‘transvestite’ stories

Active tags
Active tags
transvestite 

Category

Escapism: Nightingale

A reflection of a sissy's journey to womanhood.

4.24
17.2k
8
3
12

Escapism: The Modern Man

Escapism can be a wonderful thing.

H
4.52
12.8k
11
7
13

Escape to Constantinople

White Russian Pyotr finds love in escape from the Bolsheviks.

H
4.63
17.9k
13
3
17
0

One Week Ch. 05 Second Edition

First time Part 5 is available on Literotica!

H
4.79
17.9k
8
7
12

Barrack Room Betty Ch. 16

Final chapter-Michele goes full time trans and moves on.

H
4.76
13.4k
14
10
14

Aphora's Mission Ch. 01

From regular Joe to irregular captive.

4.18
40.9k
25
3
46

My Obsession Ch. 02

A young gurl becoming a wuman.

H
4.61
17.8k
13
6
13

First Time

Very close to the truth about first trans experience.

H
4.65
58.4k
55
7
68
0

Barrack Room Betty Ch. 10

Michele gets posted to a ship where a surprise awaits.

H
4.66
13.5k
8
1
8

Barrack Room Betty Ch. 09

The four tranny Wrens go out on the town for some fun.

H
4.63
12.4k
6
1
6

What the Fuck? Ch. 04: Slut Conversion

Couple creates new bisexual slut slaves.

H
4.59
51.1k
20
1
41
0

My Obsession

A young girl becoming a woman.

H
4.61
39k
22
4
31

Chronicles of Heather Maureen Ch. 13

The life and times of one transvestite through the years.

H
4.65
9.8k
6
4
7

Chronicles of Heather Maureen Ch. 12

The life of one transvestite from start to present.

4.48
8.5k
3
2
4

Mistress Chantel, Tranny Dominatrix Ch. 05

Chantel & Kerri meet for the partnership & fun at dinner

4.13
9.2k
4
3
5

Mistress Chantel, Tranny Dominatrix Ch. 04

Continuing story, Chantel meets Kerri's friends.

3.84
9.1k
4
0
4

The Roommate Pt. 11 - Miranda

Lori pays the price for spreading her wings.

4.46
14.2k
6
0
8

My "Uncle" Caught Me in Pantyhose! Pt. 06

Part 6 of the story of a young crossdresser.

H
4.54
40.1k
25
6
34

Chronicles of Heather Maureen Ch. 11

The life of one transvestite from start to present.

4.43
9k
4
1
5

Mistress Chantel, Tranny Dominatrix Ch. 02

Journey of this Tranny Dominatrix and the men who visit.

4.32
23.5k
6
2
8

Mistress Chantel, Tranny Dominatrix Ch. 01

The Journey of this Tranny Dominatrix and the men who visit.

4.02
42k
26
0
47

Chronicles of Heather Maureen Ch. 10

The life of one transvestite from start to present.

H
4.62
9.9k
5
0
6

Chronicles of Heather Maureen Ch. 09

One transvestite's life from start to present.

4.43
8.7k
7
0
8

Chronicles of Heather Maureen Ch. 08

The life of one transvestite from start to present.

H
4.58
10.4k
8
0
9

The Diablo Masquerade Pt. 10

Epilogue... Kira and Rhonda tie up loose ends being playful.

0
5.2k
1
2
5

The Diablo Masquerade Pt. 09

Kira uses the Diablo Masquerade to end the madness.

4.42
4.3k
2
0
3

The Diablo Masquerade Pt. 08

Rhonda and Kira head into the coming storm.

0
4.4k
3
0
3

The Diablo Masquerade Pt. 07

Kira gets devious with her sex appeal to escape confinement.

0
5.1k
2
0
2

The Diablo Masquerade Pt. 06

Descent into the Abyss. Kira learns her true power.

0
4.5k
2
0
4

Babette in K-Town

A cross-dresser's prostitution fantasy.

4.22
25.7k
11
5
15
0

The Diablo Masquerade Pt. 05

Destination Hell. Kira suffers before help arrives.

0
7.3k
1
0
2

The Roommate

Becoming roommates offers more than sharing the rent.

4.21
104.8k
57
9
95

Chronicles of Heather Maureen Ch. 04

The life of one transvestite from start to present.

H
4.5
13.1k
6
0
7

Chronicles of Heather Maureen Ch. 05

One transvestite's life from start to present.

4.37
12.6k
6
2
7

The Diablo Masquerade Pt. 04

Kira discovers the maze of shadows on her existence.

4.2
5.9k
3
1
5

The Diablo Masquerade Pt. 03

Kira gets punished for deceiving Rhonda.

4.36
5.9k
3
0
5

Chronicles of Heather Maureen Ch. 03

One transvestite's life from start to present.

H
4.6
16.2k
12
1
13

Becoming My Neighbor's GF Ch. 01

Kyle's neighbor is interested in his new crossdressing habit.

H
4.5
86.2k
55
15
86
0

The Diablo Masquerade Pt. 02

A game of deception gets Kira in trouble.

0
5.8k
2
0
3

Chronicles of Heather Maureen Ch. 02

The life and times of a transvestite from start to present.

