‘transvestite’ stories

Active tags
Active tags
transvestite 

Category

Back Row Babe

Sordid sex with strangers in a cinema!

4.08
45.8k
18
3
25
0

Olivia

Two cross dressers meet.

4.37
45.6k
22
0
25

Caught In the Tranny Master's Web

A young tranny finds herself lured into prostitution.

4.19
45.4k
19
1
24
0

The Cause

A cock-loving transvestite's ponderings.

4.31
45.2k
12
3
14
0

The Private Transvestite Detective

This private detective wears a skirt and makeup.

4.15
45.1k
17
4
19
0

Jenny Plays with the Big Girls Ch. 08

Jimmy gets ready to greet the world as Jenny.

H
4.56
45.1k
15
1
18

Wearing Her Clothes

A celebrity's overnight bag leads to temptation.

4.16
45k
4
2
5
0

White TV + Black Gangsta - Love

White TV Jill and Black man Jesse move in together.

4.48
44.9k
24
8
28
0

Lady In The House Ch. 16

Final chapter in this series about transvestites in prison.

H
4.58
44.7k
12
7
12

Lady In The House Ch. 15

Transvestite prison prostitute gets taken by her guards.

H
4.62
44.6k
10
1
13

Cancelled Date Night Ch. 03

Sarah and Dave help improve Colleen's confidence.

H
4.55
44.6k
21
2
25

The Unexpected Prey

Raphael gets confronted with his true nature.

4.24
44.5k
14
3
18
0

Stockings & Stalkings Pt. 01

Tranny goes out for some fun but is forced to submit.

4.25
44.5k
28
9
38

Finishing School For Ladies Ch. 01

Transvestite hides in ladies finishing school, sex ensues.

H
4.54
44.5k
67
8
100

Pillow Talk Ch. 01

Cop is forced to go undercover as a transvestite hooker.

H
4.5
44.5k
64
5
93

You're My Bitch Now Ch. 02

Rick gets much closer to Chris.

H
4.71
44.4k
42
7
49

My Brother's Ghost Pt. 05

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

0
44.3k
5
3
7

Lisa's Big Night Out

Tgirl Lisa goes looking for fun and ends up in swingers club.

H
4.57
44.3k
16
3
25
0

Winning Big in Las Vegas

Winning more than $ in Vegas.

4.16
44.3k
12
2
17
0

Gas Money

First time experience with a sissy boy.

4.32
44.2k
45
6
58
0

Tranny Night Out and One Kinky Session

The first time out dressed and one dirty foursome to follow

4.36
43.9k
23
2
25
0

Lady In The House Ch. 14

Transvestite prison prostitute is forced to sell herself.

H
4.54
43.8k
13
1
13

CD Adventures Truckers Ch. 02a

A 'somewhat passable' CD on a road trip with a trucker.

H
4.6
43.7k
16
13
19

Happy Endings Ch. 02

Desiree becomes a girl of the week.

4.41
43.5k
11
1
13

Consent Ch. 07

Jack's fantasy becomes permanent reality.

4.49
43.4k
26
9
28

Reality Slut Ch. 01

In time, dreams become reality.

4.49
43.4k
5
1
7

The Door to Door Stocking Salesman Ch. 02

He knows transvestite's secret; plans to surprise her.

H
4.8
43.4k
25
6
26

Prom? Ch. 03

Anna, Natalie and Mike go to a bar. The tension rises.

H
4.68
43.2k
56
7
66

Unconditional Love Ch. 09

Jamie gets involved with Mike and Alison.

H
4.77
43k
54
2
57

Mistress Melody Visits

He meets Mistress Melody for the first time.

3.61
42.7k
4
0
5
0

One Earned Night

The story of a well earned evening.

4.49
42.6k
7
3
7
0

Arabian Nights Pt. 02

Michele is held captive & trained to be a transvestite whore.

4.38
42.4k
30
2
34

Hotel Party

Invited to a party with consequences.

4.1
42.4k
27
4
41
0

Mistress Chantel, Tranny Dominatrix Ch. 01

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

4.02
42.1k
26
0
47

Marilyn's Family Reunion

Marilyn gets reunited with her lover, possibly forever.

H
4.55
41.9k
12
0
12

Michele And The Predator Ch. 04

Our intrepid transvestite heroine is forced to submit.

H
4.75
41.9k
15
2
16

A Merry Christmas Lock In

A close knit group of friends get trapped in Mall...

H
4.7
41.6k
68
11
81
0

Undercover Angel Ch. 04

Transvestite on run is finally caught & fucked.

H
4.68
41.5k
13
3
14

Harrie Ch. 02

Harrie goes from ass fucking trannie ho to pornstar.

3.98
41.2k
5
1
7

Aphora's Mission Ch. 01

From regular Joe to irregular captive.

4.18
40.9k
25
3
46

Old World Magic Ch. 10

Magically mind reading a redhead.

