‘cross dressing’ stories

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Active tags
cross dressing 

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Lisbeth Moon

Lisbeth Moon joins ASS - Agency For Sexual Satisfaction.

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A Simple Life Ch. 72-83

An interesting breakfast and a much needed recharge.

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Jane's Unusual Second Marriage Ch. 01

I agree to become Jane's slave. She spanks and teases.

NEWH
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Gardening Wild Ch. 05

Lisa turns Ben into sex slave with her friend’s help.

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Taken by a Bear

Cross dresser James gets what he has longed for.

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Gardening Wild Ch. 04

The story continues with Ben becoming Betty. Lisa also finds.

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A Queer Formality

A clash of culture at the playhouse. 750 Word Challenge

3.92
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Meeting Jim

A memory of the first time I met Jim in person.

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My Housekeeper

Roles of house owner and housekeeper are reversed.

4.4
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One Last Drag

CD gets a fresh start after breakup - 750 Word Challenge

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Snowed In Roommates

During a blizzard my roommate discovers my secret.

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Gardening Wild Ch. 03

Wife enlists help to improve her husband's cleaning.

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A Gurl in the Making Pt. 01

A young man discovers more than they bargained for.

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Boiling the Frog Ch. 02

A look in a mirror reveals a face Scott's never seen before.

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Bambi or Bust Pt. 02

I found out what Bambi's done to me in the last 2 days...

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Ken

Mum's boy toy.

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A New Perspective Ch. 03

Pegging leads to clarity and insight for Leslie.

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Bambi or Bust Pt. 01

Hypnotised & bankrupt, how will my alter ego and I survive?

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A Reminder

A teacher performs remotely for Mistress in public bathroom.

H
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Ron and Nadine Ch. 06

Ronni's change is complete.

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Boiling the Frog Ch. 01

A woman in black drags Scott into self-exploration.

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Gardening Wild Ch. 02

Husband learns how to become his neighbour's cleaner.

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The 39 Year Old Virgin

A promise to lose my virginity on my bday has a catch.

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Life in a Whorehouse Pt. 10

Julie demonstrates her cock sucking skills.

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My Judge Fantasy

Judge helps a man explore his feminine side.

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Lost Suitcase Adventure Pt. 03

Jessica's Plan - Jesse moves in - Worlds collide.

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After 13 Years of Marriage

Wife dominates husband to save marriage.

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Lost Suitcase Adventure - Pt. 02

The fun continues and Jesse makes a choice.

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A Simple Life Ch. 60-71

Fun and games with friends followed by some fun for two.

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Becoming My Sister Pt. 09

Aimee’s first public appearance continues…

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Lost Suitcase Adventure

Lost bag & friend's clothes fit better than her husband's.

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Well, She Finally Asked Me... Ch. 03

..my wife knows, how'd I get so gay?

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Deep

Stella digs deep to dominate her bff Max.

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Sissy Whores Inn Pt. 02

Mistress shows daddy who his son really is... Sissy Whore!

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Dinner Parties with a Difference

Smashing a set of plates leads to sexual slavery.

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Joey Finds a New App Ch. 57

Joey starts another school week off with a bang.... or two.

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Becoming My Sister Pt. 07

Aimee prepares for her first public appearance.

H
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Sissy Whores Inn

Daddy tracks down his runaway son in sissy whores hotels.

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Jamie's Journey Ch. 02

The thrill of becoming Vicki … where will this lead … ?

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Life in a Whorehouse Pt. 06

A woman wants her "granddaughter" to be trained as a sissy.

H
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My First Blowjob, But I'm not Gay Ch. 11

Wife outs Stevie to girlfriends, dresses him and drops him.

H
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Becoming My Sister Pt. 06

‘Aimee’ goes further down the rabbit hole...

H
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Fire shows the way

Fire shows the way to a new existence.

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Christmas Party, Don't Try Too Hard

Too much effort in a project can have its share of problems.

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Becoming My Sister Pt. 05

Things take an unexpected turn for ‘Aimee’…

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Big Cock Boss Pt. 02 - Intern

Prequel - Alex's virginity is taken by a sexy crossdresser.

H
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A Surprise for Dane Pt. 02

Dane & Shayla shop for toys & try pegging for the 1st time.

H
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The devil in Mr Howard

The devil is always in the detail. Or how one details a life.

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Debbie and Sara Ch. 05

Pink panties and pink panties.

H
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A Time for Giving and Discovering

Staying at a Spa for Christmas reignites a couples sex-life.

H
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Seduced and Broken In Ch. 02

Hero is required to submit to each guest at a select party.

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My Good Boy Continues his Lessons

Another lesson in control, whilst away for the night.

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A Simple Life Ch. 50-59

Another slice of Avery's life, the highs and the lows.

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Cross Dressing

A tale of forfeits and cross dressing.

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Family Ties Ch. 03

Sam meets Danielle, his new daughter.

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Her Tutu was Too Much

Mandy asks paul to stand in for his sister at the ballet.

H
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Jamie's Journey Ch. 01

Jamies new world - gay, lesbian, cross dressing and more.

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Games for Gamers

A lazy gamer gets ticked by his own loving girlfriend.

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In Over My Head Ch. 02

The sissies night out goes well for a while at least.

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Girly Girl

He falls for her and her love of the feminine.

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My Friend Phil's Big Cock

Straight husband seduced by his friend's huge cock.

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A Halloween to Remember

My girlfriend turns my Halloween into a nightmare.

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Tranned Out - The Beginning

A favor for a friend brings lucrid and lascivious surprises.

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Nail Polish Pt. 02

Our Narrator gets further into makeup and grooming.

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Riley's Diary: Maid's Day In

Riley gets an exciting text at work.

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A New Perspective Ch. 02

Chris and Leslie explore a reversal of roles.

H
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Expanding Horizons & Wardrobe Ch. 03

Cross dressing had led to sissy hypnosis and new endeavors

H
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Henry

Mature Friends Become Lovers.

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Little Bo Peep - The Sixth Outing

Jan and Tiger have their worlds rocked by Suki.

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Roommates on a Dry Spell Pt. 04

A new idea pops into my head. I think it will be appreciated.

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Uncle Harry

His actions influenced many lives.

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Grandma & Me Again Pt. 07

Agnes gets drunk again and Daddy whips her cunt with a quirt.

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The Bully Pt. 17

Samantha finally punishes me for my indiscretions.

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Megan's Rules Pt. 01

A young man returns home and becomes a sub to his stepmother.

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A Most Unusual Book Club

Four lesbians and one straight man have some fun.

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Sensory Depravation

Sissy's world is silent and dark.

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Mickie and Laurie Pt. 14

Laurie experiences an unfortunate encounter.

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Lisa, Scott and Me Pt. 05

Scott arranges for us to meet up with Jacob and his partners.

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It's a Brand Nude Day! 2023

Nudism isn't about sex? At all? Are you sure?

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Secret Sissy - Ch. 01

Straight guy becomes a raging sissy.

4.22
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Life in a Whorehouse Pt. 01 - The Beginning

Meet the Whores - Becca's life in a brothel.

4.06
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Lisa, Scott and Me Pt. 04

Scott holds his annual cocktail party.

H
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A Simple Life Ch. 36-49

A slice of life of a soft man and a gently dominant futa.

H
4.9
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Comforting Pete meets Trophy Wife

Characters from 2 stories meet in Vegas- Picks up from CP 4.

H
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The Hotel 02: Room 271

The hotel grants Jake's secret desire to be a femboy.

H
4.55
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Active tags
Active tags
cross dressing
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