195)panties (192)gay (155)bondage (137)spanking (134)chastity (125)slave (117)blowjob (114)mistress (113)domination (112)forced (107)oral (105)submissive (105)slut (103)bdsm (101)submission (98)interracial (98)lingerie (90)cum (87)forced feminization (81)crossdress (79)transvestite (69)orgasm denial (68)strapon (67)maid (59)bisexual (58)wife (55)stockings (54)incest (53)punishment (52)tranny (51)shemale (50)sissification (47)blackmail (47)bbc (47)transformation (47)first time (45)fetish (45)masturbation (45)high heels (45)dominatrix (44)strap-on (43)whore (43)dominant wife (43)cross dressing (42)whipping (41)faggot (41)discipline (41)sissy maid (40)daddy (40)master (39)female domination (39)anal sex (39)forced bi (39)blow job (39)transgender (38)cocksucking (36)dildo (36)transsexual (35)cock sucking (34)chastity belt (34)pantyhose (33)creampie (33)hypnosis (33)sissy slut (32)s&m (32)male submissive (31)gangbang (31)pain (30)trans (29)heels (28)bitch (28)cocksucker (27)black cock (26)lesbian (26)threesome (26)transexual (26)cum eating (26)sadism (25)submissive male (24)domme (24)mind control (24)big cock (24)strap on (23)black (23)caught (21)cfnm (21)pegging (21)college (20)submissive husband (19)cbt (18)husband (18)ass fucking (18)bareback (18)sister (17)feminized (17)dominant male (17)dominance (17)public (17)forced gay (16)son (16)butt plug (16)hotwife (15)cumslut (15)oral sex (15)crossdressers (15)fantasy (15)shopping (15)mother (15)gang bang (14)piss (14)virgin (14)romance (14)female dominant (14)handjob (14)sph (14)trapped (14)forced fem (13)gay transvestite (13)crossdessing (13)sadist (13)small penis (13)prison (13)cuckolding (12)adult arcade (12)feminisation (12)trap (12)teen (12)msub (12)d/s (12)masochism (12)bimbo (12)homosexual (12)denial (11)diaper (11)dress (11)cock sucker (11)satin (11)watersports (11)facial (11)reluctance (11)gay male (11)makeup (11)toys (11)cock (11)panty (11)group sex (11)older man (11)teasing (11)bisexual male (11)prostitution (11)panty boy (11)cunnilingus (10)exhibitionism (10)slavery (10)office (10)cross dress (10)bra (10)slut wife (10)cheating (10)cross-dressing (10)cross dresser (10)public humiliation (10)control (9)tease (9)thong (9)dominant female (9)glory hole (9)finger fucking (9)sci-fi (9)sucking (9)masochist (9)feet (9)rough (9)bukkake (9)rimming (8)shame (8)nonconsent (8)trannsexual (8)family (8)white (8)wimp (8)training (8)black leather skirt (8)voyeur (8)boss (8)huge cock (8)love (8)group (8)enema (8)small penis humiliation (8)butt plugs (8)corset (8)tights (8)noncon (8)cum slut (8)fingering (7)18-year-old (7)prostitute (7)reluctant (7)femboy (7)humilation (7)fisting (7)slaveboy (7)buttplug (7)gay sex (7)corporal punishment (7)small cock (7)lover (7)trained (7)domina (7)male master (7)nylons (7)drugged (7)daughter (7)bottom (7)gloryhole (7)blowjobs (7)nude (7)uncle (6)orgy (6)slave boy (6)twink (6)brainwashing (6)gay anal (6)escort (6)jimmy olsen (6)

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

Outed and Married Ch. 04

A sissy is firmly reminded of her place.

Transsexuals & Crossdressers 04/19/2018

Master and Four Subs

Master controls 2 sissies and 2 female subs.

Fetish 04/14/2018

Movie Star Gone Astray Pt. 02

Young actor finds it hard to stay focused after heated night.

Transsexuals & Crossdressers 04/12/2018

Dominated by My Sister

Twins get up to nasty things when alone.