H
4.75
40.6k
28
13
33

Missing Morning Consequences

CD wife comes home to find husband waiting.

4.06
40.6k
19
3
27
0

Jenny's Journey

TG pain-slut finds her dream Master.

4.34
40.5k
20
2
26
0

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

Part 6 of the story of a young crossdresser.

H
4.54
40.2k
25
6
34

Unfinished Business

New client boldly ups the ante upon a second visit.

4.32
39.8k
7
1
11
0

The Making of Meaghan Ch. 03

Brian takes time away to sort things out.

H
4.55
39.8k
32
5
44

Sweet Transvestite

Backstage sex at Rocky Horror.

4.13
39.7k
9
2
11
0

Dressing to Please Ch. 01

Discovering my submissive side and need to please.

4
39.5k
13
3
18
0

Coming Clean

TV taking to the cleaners.

4.48
39.4k
13
2
14
0

Laurie's Nightclub Adventure

Laurie gets more than he/she expected at a nightclub.

4.33
39.3k
13
4
17
0

Transnational

Transvestite is blackmailed by MI6 to do dirty work.

H
4.5
39.2k
20
10
28
0

Love is Grand

Three generations of men accept their feminine destiny.

4
39.2k
4
1
4
0

P Is for Penni

... two trainee she-males.

H
4.68
39k
9
7
11
0

Camming Down the Rabbit Hole Ch. 12

It’s getting very messy, but it's all building to a finale.

H
4.89
39k
65
78
76

Two Days with Dave

A submissive transvestite dates a vicious Dom.

4.05
39k
7
3
9
0

Almost Damsel Almost in Distress

Transvestite plays in self-bondage and gets "rescued".

H
4.76
38.9k
75
7
127

How I Became a Sissy Ch. 01

The story about how I became a sissy.

4.48
38.9k
38
13
66
0

Emily and Steve Ch. 04

Emily and Steve go away for the weekend to a country house.

H
4.63
38.9k
13
0
13

The Hitman Wore Heels

Transvestite hitman blows a mobster then blows him away.

H
4.59
38.6k
26
6
27
0

Made to be a Transvestite Pt. 01

He wants me to be his replacement girlfriend for the weekend.

4.05
38.5k
30
8
37
0

Visiting David Ch. 02

Panty lover meets his match.

4.43
38.5k
3
1
3

Michele And The Predator Ch. 05

The final chapter; what will happen to Michele now?

H
4.63
38.5k
14
2
14

You're My Bitch Now Ch. 03

Rick has an encounter with his boss at work.

H
4.65
38.5k
31
4
34

Ernestine

A beauty contestant who gives out the prize.

4.32
38.3k
20
8
22
0

Lady In The House Ch. 12

Michele, transvestite prison prostitute, in more trouble.

4.41
38.1k
12
0
13

Lady In The House - Reprised Ch. 18

Transvestite prison prostitute Michele continues her saga.

H
4.66
38.1k
18
2
20

The Great Leap Forward

My desires are altered forever by a manipulative older TV.

H
4.57
38k
18
5
23
0

Cunt! Ch. 04

Ashley continues her exploration.

H
4.77
37.9k
32
7
37

Nightfall

The adventures of a prostitute, or is it?

4
37.6k
2
0
3
0

Benny's Secret

A Midwest boy's journey to womanhood and back.

H
4.52
37.4k
9
5
11
0

He Calls Me Naomi

A tranny explains how her master controls her life!

4.19
37.3k
8
0
15
0

Greengages Ch. 04

The surprises keep on coming.

4.38
37.1k
3
4
6

Crystal Becomes a Tranny Slut

My story of how I started crossdressing as Crystal.

H
4.56
37.1k
47
18
70

Winning Incentive

A planned celebration takes an unexpected turn.

4.03
36.9k
5
6
5
0

Miles's Conundrums Ch. 02

And the story goes on!

3.98
36.8k
8
2
9

The Elephant in the Room Ch. 01

Closet crossdresser gets found by his scheming wife.

4.47
36.7k
38
6
55

Anthony/Toni

After time apart, his transvestite brother seduces him.

4.38
36.5k
26
2
29
0

The Landlady Pt. 01

We all need a room where we can dress in secret, but...

4.27
36.2k
20
6
35
0

Big Black Transvestite Mistress

Submission to a Big Black Transvestite Mistress.

H
4.74
36.1k
87
12
137

Willow World

T-Girl explores her fantasy with her boyfriend.

4.46
36.1k
16
1
21
0

Kane

Amnesiac finds male love.

H
4.75
36.1k
51
12
58

The Storage Bin Ch. 02

Weekly dress-up game turns into a hot encounter: continued.

4.35
35.8k
13
3
16

This that go Bump in the Night

Unwanted intruder takes the Tv in more ways than one.

4.26
35.8k
4
2
9
0

Mistress Styles and the Humbler

Building a Humbler and giving it to the wife?

3.8
35.7k
12
4
24
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Active tags
Active tags
transvestite
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