‘cross dressing’ stories

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cross dressing 

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Generational Whores Pt. 02

Patti and Linda get their cunts tended to.

NEWH
4.63
2.6k
3
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3

The Corruption of David McGuire

David's stay with his mother's widowed friend opens his eyes.

4.33
4.2k
6
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13
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Humiliated in Bangkok Ch. 03

Humiliated by an Escort--the humiliation continues, at home.

4.31
7.2k
9
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13

My First Time in Panties Pt. 02

James gets caught by his sister and becomes a cheerleader.

H
4.74
14.6k
33
7
58

My First Time in Panties Pt. 01

My first time trying on my mom’s panties…more to come!

H
4.7
16.3k
57
6
89

My Robby wanted to be a cuckold

Wife finds out he husband wants to be a cuck.

4.47
17.7k
29
4
57
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Hotel "Sissy Whores Inn"

Daddy tracks down his runaway son in Sissy Whores hotels.

4.29
2.8k
1
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5
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The Captive of a Cougar!

An older woman punishes a young man for staring at her.

4.16
11k
14
3
40
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A Ladyboy Syndrome Ch. 04

He has been turned surely? What a joy.

H
4.81
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A Ladyboy Syndrome Ch. 03

Yes, he's been turned alright.

4.44
4.7k
4
1
5

Macleish's Biscuits Co. Ch. 02

Between Master and Mistress.

H
4.54
1.1k
1
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1

Wife Finds the Sissy in me

Wife sets me up with her best friends gay work colleague.

H
4.58
20.3k
64
20
87
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The Players

Sparks fly when cross-dresser Keith buys a pretty new dress.

4.31
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3
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A Threesome Between Friends

Childhood friends reuite for a Menage-a-Trois.

H
4.71
10.5k
37
2
71
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A Ladyboy Syndrome Ch. 02

He was turned, wasn't he?

4.25
4.6k
9
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13

Julie Goes to a Wedding Pt. 05

Both the Dommes and slaves are publicaly humiliated.

H
4.5
2.5k
3
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6

Hunt's Cosmetics Pt. 01

The Announcement. Part one of the series.

4.26
4k
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2
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Julie Goes to a Wedding Pt. 03

A sissy dresses "pretty" for the first time.

H
4.52
4.1k
2
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Bellhop

Bellhop - at your service.

H
4.54
4.2k
3
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11
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Gardening Wild Ch. 07

Wife become desperate for sex and gets more than she expects.

H
4.6
3.9k
1
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2

Miss Alyssa's World Ch. 01

My life changes forever after meeting Miss Alyssa.

H
4.67
21.4k
40
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95

Gardening Wild Ch. 06

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

H
4.67
2.6k
1
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3

Dani Bambi Doll Pt. 01

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

4.48
18.7k
37
3
72

Bambi or Bust Pt. 03

Bambi explores the city and introduces me to Master M.

H
4.72
6.5k
8
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10

Lisbeth Moon

Lisbeth Moon joins ASS - Agency For Sexual Satisfaction.

H
4.85
4.6k
6
2
21
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A Simple Life Ch. 72-83

An interesting breakfast and a much needed recharge.

H
4.92
3.1k
10
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17

Jane's Unusual Second Marriage Ch. 01

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

H
4.58
6.3k
6
5
21
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Gardening Wild Ch. 05

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

H
4.54
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1
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Taken by a Bear

Cross dresser James gets what he has longed for.

H
4.58
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8
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21

Gardening Wild Ch. 04

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

H
4.79
3.4k
3
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7

A Queer Formality

A clash of culture at the playhouse. 750 Word Challenge

3.92
1k
2
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Meeting Jim

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

4.43
4.6k
3
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9
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My Housekeeper

Roles of house owner and housekeeper are reversed.

H
4.58
8.7k
15
2
30
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One Last Drag

CD gets a fresh start after breakup - 750 Word Challenge

4.13
3k
3
5
4
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Snowed In Roommates

During a blizzard my roommate discovers my secret.

H
4.72
24.2k
66
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113

Gardening Wild Ch. 03

Wife enlists help to improve her husband's cleaning.

4.46
6.7k
3
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9

A Gurl in the Making Pt. 01

A young man discovers more than they bargained for.

4.47
15.7k
17
3
46

Boiling the Frog Ch. 02

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

H
4.82
5.8k
15
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23

Bambi or Bust Pt. 02

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

H
4.6
12k
17
2
27

Ken

Mum's boy toy.

