‘transvestite’ stories

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Active tags
transvestite 

Category

Hard Day at the Office

Rachel gets caught by her boss at work.

4.49
116k
31
3
40
0

Maid Service Ch. 03

An arresting development for Marta (Martin).

4.49
59.2k
16
7
18

Consent Ch. 07

Jack's fantasy becomes permanent reality.

4.49
43.4k
26
9
28

Jenny Plays with the Big Girls Ch. 09

Cindi proposes to Jimmy - the catch - he must stay as Jenny.

4.49
48.1k
17
1
19

Modelling

Talked into modelling his wife's lingerie.

4.49
60.1k
43
5
60

Work Day, Fun Day

The wife finally gets to see her panty husband.

4.49
52k
32
9
43
0

One for the Team Ch. 01

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

4.49
26.2k
30
4
60

Jessica's First Time at the Bar...

A young man becomes Jessica for stepfather and his friends.

4.49
25.5k
24
3
37
0

White TV + Black Gangsta - Love

White TV Jill and Black man Jesse move in together.

4.48
44.9k
24
8
28
0

Only a Make Believe Girl

A pretty young man discovers his true self.

4.48
73.6k
23
5
25
0

Cock-Sucker Tales: 'Hellfire Club'

The great Victorian Detective confronts a sexual dilemma.

4.48
26.8k
5
7
5

Working Hard for Her Job

A secretary learns what her boss expects of her.

4.48
137.3k
70
10
96

Prince to Queen

A young Prince is made to marry the usurper of his kingdom

4.48
104.1k
127
9
170
0

How I Became a Sissy Ch. 01

The story about how I became a sissy.

4.48
38.8k
38
13
66
0

Breakdown Dilemma

Dressed up and car breaks down, what can I do...

4.48
18.8k
14
4
16
0

Amelia Jones Ch. 01

Wife is brought into husband's transsexual fantasy

4.48
25.8k
18
7
38
0

Jerry becomes Jill Pt. 03: It Gets Serious

Female lead relationship and shopping for clothes...

4.48
25.3k
23
4
26

Coming Clean

TV taking to the cleaners.

4.48
39.4k
13
2
14
0

Crossdresser Fantasy Come True

Closet crossdresser finally has first experience with a hunk.

4.48
191.9k
44
24
49
0

Lady In The House - Reprise

An imprisoned transvestite prostitute revisited.

4.48
74k
22
0
27

Honey Ch. 1

Wife seduces cross-dressing husband's date.

4.48
122.6k
26
4
39

Sissy Bottom Has a Nite Out Ch. 03

More cross-dressing fun with buddy & wife.

4.48
110k
32
7
39

Chris's Loft

Marlene gets all tied up by Chris and his friends.

4.48
74.8k
11
1
12
0

What If - Montreal Trip Ch. 02

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

4.47
3.8k
4
0
6

Her New Girlfriend Ch. 02

Transition: the morning after.

4.47
180.4k
47
5
53

Crossdressing Brother Ch. 02

Greg has a little fun with her & her best friend.

4.47
96.7k
23
1
30

Modelling Ch. 04

Talked into modelling his wife's lingerie.

4.47
17.8k
13
2
16

The Elephant in the Room Ch. 01

Closet crossdresser gets found by his scheming wife.

4.47
36.7k
38
6
55

My Father-In-Law's New Bride Ch. 02

Father-in-law continues son-in-law's bridal training.

4.47
304.5k
88
10
98

Undercover Angel Ch. 02

TV on the run from the mob is forced to suck cock.

4.47
48.8k
6
0
9

Agnes Dourville Ch. 09

Joining the Royal Order of Corsetry.

4.47
14.3k
9
3
12

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

First Contact

First time experiencing going female.

4.46
11.7k
11
8
14
0

CD Stacy's Birthday Surprise

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

4.46
14.1k
12
5
15
0

Robin's Adventure

A story of a transgendered's beginnings.

4.46
77.4k
18
3
18
0

Modelling Ch. 01

Talked into modeling his wife's lingerie.

4.46
47.2k
27
4
32

The Women's Spa - Almost

I visit an all female spa with a little difference.

4.46
23.2k
18
11
33
0

Willow World

T-Girl explores her fantasy with her boyfriend.

4.46
36.1k
16
1
21
0

The Lad in the Lingerie Shop Ch. 12

Penultimate Chapter: Robert - the fiance in frillies.

4.46
16.1k
17
3
29

Yes Master

Sissy boy is defiled by his friend.

4.46
50.2k
51
7
72
0

The Process

A transvestite's process of becoming a cock loving slut.

4.46
88.6k
9
4
15
0

The Prince and the Fairy Pt. 02

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

4.46
3.2k
2
1
2

In Need of Direction

Young man going nowhere, needs direction to transition.