Incest/Taboo 04/12/2018

My Boyfriend is a Better Sister

Girl catches boyfriend crossdressing, makes him weekend slut.

Transsexuals & Crossdressers 04/11/2018

Entertaining is Hard Work!

Dani has to entertain three black men at a private party.

Transsexuals & Crossdressers 04/06/2018

Humiliated by My Own Sister

Sister forces me to stroke myself in front of her.

NonConsent/Reluctance 04/06/2018

Introduction to Miss Amy - Phase 02

An introduction to ACHE, following meeting Miss Amy!

Transsexuals & Crossdressers 04/06/2018

April Fool Office Sissy

Coworkers prank him into coming to the office crossdressed.

Transsexuals & Crossdressers 04/06/2018


A wife & submissive husband discuss a new Dom.

BDSM 04/05/2018

Bonding Chronicle, April Fools 2018

Zack takes control.

NonConsent/Reluctance 04/03/2018

Hung like a Grape

A small dicked Sissy is outed and humiliated.

Transsexuals & Crossdressers 04/01/2018

Neighbors Sissy Son Ch. 04

Tiffany's trip to see the plastic surgeon!

Transsexuals & Crossdressers 03/30/2018

How I was Forced Out of the Closet

A closet amateur Crossdresser meets a confident one.

Transsexuals & Crossdressers 03/29/2018

Eternal Oils

A gift from a stranger - permanent, irreversible chastity.

Gay Male 03/29/2018

X.S.X Experiment

New way of experiencing ones various fetishes.

BDSM 03/29/2018

A Handy Surprise Ch. 03

Dylan fixes a relationship.

Transsexuals & Crossdressers 03/29/2018

I'm Still "Straight" Right?

The beginnings of the rabbit hole.

First Time 03/28/2018

White Boi Learns his Place

Turned onto big black cock during a cabin weekend.

Transsexuals & Crossdressers 03/27/2018

The Elephant in the Room Ch. 01

Closet crossdresser gets found by his scheming wife.

Transsexuals & Crossdressers 03/27/2018

Code Pink: A Sissy Island Story

An emergency that only sissies can handle.

Transsexuals & Crossdressers 03/24/2018

Learning the Power of Black Cock

A freshmen finds his true calling is BBC.

Transsexuals & Crossdressers 03/23/2018

The Artist's Model Pt. 04

Harry starts to embrace being Olivia.

Fetish 03/23/2018

Claire's New Start

Claire's short ordeal before maybe finding a way to live.

Transsexuals & Crossdressers 03/17/2018

My Husband a Pornstar Ch. 04

End of the Story.

Transsexuals & Crossdressers 03/16/2018

Amazon Sissy Jock

Chris becomes Chrissy as his BF's girl turns him out.

Transsexuals & Crossdressers 03/16/2018

A Handy Surprise Ch. 02

An unexpected person complicated things further.

Transsexuals & Crossdressers 03/15/2018

Accidental Daddy Pt. 05: Final

Princess finally gets what she deserves.

Transsexuals & Crossdressers 03/15/2018

Snowed In

Becca allows Heather to seduce Matt.

Transsexuals & Crossdressers 03/15/2018

The Long Trip Pt. 02

Now in Japan Dave finds himself becoming a sissy.

Gay Male 03/14/2018

The Babysitter Takes Over Ch. 03

Our sissy gets in deeper by the babysitter and others!

BDSM 03/14/2018

My Husband a Pornstar Ch. 03

Fairy husband tells the story of how his training went on.

Transsexuals & Crossdressers 03/13/2018

The Babysitter Takes Over Ch. 02

Teri the babysitter ups the ante with her sissy.

BDSM 03/13/2018

A Handy Surprise Ch. 01

A gurl has the house all to herself, or does she?

Transsexuals & Crossdressers 03/10/2018

Sissy Whore Ch. 04

Sissy's taken for a drive.

Transsexuals & Crossdressers 03/09/2018

Dominatrix Makes Him a Slut Ch. 05

Second session: more humiliation.

BDSM 03/09/2018

Mistress Kate Pt. 03

Leslie becomes the house whore.

