‘cross dressing’ stories

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Active tags
cross dressing 

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Miss Alyssa's World Ch. 01

My life changes forever after meeting Miss Alyssa.

NEWH
4.68
8.6k
23
7
50

Gardening Wild Ch. 06

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

NEW
4.75
1.3k
00
1

Dani Bambi Doll Pt. 01

Dani's begins his transformation into Bambi Doll...

H
4.51
8.8k
20
5
37
0

Bambi or Bust Pt. 03

Bambi explores the city and introduces me to Master M.

H
4.74
3.6k
4
2
8

Lisbeth Moon

Lisbeth Moon joins ASS - Agency For Sexual Satisfaction.

H
4.89
3.1k
5
2
15
0

A Simple Life Ch. 72-83

An interesting breakfast and a much needed recharge.

H
4.75
1.8k
8
0
11

Jane's Unusual Second Marriage Ch. 01

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

H
4.57
4.2k
5
2
16
0

Gardening Wild Ch. 05

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

4.1
2.4k
1
2
1

Taken by a Bear

Cross dresser James gets what he has longed for.

H
4.63
5.7k
6
3
14

Gardening Wild Ch. 04

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

H
4.64
1.8k
2
0
5

A Queer Formality

A clash of culture at the playhouse. 750 Word Challenge

3.92
865
2
4
4
0

Meeting Jim

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

4.38
3.9k
2
0
7
0

My Housekeeper

Roles of house owner and housekeeper are reversed.

H
4.5
5.9k
10
1
20
0

One Last Drag

CD gets a fresh start after breakup - 750 Word Challenge

4.07
2.4k
3
5
3
0

Snowed In Roommates

During a blizzard my roommate discovers my secret.

H
4.75
18.1k
56
3
88

Gardening Wild Ch. 03

Wife enlists help to improve her husband's cleaning.

H
4.54
4.3k
2
0
7

A Gurl in the Making Pt. 01

A young man discovers more than they bargained for.

4.48
13.3k
15
2
41

Boiling the Frog Ch. 02

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

H
4.77
5k
14
6
21

Bambi or Bust Pt. 02

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

H
4.59
9.1k
12
2
21

Ken

Mum's boy toy.

4.12
4k
4
1
12
0

A New Perspective Ch. 03

Pegging leads to clarity and insight for Leslie.

4.41
5.7k
1
3
6

Bambi or Bust Pt. 01

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

4.47
13.2k
20
3
38

A Reminder

A teacher performs remotely for Mistress in public bathroom.

H
4.52
3.4k
3
1
11
0

Ron and Nadine Ch. 06

Ronni's change is complete.

H
4.61
2.7k
3
0
7

Boiling the Frog Ch. 01

A woman in black drags Scott into self-exploration.

H
4.65
12.5k
26
9
49

Gardening Wild Ch. 02

Husband learns how to become his neighbour's cleaner.

4.38
4.3k
5
1
8

The 39 Year Old Virgin

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

H
4.73
8.3k
23
5
33
0

Life in a Whorehouse Pt. 10

Julie demonstrates her cock sucking skills.

4
2.4k
3
0
6

My Judge Fantasy

Judge helps a man explore his feminine side.

4.19
5.9k
3
0
9
0

Lost Suitcase Adventure Pt. 03

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

H
4.77
6.5k
16
2
21

Tales of Transformation - Ch. 02

Andy finds he's changed more than expected.

H
4.57
7.1k
1
11
7

After 13 Years of Marriage

Wife dominates husband to save marriage.

3.75
18.4k
24
17
49
0

Lost Suitcase Adventure - Pt. 02

The fun continues and Jesse makes a choice.

H
4.88
10.1k
28
5
40

A Simple Life Ch. 60-71

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

H
4.86
3k
6
6
12

Becoming My Sister Pt. 09

Aimee’s first public appearance continues…

H
4.82
4.8k
17
2
20

Lost Suitcase Adventure

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

H
4.85
22.9k
83
14
126

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

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

H
4.75
7.3k
9
8
20

Deep

Stella digs deep to dominate her bff Max.

4.2
8.5k
2
0
7
0

Sissy Whores Inn Pt. 02

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

H
4.62
10.8k
18
5
33

Dinner Parties with a Difference

Smashing a set of plates leads to sexual slavery.

4.18
5k
1
2
8
0

Joey Finds a New App Ch. 57

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

H
4.6
7.4k
15
0
18

Becoming My Sister Pt. 07

Aimee prepares for her first public appearance.

H
4.59
8.6k
19
7
25

Sissy Whores Inn

Daddy tracks down his runaway son in sissy whores hotels.

