‘transvestite’ stories

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Active tags
transvestite 

Category

Sissy Maid to Mom and Sister Pt. 01

Andy gets caught by his sister in her panties and it's fine.

H
4.58
56.4k
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12
188

Rick Mallet Ch. 05-06

He "interrogates" a transvestite.

4.36
2k
1
0
3

Camming Down the Rabbit Hole Ch. 08

Going deeper into the warren has never been so much fun.

H
4.84
19.7k
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55

Brian or Brianna? Pt. 01

Crossdresser gets caught and has to make a .

4.36
22.4k
11
5
19
0

A Day Out Goes Wrong

A day where things go wrong.

4.34
10.8k
5
2
10
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Camming Down the Rabbit Hole Ch. 07

Technical trouble causes outage, but the show must go on.

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4.83
17.5k
40
11
45

The Law Rises to the Occasion Pt. 02

Franko follows the dictates of duty (kind of).

4.2
4.4k
3
3
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Sweet Pauly Purebred

Drag helps a tiny Asian teen find his (or her) true self.

H
4.68
17.1k
21
6
39
0

My New Lifestyle Pt. 02

Tom 'opens his eyes' by opening his mouth for black cock!

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4.67
15.9k
12
2
22

All The Pretty Girls Ch. 02

Another girl is taken and Penelope works to solve the case.

H
4.76
5.7k
6
4
8

Emma's Stiletto Seduction Pt. 04

Trans Emma's coworker finds a new hole.

H
4.77
7.4k
3
2
7

Old and Gr(a)y

Old dog, new tricks.

4.11
13.5k
5
7
6
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Emma's Stiletto Seduction Pt. 03

Sex outside leads to a sticky situation with voyeur…

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4.67
6.5k
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9

The Humiliation of Emma

Tranny drinks cum and piss.

4.15
12.5k
12
1
22
0

Crystal Becomes a Tranny Slut

My story of how I started crossdressing as Crystal.

H
4.56
36.9k
47
18
70

The Making of an Angel Pt. 08

Further adventures of a cock addicted slut.

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4.69
4.6k
4
0
5

The Witch Doctor Ch. 02

The Jones go back for another session.

4.14
12.6k
5
2
10

Almost Damsel Almost in Distress Ch. 04

Tgirl continues her adventures and slips into some latex.

H
4.86
10.5k
13
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26

Plumbered

A guy renovating his house finds just the right plumber.

H
4.5
19.8k
21
3
38
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What If - Scotty the Hottie Ch. 01

Phoenix stays late with a hook-up & ends up abusing her host.

3.95
6.5k
5
0
12
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It’s Only Dinner - A TRANSformation Pt. 01

How far will Nick go to help his childhood friend?

4.48
28.2k
47
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66

What If - Montreal Trip Ch. 02

Phoenix blows a man in the steam room at the airport hotel.

4.47
3.8k
4
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6

Ginger and Jules Sissy Story Ch. 04

Couples have dinner, cock sucking ensues.

H
4.64
15.2k
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17

The Blond Foreigner

Stranger mixes up male love relationships at Spanish café.

4.42
11.7k
3
2
6
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The Island Ch. 02

Bobbie reveals his secret to the crew of the PT 991.

H
4.65
6.7k
10
1
14

Pizza Delivery with a Twist Ch. 06

My working solo weekend proposal requires approval.

H
4.63
6.7k
3
1
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The Island Ch. 01

Four marooned sailors are joined by a stranger with a secret.

H
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13.3k
18
4
27

Loss of Control Pt. 09

Diana and Tanya begin new lives separated from each other.

4.12
8.2k
5
8
10

Ginger and Jules Sissy Story

Two couples with cross dressing husbands start a friendship.

H
4.53
33.1k
44
13
64

The Lad in the Lingerie Shop Ch. 13

Last Chapter: How to have a sissy honeymoon and beyond.

H
4.52
17.7k
17
8
27

The Prince and the Fairy Pt. 07

A Transvestite, foils a terrorist plot, but at what cost?

H
4.65
3.1k
4
0
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The Lad in the Lingerie Shop Ch. 12

Penultimate Chapter: Robert - the fiance in frillies.

4.46
16.1k
16
3
28

Of Course The Offer Still Stands

A sissy meets a special couple and gets her cherry popped.

4.39
25.3k
14
2
28
0

Sissy Loni on the Big Island Ch. 05

Steve shares special intimacy with Loni as his secret spot.

H
4.6
3.4k
9
0
10

Jack's Offshore

New Orleans crossdresser/transvestite meets offshore worker.

4.15
5.7k
7
0
9
0

Sissy Loni on the Big Island Ch. 03

Loni makes it to Hawaii, meeting Steve at his place.

H
4.76
6.2k
9
1
11

The Sissy Department Store Ch. 05

The young lovers story comes to conclusion in full make-up.

H
4.64
12.2k
12
4
18

The Prince and the Fairy Pt. 03

A Transvestite, foils a terrorist plot, but at what cost?

H
4.58
2.7k
3
2
3

The Prince and the Fairy Pt. 02

A Transvestite, foils a terrorist plot, but at what cost?

4.46
3.2k
2
1
2

The Prince and the Fairy Pt. 01

A Transvestite, foils a terrorist plot, but at what cost?

4.3
5.2k
7
0
8

The Sissy Department Store Ch. 04

Some dressing and make-up and a three-way.