Transsexuals & Crossdressers 03/09/2018


Mark finds the solution to his being a neckbearded incel.

Transsexuals & Crossdressers 03/09/2018

Primrose Ch. 00

Bret is prepared for the Headmistress of Primrose University.

Transsexuals & Crossdressers 03/07/2018

Sissy Whore Ch. 03

Sissy meets her new Pimp and the Journey begins.

Transsexuals & Crossdressers 03/07/2018

Jackie Becomes a Wife

A second take on Jackie learning to be a wife.

Transsexuals & Crossdressers 03/07/2018

Dominatrix Makes Him a Slut Ch. 04

His first session: the aftermath. Laying ground for more.

BDSM 03/06/2018

The Molly Virus Ch. 05

Jackie and Jeri turn Billie and take her to Cherry.

Transsexuals & Crossdressers 03/05/2018

The Babysitter Takes Over

A closet Sissy is discovered by a teen babysitter.

BDSM 03/05/2018

Proud Beta

The story of a beta learning the real truth.

Transsexuals & Crossdressers 03/04/2018

How I went from Domme to Slut Ch. 03

Ms. Linda summons amber and I to clean her condo as peers.

BDSM 03/03/2018

Sissy Whore Ch. 02

A young sissy indulges in his own fantasy.

Transsexuals & Crossdressers 03/03/2018

Best Friends Forever Pt. 02

Little things with Brian and I start adding up.

Transsexuals & Crossdressers 03/03/2018

Dominatrix Makes Him a Slut Ch. 03

His first session with a dominatrix ends in a naughty way.

BDSM 03/03/2018

The Artist's Model Pt. 03

Harry/Olivia submits further to Miss Jenkins.

Fetish 03/02/2018

Hank's Hell Ch. 03

Hanks transforms into Heather on the journey home.

Transsexuals & Crossdressers 03/01/2018

Sissy Whore Ch. 01

An online fantasy chat leads to a career change.

Transsexuals & Crossdressers 02/28/2018

Movie Star Gone Astray Pt. 01

Teen learns a lot about himself while filming amateur movies.

Transsexuals & Crossdressers 02/28/2018

Dominatrix Makes Him a Slut Ch. 02

First session with a dominatrix continues.

BDSM 02/28/2018

Jackie Meets Her Sister

Jackie's sister comes home and offers Jackie a new life.

Transsexuals & Crossdressers 02/27/2018

Dominatrix Makes Him a Slut Ch. 01

First time for a young guy with a dominatrix.

BDSM 02/27/2018

The Adventures of Sissy Madison Ch. 02

Kent (Madison) gets a snack in the car going to the mall.

Transsexuals & Crossdressers 02/27/2018

The Adventures of Sissy Madison Ch. 01

Kent wakes up and transforms into Madison and gets exposed.

Transsexuals & Crossdressers 02/26/2018

The Intern Ch. 04

Mengxia's boss transgresses and is punished.

BDSM 02/22/2018

Humiliating Hook-Up

An undercover sissy gets humiliatingly sharked in the park.

NonConsent/Reluctance 02/21/2018


A boy named Alex is taken advantage of by an older man.

NonConsent/Reluctance 02/20/2018

Blackmail by Choice

Chris decides it's time to start living out his fantasy.

Transsexuals & Crossdressers 02/19/2018

The House Sitter

House sitting just took an interesting turn for Francis.

Transsexuals & Crossdressers 02/18/2018

Best Friends Forever Pt. 01

In the shadows of my mind.

Transsexuals & Crossdressers 02/18/2018

beta Alpha

A sissy gets found out by her childhood bully.

Transsexuals & Crossdressers 02/18/2018

Girls Club Ch. 01

Crossdressing escort juggles double life.

Transsexuals & Crossdressers 02/15/2018

Caught In Lingerie Ch. 02

Sissy boy used again...and loves it!

Transsexuals & Crossdressers 02/14/2018

Last Friday: First Sissy Experience

A couple has a night with sissy chastity and a black cock.