H
4.54
16.9k
32
7
52

Jamie's Journey Ch. 02

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

H
4.77
3.6k
7
1
7

Life in a Whorehouse Pt. 06

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

H
4.54
4.5k
4
5
9

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

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

H
4.53
7.8k
10
5
16

Halloween Weekend 2023 Pt. 03

Gina finally finishes her slutty weekend!

H
4.55
7.4k
4
2
12

Becoming My Sister Pt. 06

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

H
4.76
11.7k
24
3
29

Fire shows the way

Fire shows the way to a new existence.

4.33
2.7k
0
1
3
0

Christmas Party, Don't Try Too Hard

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

4.2
4.5k
4
1
9
0

Becoming My Sister Pt. 05

Things take an unexpected turn for ‘Aimee’…

H
4.77
14.3k
27
6
38

Big Cock Boss Pt. 02 - Intern

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

H
4.66
8.9k
24
2
38

A Surprise for Dane Pt. 02

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

H
4.65
5.5k
7
1
12

The devil in Mr Howard

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

3.5
1.7k
1
2
2
0

Debbie and Sara Ch. 05

Pink panties and pink panties.

H
4.76
4.6k
10
2
18

A Time for Giving and Discovering

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

H
4.86
13.8k
15
6
42
0

Seduced and Broken In Ch. 02

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

H
4.59
3.9k
6
0
12

My Good Boy Continues his Lessons

Another lesson in control, whilst away for the night.

3.96
5.4k
2
0
5
0

A Simple Life Ch. 50-59

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

H
4.82
3k
11
6
19

Cross Dressing

A tale of forfeits and cross dressing.

4.18
2.9k
2
1
4
0

Family Ties Ch. 03

Sam meets Danielle, his new daughter.

H
4.85
2.9k
7
1
12

Her Tutu was Too Much

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

H
4.59
11.7k
33
2
70

Jamie's Journey Ch. 01

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

H
4.78
3.2k
5
3
13

Games for Gamers

A lazy gamer gets ticked by his own loving girlfriend.

4.38
19.9k
28
8
62
0

In Over My Head Ch. 02

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

4.14
1.9k
0
2
2

Girly Girl

He falls for her and her love of the feminine.

H
4.8
17.5k
38
10
71
0

My Friend Phil's Big Cock

Straight husband seduced by his friend's huge cock.

4.4
31.5k
26
5
48
0

A Halloween to Remember

My girlfriend turns my Halloween into a nightmare.

3.48
5.9k
1
7
8
0

Tranned Out - The Beginning

A favor for a friend brings lucrid and lascivious surprises.

H
4.71
8.7k
14
7
24
0

Nail Polish Pt. 02

Our Narrator gets further into makeup and grooming.

H
4.55
4.8k
8
3
10

Riley's Diary: Maid's Day In

Riley gets an exciting text at work.

H
4.54
6.7k
11
0
25

A New Perspective Ch. 02

Chris and Leslie explore a reversal of roles.

H
4.6
8.2k
4
2
7

Expanding Horizons & Wardrobe Ch. 03

Cross dressing had led to sissy hypnosis and new endeavors

H
4.55
8.7k
12
1
19

Henry

Mature Friends Become Lovers.

H
4.72
10.2k
11
11
20
0

Little Bo Peep - The Sixth Outing

Jan and Tiger have their worlds rocked by Suki.

4.4
2.8k
1
0
5

Roommates on a Dry Spell Pt. 04

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

4.25
6.4k
8
1
13

Uncle Harry

His actions influenced many lives.

4.08
5.3k
3
0
4
0

Grandma & Me Again Pt. 07

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

4.17
8k
6
0
13

Megan's Rules Pt. 01

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

4.4
30k
48
8
84

A Most Unusual Book Club

Four lesbians and one straight man have some fun.

4.14
4.7k
3
1
11
0

Sensory Depravation

Sissy's world is silent and dark.

4.46
7.2k
1
1
5
0

Mickie and Laurie Pt. 14

Laurie experiences an unfortunate encounter.

4.07
2.9k
2
7
4

Lisa, Scott and Me Pt. 05

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

H
4.85
4.7k
10
3
11

It's a Brand Nude Day! 2023

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

4.18
4.5k
1
3
7
0

Secret Sissy - Ch. 01

Straight guy becomes a raging sissy.

4.23
43.3k
24
14
68

On-Call Relief Administrator Pt. 04

My men force my purpose up my ass and down my throat.

H
4.7
4.9k
6
1
14
Active tags
Active tags
cross dressing
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