H
4.5
19.6k
13
3
14

The Diablo Masquerade Pt. 01

The adventure begins for Kira Brandenburg.

4.08
9.5k
6
5
12

Director's Choice

Hired to Play Romeo to cross-dressed Juliet.

4.39
28.6k
16
1
20
0

My Brother's Ghost Pt. 06

Amanda learns the truth from beyond the grave.

4.44
10.1k
8
10
10

My Brother's Ghost Pt. 05

Amanda sees a ghost, her world is turned upside down.

0
44.3k
5
3
7

My Brother's Ghost Pt. 04

Amanda's discovery sets things in motion with Scott.

4.43
8k
6
5
6

My Brother's Ghost Pt. 03

Dark Hollow Falls. Amanda gets a taste of the supernatural

4.24
8.1k
5
2
5

My Brother's Ghost Pt. 02

Amanda and Scott venture into the mountains of Skyline Drive.

4
10.5k
5
1
5

First Time Sissy at the Gloryhole

I wanted to be seen in my frilly things, but I got more.

4.14
112.1k
37
14
60
0

Serving a Dominant Couple Pt. 08

Day 2 at the BDSM Resort ends with a transformation.

H
4.65
23.7k
9
3
12

Halfway

Stuck in GM land between nowhere and nowhere else.

4.38
18.5k
6
2
7
0

The Seduction of Peter

Young man is seduced by an older woman who shares his fetish.

H
4.64
69.2k
59
13
81
0

Consent Ch. 07

Jack's fantasy becomes permanent reality.

4.49
43.3k
26
9
28

First Dawn

Transvestite loses her virginity to her Mistress.

4.12
18.2k
10
3
11
0

So You Want to be a Nurse? Ch. 08

Transvestite nurse is forced to suck and fuck.

H
4.67
28.7k
19
4
22

Letter From Hobson Bend

Can Lionel take being stapled to the floor by his dick?

3
17.3k
3
2
9
0

So You Want to be a Nurse? Ch. 07

Michele and Polly entertain the doctor and the inspector.

H
4.66
17.4k
15
1
17

So You Want to be a Nurse? Ch. 06

Michele is arrested and punished after servicing a punter.

H
4.61
18.8k
21
1
23

Cunt! Ch. 04

Ashley continues her exploration.

H
4.77
37.9k
32
7
37

So You Want to be a Nurse? Ch. 05

TV Nurse Michele is hired to service clients at sex party.

H
4.72
23.7k
19
3
21

Katrina was Different

I could tell, maybe, I mean, I think I could tell.

4.45
20.2k
26
3
28
0

Mummy's in Charge

She rules her adult sons and husband!

3.54
64.8k
19
1
39
0

Busted

Dreams can come true.

H
4.68
69.4k
66
12
73
0

Eustace, College President

Submissive College Presidents have interesting lives!

3.7
18.4k
2
0
9
0

So You Want to be a Nurse? Ch. 04

Michele goes to hotel to service a punter an enjoys.

H
4.59
19.4k
19
4
21

Daddy Complex Ch. 01: Giving It Up

A strange request leads to one unforgettable night.

H
4.56
132.3k
158
17
258
0

Secrets of Buttermilk Falls

About Slave Ellis and his dominant and submissive friends!

3.22
12.9k
0
2
3
0

For The Love Of Breast...

About how far one man would go with his obsession for boobs.

4.02
28.3k
16
3
17
0

So You Want to be a Nurse? Ch. 03

Michele is trained to be a transvestite prostitute.

H
4.57
29.2k
27
4
30

Letter from Teehan Creek

A few words from Mistress Felicity.

4.33
9.7k
00
1
0

Chastitymomma

Irene doms her husband, and then also her adult stepson!

3.86
56.6k
19
5
29
0

So You Want to be a Nurse? Ch. 02

Polly visits Michele to help her dress, sexy evening follows.

H
4.62
35.5k
29
4
30

Letter from Jefferson City

Licia, dominant wife!

3.64
16.5k
3
1
5
0

Results of the New Arrangement

Our hero from "The New Arrangement" is learning to live!

2.62
13.3k
5
0
9
0

Dressing to Please Ch. 01

Discovering my submissive side and need to please.

4
39.5k
13
3
18
0

So You Want to be a Nurse? Ch. 01

Male nurse is forced to become a tranny nurse & fuck the Doc.

4.45
75.6k
67
9
93

Doggies Make Good Maids

Lily's husband cleans Jill's home, then himself and Jill.

4.19
50.3k
12
4
30
0

Arabian Nights Pt. 06

Final chapter as Michele takes her revenge on Jahmal.

H
4.53
22.7k
13
5
15

Letter from Jarretsburg

He hired a Master and Mistress.

3.88
10.4k
0
1
3
0

Watching the Detectives

TG Detective tries to find out who is attacking London TGs.

H
4.84
31.2k
53
13
62
0

Sheila and Penny

Sissies submit to their dominant wives.

4.36
83.3k
53
6
77
0

Back Row Babe

Sordid sex with strangers in a cinema!

4.09
45.8k
18
3
25
0

Dee Dives down a Dark Alley

A tranny takes a terrible wrong turn!

4.14
24.4k
8
4
13
0
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Active tags
Active tags
transvestite
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