4.2
5k
5
1
14
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A New Perspective Ch. 03

Pegging leads to clarity and insight for Leslie.

4.43
6.5k
1
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6

Bambi or Bust Pt. 01

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

4.43
17.5k
27
3
53

A Reminder

A teacher performs remotely for Mistress in public bathroom.

H
4.52
4k
3
1
12
0

Ron and Nadine Ch. 06

Ronni's change is complete.

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4.67
3.3k
4
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7

Boiling the Frog Ch. 01

A woman in black drags Scott into self-exploration.

H
4.66
14.1k
30
9
63

Gardening Wild Ch. 02

Husband learns how to become his neighbour's cleaner.

4.36
7.2k
5
2
9

The 39 Year Old Virgin

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

H
4.73
9.5k
23
5
36
0

Life in a Whorehouse Pt. 10

Julie demonstrates her cock sucking skills.

4.08
2.9k
4
0
8

My Judge Fantasy

Judge helps a man explore his feminine side.

4.23
6.7k
3
0
11
0

Lost Suitcase Adventure Pt. 03

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

H
4.7
8.9k
19
3
36

Tales of Transformation - Ch. 02

Andy finds he's changed more than expected.

H
4.52
7.7k
1
11
6

After 13 Years of Marriage

Wife dominates husband to save marriage.

3.76
21.6k
28
18
59
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Lost Suitcase Adventure - Pt. 02

The fun continues and Jesse makes a choice.

H
4.82
13.6k
37
5
60

A Simple Life Ch. 60-71

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

H
4.94
3.8k
7
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14

Becoming My Sister Pt. 09

Aimee’s first public appearance continues…

H
4.79
6.1k
19
2
27

Lost Suitcase Adventure

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

H
4.84
33.6k
113
15
176

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

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

H
4.76
9.3k
16
9
29

Deep

Stella digs deep to dominate her bff Max.

4.25
9k
3
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10
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Sissy Whores Inn Pt. 02

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

H
4.63
13.9k
24
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42

Dinner Parties with a Difference

Smashing a set of plates leads to sexual slavery.

4.22
5.5k
1
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9
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Joey Finds a New App Ch. 57

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

H
4.61
8.2k
15
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Becoming My Sister Pt. 07

Aimee prepares for her first public appearance.

H
4.58
10k
21
8
31

Sissy Whores Inn

Daddy tracks down his runaway son in sissy whores hotels.

H
4.55
20.9k
47
8
78

Jamie's Journey Ch. 02

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

H
4.77
4k
7
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Life in a Whorehouse Pt. 06

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

H
4.54
5k
4
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12

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

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

H
4.52
8.4k
11
5
18

Becoming My Sister Pt. 06

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

H
4.76
13.1k
26
3
36

Fire shows the way

Fire shows the way to a new existence.

4.32
2.8k
0
1
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Christmas Party, Don't Try Too Hard

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

4.14
4.8k
4
1
9
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Becoming My Sister Pt. 05

Things take an unexpected turn for ‘Aimee’…

H
4.75
16k
29
6
45

Big Cock Boss Pt. 02 - Intern

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

H
4.63
10.4k
26
2
47

A Surprise for Dane Pt. 02

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

H
4.64
6.1k
7
1
13

The devil in Mr Howard

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

3.5
1.9k
1
2
2
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Debbie and Sara Ch. 05

Pink panties and pink panties.

H
4.76
5.2k
11
2
19

A Time for Giving and Discovering

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

H
4.86
14.6k
17
6
46
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Seduced and Broken In Ch. 02

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

H
4.61
4.3k
7
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12

My Good Boy Continues his Lessons

Another lesson in control, whilst away for the night.

3.93
5.8k
2
0
5
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A Simple Life Ch. 50-59

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

H
4.81
3.4k
11
6
19

Cross Dressing

A tale of forfeits and cross dressing.

4.18
3.3k
2
1
4
0

Family Ties Ch. 03

Sam meets Danielle, his new daughter.

H
4.86
3.4k
7
1
13

Her Tutu was Too Much

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

H
4.62
13.4k
35
2
76

Jamie's Journey Ch. 01

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

H
4.79
3.5k
6
3
16

Games for Gamers

A lazy gamer gets ticked by his own loving girlfriend.

4.36
21.8k
33
9
72
0
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Active tags
cross dressing
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