‘transvestite’ stories

Active tags
Active tags
transvestite 

Category

Reality Slut Ch. 01

In time, dreams become reality.

4.49
43.4k
5
1
7

Secretary for the Day

Losing a bet I go all out to pass as a convincing secretary!

NEW
4.49
9.7k
16
0
30
0

Work Day, Fun Day

The wife finally gets to see her panty husband.

4.49
52k
32
9
43
0

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

Consent Ch. 07

Jack's fantasy becomes permanent reality.

4.49
43.4k
26
9
28

Jogging Partners

In the park, he makes a new best friend.

4.49
123k
208
16
269

The Seven Dressing Sins: Pride

My girlfriend's fantasy humbles me.

4.49
96.4k
53
8
61

One Earned Night

The story of a well earned evening.

4.49
42.6k
7
3
7
0

Hard Day at the Office

Rachel gets caught by her boss at work.

4.49
116k
31
3
40
0

One for the Team Ch. 01

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

4.49
26.2k
29
4
59

Chastised, Feminized, Sodomized

submissive Asian man and a Dominant woman.

4.49
230.6k
175
46
243
0

Groomed to Depravity Ch. 03

The journey of feminization begins in earnest.

4.49
63.1k
46
6
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

Jerry becomes Jill Pt. 03: It Gets Serious

Female lead relationship and shopping for clothes...

4.48
25.4k
23
4
26

How I Became a Transvestite

A man's journey into crossdressing.

4.48
29.9k
17
2
21
0

Chronicles of Heather Maureen Ch. 12

The life of one transvestite from start to present.

4.48
8.5k
3
2
4

How I Became a Sissy Ch. 01

The story about how I became a sissy.

4.48
38.9k
38
13
66
0

Only a Make Believe Girl

A pretty young man discovers his true self.

4.48
73.6k
23
5
25
0

Breakdown Dilemma

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

4.48
18.8k
14
4
16
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
137.4k
70
10
96

Prince to Queen

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

4.48
104.2k
126
9
170
0

Crossdressing Brother Ch. 02

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

4.48
96.7k
23
1
30

White TV + Black Gangsta - Love

White TV Jill and Black man Jesse move in together.

4.48
44.9k
24
8
28
0

Honey Ch. 1

Wife seduces cross-dressing husband's date.

4.48
122.6k
26
4
39

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

Sissy Bottom Has a Nite Out Ch. 03

More cross-dressing fun with buddy & wife.

4.48
110k
32
7
39

Coming Clean

TV taking to the cleaners.

4.48
39.4k
13
2
14
0

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

Agnes Dourville Ch. 09

Joining the Royal Order of Corsetry.

4.47
14.3k
9
3
12

Her New Girlfriend Ch. 02

Transition: the morning after.

4.47
180.4k
47
5
53

The Elephant in the Room Ch. 01

Closet crossdresser gets found by his scheming wife.

4.47
36.7k
38
6
55

Jenny Plays with the Big Girls Ch. 10

Jimmy pays the theater manager back - as Jenny.

4.47
49.4k
26
9
29

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

Amelia Jones Ch. 01

Wife is brought into husband's transsexual fantasy

4.47
25.8k
18
7
38
0

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

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

4.47
304.6k
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

The Women's Spa - Almost

I visit an all female spa with a little difference.

4.46
23.2k
18
11
33
0

White Bandana Club

Learning a new, inventive service club wrinkle.

4.46
53.1k
5
2
6
0

The Prince and the Fairy Pt. 02

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

4.46
3.3k
2
1
2

Sexual Harassment Ch. 02

Alex's girlfriend continues his humiliation.

4.46
235.4k
46
15
62

The Lad in the Lingerie Shop Ch. 12

Penultimate Chapter: Robert - the fiance in frillies.

4.46
16.2k
17
3
29

Modelling Ch. 01

Talked into modeling his wife's lingerie.

4.46
47.3k
27
4
32

First Contact

First time experiencing going female.

4.46
11.8k
11
8
14
0

Willow World

T-Girl explores her fantasy with her boyfriend.

4.46
36.1k
16
1
21
0

Robin's Adventure

A story of a transgendered's beginnings.

4.46
77.4k
18
3
18
0

Yes Master

Sissy boy is defiled by his friend.

4.46
50.2k
51
7
72
0

CD Stacy's Birthday Surprise

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

4.46
14.1k
12
5
15
0

In Need of Direction

Young man going nowhere, needs direction to transition.

4.46
12.4k
9
0
15
0

The Process

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

4.46
88.6k
9
4
15
0

A Valentines with a Bang...x

The day my boyfriend became my fiance.

4.46
82k
17
3
26
0

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

How I Became A Filthy Tranny Slave Ch. 03

Tranny is turned into a fuck hole.

4.46
69.7k
21
7
23

Alexis Ch. 04

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

4.46
53.2k
17
2
18

The Roommate Pt. 11 - Miranda

Lori pays the price for spreading her wings.

4.46
14.2k
6
0
8

A Lost Bet Ch. 08

Jo pushes the limits to win.

4.45
64.4k
25
15
28

A Wife Comes Around

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

4.45
129.5k
82
3
99

The Bitch Bites Back

Attacker Mike is transformed into crossdressed whore Michele.

4.45
127.9k
47
9
60
0

The Sissy Department Store Ch. 01

A young sissy is caught and turned out.

4.45
46k
56
10
90

I Ventured Out.....Oh My!

Crossdresser receives her first taste and loves it.

4.45
76.3k
12
12
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
75.7k
68
9
94

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

Laci & Johnathon's Story Ch. 02

A continuation of a budding sexual relationship.

4.45
2.4k
000

The Baller Pt. 02

Ex Football Player, Sissy Submission. TILF soccer mom.

4.45
3.7k
1
0
3

A Sister's Revenge Ch. 02

Michael enjoys (?) many first-time experiences.

4.45
203.1k
54
9
63

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

Teacher's Pet

A teacher rediscovers a forbidden love.

4.45
88k
19
5
30
0

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

The Seven Dressing Sins: Vanity

An unsuspecting sissy porn star? How could that happen?

4.45
51.2k
25
3
34

The Elephant in the Room Ch. 02

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

4.45
19.5k
7
5
11

Exhibitionism and the Sargent

The Sargent takes control and makes me embrace my femininity.

4.45
11.6k
3
1
7
0

A Sister's Revenge Ch. 07

Michael's new friend and new taste become addictive.

4.44
55.5k
46
30
50

Reality TV

Married transvestite finds the perfect dominate man.

4.44
104.5k
19
0
30
0

At the Kit-Kat Club Ch. 01

Crossdressing in the Berlin Kit-Kat club with a friend.

4.44
20.7k
21
1
27

My Brother's Ghost Pt. 06

Amanda learns the truth from beyond the grave.

4.44
10.1k
8
10
10

Glory Days Again

Transvestite returns to glory hole blowjob.

4.44
105.7k
22
12
32
0

Snow Bunn

Asian college guy enjoys first anal session.

4.44
68.3k
17
0
20
0

Trapped! Ch. 06

A convincing young CD enters the club on Halloween.

4.44
12.8k
11
0
13

A Sister's Revenge Ch. 01

Michael's decent into womanhood begins with a peek.

4.44
345.7k
159
24
225

Alexis Ch. 03

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

4.44
51.5k
18
0
20

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

Wife helps daddy with bride's new training.

4.44
197.4k
74
14
82

Devil in The Red Dress

Hung and well endowed Hermaphrodite lures a bedmate.

4.44
218.6k
126
12
146
0
1...45678...11
Active tags
Active tags
transvestite
Separate tags with commas. More info in the FAQ