Transsexuals & Crossdressers 02/13/2018

Sissy for Mommy's Nipple Cream Ch. 03

Julia further feminizes sissy daughter Jaime with BBC Cream.

Transsexuals & Crossdressers 02/11/2018

The Sissymaiden's Tale Ch. 01

Cataclysmic disease creates a revolutionary new world order.

Transsexuals & Crossdressers 02/10/2018

My New Daddy Ch. 02

My new Daddy's partner helps to train me.

Gay Male 02/08/2018

Sissy Training

A casual sissy finally takes it to the next level.

Fetish 02/08/2018

Sissy Prince: Origin Ch. 03

The Prince's misadventures as he travels home.

Fetish 02/07/2018

My New Daddy Ch. 01

A young man discovers joy in the arms of an older dom.

Gay Male 02/05/2018

Big Black Cock: A Sissy Surprise

A wife joins her husband as a slut for a teen BBC.

Illustrated 02/05/2018

Jackie Begins her Transition

Jackie begins her transition to womanhood.

Transsexuals & Crossdressers 02/03/2018

Sissy Prince: Origin Ch. 02

The Prince's life as a sissy slave. And a little adventure.

Fetish 02/02/2018

Winning Big in Las Vegas

Winning more than $ in Vegas.

Transsexuals & Crossdressers 01/31/2018

Sissy Prince: Origin Ch. 01

A young prince submits to his sissy side, as a slave.

Fetish 01/31/2018

A Slut's Triangle Pt. 24

Ashleigh has sex with Rick.

Transsexuals & Crossdressers 01/31/2018

A Sissy Surprise "The House Warming"

First sissy story ever and is a deep confession of desire.

Transsexuals & Crossdressers 01/28/2018

Perfect Little Slut

CD's fantasy comes true with the help of a trusted friend.

Transsexuals & Crossdressers 01/27/2018

Sissy for Mommy's Nipple Cream Ch. 02

Jim's mother continues to addict him to her BBC cream.

Transsexuals & Crossdressers 01/27/2018

Anna's Little Girl

Anna discovers her son is a crossdresser and has some fun.

Incest/Taboo 01/25/2018

Being My Roommate's Sissy Pt. 03

Carly wakes to the sight of Kara and Tanner the night after.

Transsexuals & Crossdressers 01/25/2018

Sissy for Mommy's Nipple Cream Ch. 01

Mom uses breastfeeding to turn her son into a sissy cumslut.

Transsexuals & Crossdressers 01/25/2018

Birthday Camping Trip

Camping trip accident gone sexual.

Gay Male 01/25/2018

Taking Donna's Dick

A sissy taken by his female lodger.

Transsexuals & Crossdressers 01/20/2018

God's Design Ch. 03

Our hero gets to grips with his new dick.

Transsexuals & Crossdressers 01/20/2018

Daddy's Sweet Sissy Pt. 01

A young man is forced into a new relationship with his daddy.

NonConsent/Reluctance 01/20/2018

Taking Mom's Place

Jack returns home to his sad house to find himself.

Transsexuals & Crossdressers 01/17/2018

Big Bobby and Sweet Sally Ch. 03

Big Bobby teaches Sweet Sally not to talk to strangers.

Transsexuals & Crossdressers 01/10/2018

You're Like a Little Boy at Times Ch. 06

James is set up to cheat with Rachel.

Fetish 01/10/2018

The Office Ch. 04

Tom's transformation is almost complete.

Transsexuals & Crossdressers 01/10/2018

Pimped Out Sissy Bitch

Powerful executive exploring his femme sissy desires is used.

Fetish 01/05/2018

A Sissy's Forced Gangbang Pt. 03

A sissy's cum filled finale.

Transsexuals & Crossdressers 01/04/2018

Brianna Goes to the Mall

Diane takes Brianna to the mall, and things fall into place.

Transsexuals & Crossdressers 01/03/2018

Brianna's First Day as a Daughter

Brianna experiences her first day as Diane and Rick's daughter.

Transsexuals & Crossdressers 12/30/2017
Active tags
Separate tags with commas. More info in the FAQ
Related Tags