H
4.67
16.9k
15
6
21

The Sissy Department Store Ch. 03

Sissy gets some appropriate clothing and some pussy finally.

H
4.62
16.9k
15
3
19

The Sissy Department Store Ch. 02

The Women bond deeply, sissification begins.

H
4.61
23.3k
24
7
31

The Lad in the Lingerie Shop Ch. 08

Robert gets to wear his boss's panties.

H
4.59
21.6k
24
4
33

The Sissy Department Store Ch. 01

A young sissy is caught and turned out.

4.45
45.8k
57
10
90

CD Stacy's Birthday Surprise

Stacy's girlfriend takes her out for a birthday surprise.

4.46
14.1k
12
5
15
0

Outed as a Crossdresser

Another story of my life with Mistress Sharon.

4.24
9.3k
7
1
10
0

An Evening of Crossdressing

My Mistress and her girlfriend dress me as a girl.

4.44
19.6k
15
3
19
0

Jennifer's Big Night Out Ch. 04

Jenn's big night out with the girls continues.

H
4.7
9k
14
4
17

The Eromenos Pt. 02

Rahi finds herself in an unusual situation.

H
4.69
3.3k
3
3
4

Promise

Paths that cross will cross again.

4.16
7.9k
4
1
9
0

Failed Connections

Pro soccer player goes for fetish play in Denver and Chicago.

H
4.67
6.9k
5
2
8
0

Neville

Crossdresser gets corporal punishment.

4.24
9k
5
1
9
0

A Holiday Worse Than Hell

You go on holiday to relax. This was anything but relaxing!

3.23
22.7k
2
3
13
0

Gay Love in Bozeman

An older man finds romance with a young gay lover.

4.36
13.5k
9
5
12
0

One for the Team Ch. 08

Archie and Sandra piece together what happened to Charlotte.

H
4.8
5.9k
6
5
7

One for the Team Ch. 06

Charlotte & Wendy have grand designs to run a tranny brothel.

H
4.77
7.4k
6
3
6

How had I been volunteered?

Be careful when raising funds for a charity!

4.27
21k
14
5
21

One for the Team Ch. 01

Closet TV is sent to boarding school where she is found out.

4.49
26.1k
30
4
60

Groomed to Depravity Ch. 03

The journey of feminization begins in earnest.

4.49
62.8k
46
6
60

Amelia Jones Ch. 01

Wife is brought into husband's transsexual fantasy

4.48
25.7k
18
7
38
0

Groomed to Depravity Ch. 01

A college boy's life goes awry on Halloween.

4.42
199.4k
290
12
477

The Tree Man saw me!

Wife planned a visitor who caught me out as a sissy cuckold.

4.47
23.6k
28
7
40
0

The Women's Spa - Almost

I visit an all female spa with a little difference.

4.46
23.1k
18
11
33
0

The Flaming Girls Ch. 05

Can Charlie and Robin have a meaningful relationship?

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4.62
5k
2
6
2

The Flaming Girls Ch. 03

Charlie goes back to working the streets despite the Slasher.

H
4.69
5.3k
2
5
3

The Flaming Girls Ch. 02

Essex Slasher's backstory and Charlie's torment continues.

H
4.66
6k
6
3
7

The Flaming Girls Ch. 01

Charlie is a special girl & she's about to be a Flaming Girl.

H
4.57
16.3k
17
9
23

Jennifer's Big Night Out Ch. 02

Jennifer's night out with the girls continues.

H
4.56
13k
13
3
16

Lumberyard Miracle

A tale of improbable love.

H
4.83
32.4k
34
21
53
0

Truth and Beauty in Buttermilk Falls

Sammy's new neighbor had his damn key!

3.91
9.1k
2
0
7
0

Jerry becomes Jill Pt. 03: It Gets Serious

Female lead relationship and shopping for clothes...

4.48
25.3k
23
4
26

A Latex Crossdresser's Dream Pt. 06

A Latex Crossdressers Dream. Part 6. "The Dream continues."

H
4.79
7.9k
9
2
12

The Surrogate Ch. 04

Trans surrogate wife decides to become permanent TS.

H
4.77
23.8k
20
13
28

The Surrogate Ch. 03

Mila is curious about her sexuality and seeks to remedy it.

H
4.62
22.5k
17
5
23

The Surrogate Ch. 02

Man becomes his sister and marries brother-in-law for money.

H
4.69
32.5k
25
6
37

The Surrogate Ch. 01

Twin brother stands in for sister for wifely duties.

H
4.59
56.6k
67
7
132

It's Only Temporary Pt. 01

Susan helps John become the women he's always dreamed of.

H
4.52
87.5k
75
18
135

Cunt! Ch. 08

More spring break shenanigans...

H
4.79
14.2k
19
7
20

A Latex Crossdresser's Dream Pt. 05

The partly true adventures of a rubber lover.

H
4.81
9.4k
6
3
8

Consent Ch. 01

Trans woman recalls an incident in college and vows revenge.

H
4.58
21.9k
34
8
48

Halloween Transvestite Stripper

After a LGBT party my lesbian friend takes me to a Stripclub.

4.25
17.2k
19
2
23
0

In Need of Direction

Young man going nowhere, needs direction to transition.

4.46
12.4k
9
0
14
0

A Cryptic Text

A Crossdresser Called Out.

3.4
7.3k
5
0
6
0
Active tags
Active tags
transvestite
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