4.46
12.4k
9
0
15
0

Sexual Harassment Ch. 02

Alex's girlfriend continues his humiliation.

4.46
235.4k
46
15
62

White Bandana Club

Learning a new, inventive service club wrinkle.

4.46
53.1k
5
2
6
0

A Valentines with a Bang...x

The day my boyfriend became my fiance.

4.46
82k
17
3
26
0

How I Became A Filthy Tranny Slave Ch. 03

Tranny is turned into a fuck hole.

4.46
69.7k
21
7
23

Truth Comes Out

Liam introduces himself as Leanne.

4.46
35.5k
9
0
10
0

Delectable Debbie

A man's first T-girl experience.

4.46
72.8k
30
5
37
0

Love a Guy in Uniform

Young CD gets dressed in a roadside park.

4.46
30k
10
4
12
0

A Wonderful Surprise

Sometimes you find a little more than you bargained for.

4.46
69.9k
23
6
33
0

The Roommate Pt. 11 - Miranda

Lori pays the price for spreading her wings.

4.46
14.2k
6
0
8

Alexis Ch. 04

Alexis gets ready for her first time in public; the dance!

4.46
53.2k
17
2
18

A Wife Comes Around

How a wife came around to her husband's pleasures.

4.45
129.4k
82
3
99

The Bitch Bites Back

Attacker Mike is transformed into crossdressed whore Michele.

4.45
127.9k
47
9
60
0

I Ventured Out.....Oh My!

Crossdresser receives her first taste and loves it.

4.45
76.3k
12
12
18
0

The Seven Dressing Sins: Vanity

An unsuspecting sissy porn star? How could that happen?

4.45
51.1k
25
3
34

The Sissy Department Store Ch. 01

A young sissy is caught and turned out.

4.45
46k
56
10
90

A Sister's Revenge Ch. 02

Michael enjoys (?) many first-time experiences.

4.45
203.1k
54
9
63

Laci & Johnathon's Story Ch. 02

A continuation of a budding sexual relationship.

4.45
2.3k
000

The Baller Pt. 02

Ex Football Player, Sissy Submission. TILF soccer mom.

4.45
3.7k
1
0
3

Jenny Plays with the Big Girls Ch. 02

Jimmy gets invited to play volleyball - the catch -as a girl.

4.45
90.5k
34
6
39

Loraine's Quest Ch. 05

Lifetime quest to become a TV slave becomes a reality.

4.45
24.9k
8
0
8

Katrina was Different

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

4.45
20.2k
26
3
28
0

Teacher's Pet

A teacher rediscovers a forbidden love.

4.45
88k
19
5
30
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
68
9
94

The Elephant in the Room Ch. 02

Elizabeth's story, incest, prostitution and transvestite sex.

4.45
19.5k
7
5
11

Jenny Plays with the Big Girls Ch. 03

Jimmy gets practice as Jenny while going out for pizza.

4.45
71.9k
20
4
22

A Lost Bet Ch. 08

Jo pushes the limits to win.

4.45
64.4k
25
15
28

Exhibitionism and the Sargent

The Sargent takes control and makes me embrace my femininity.

4.45
11.5k
3
1
7
0

The Boots

A wife punishes her husband with Ballet boots.

4.44
33.8k
28
5
39
0

Honey Ch. 4

Slaveboy joins Cynthia & her cross-dressing husband.

4.44
75.4k
5
5
9

A Sister's Revenge Ch. 01

Michael's decent into womanhood begins with a peek.

4.44
345.6k
159
24
225

My Brother's Ghost Pt. 06

Amanda learns the truth from beyond the grave.

4.44
10.1k
8
10
10

First Time, From A Window

I want your feminised body and the dildo, in that order.

4.44
80.5k
27
4
43
0

Trapped! Ch. 06

A convincing young CD enters the club on Halloween.

4.44
12.8k
11
0
13

Devil in The Red Dress

Hung and well endowed Hermaphrodite lures a bedmate.

4.44
218.6k
126
12
146
0

Glory Days Again

Transvestite returns to glory hole blowjob.

4.44
105.7k
22
12
32
0

Alexis Ch. 03

Alexis is set up with a date to the dance & goes shopping.

4.44
51.5k
18
0
20

A Sister's Revenge Ch. 07

Michael's new friend and new taste become addictive.

4.44
55.5k
46
30
50

Jacqui Steps Out

He becomes her and reaps the reward.

4.44
108.3k
4
7
6

Snow Bunn

Asian college guy enjoys first anal session.

4.44
68.3k
17
0
20
0

My Father-In-Law's New Bride Ch. 04

Wife helps daddy with bride's new training.

4.44
197.3k
74
14
82

An Evening of Crossdressing

My Mistress and her girlfriend dress me as a girl.

4.44
19.7k
15
3
19
0
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Active tags
Active tags
transvestite
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