‘transvestite’ stories

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Active tags
transvestite 

Category

Connie Goes to College Ch. 05

Connie's first time in public continued.

H
4.55
24.1k
7
0
8

One Week Ch. 02

The continuing adventures of Louise.

H
4.7
102.3k
34
7
39

One Week Ch. 01 Second Edition

Updated verison of One Week.

HW
4.74
458.4k
222
37
267

Tough Love

Wife is too sick to domme, so she gets hubby's buddy!

3.59
94.2k
12
5
24

The Therapist

He learns about the girl that lives inside him.

4.27
115.2k
37
7
54

Forced Entry

Transvestite caught in her hotel room is forced into sex.

H
4.52
256k
103
14
137
0

A Story of Forbidden Love Ch. 01

Rowan develops desire for her transvestite son.

4.1
61.6k
18
0
20

Man Is Humiliated By Escort

Humiliated by escort, her clients and wife.

4
273.8k
71
12
92
0

The Babysitter

Babysitter guy becomes babysitter girl.

H
4.63
873.2k
924
65
1.3k
0

Kimmy the T-girl

A transvestite gets dominated by a stud.

4.15
74.5k
10
8
12
0

Glory Days Again

Transvestite returns to glory hole blowjob.

4.44
105.7k
22
12
32
0

Suzie Meets Desiree

Suzie meets Desiree, "The Hot To Trot Transvestite."

4.43
25.7k
5
1
6
0

Cross-dresser Drinks Cum

A cross-dresser and his girlfriend reveal secrets.

H
4.5
236.7k
73
23
97
0

More

Some games are more compelling than others.

4.42
128k
51
0
72
0

Basement Treasures

Cleaning out dad's basement leads to family secrets.

4.31
235.2k
39
6
65
0

Letter from Tampa

He doms men and women for money!

4.12
21.1k
1
3
1
0

Turning the Teacher Ch. 02

Matt takes his sexy sub teacher and dresses him up.

H
4.52
92k
41
3
56

Ringer

It was just supposed to be a little change of pace.

4.37
79.5k
6
4
10
0

Stevie's Black Lace Adventure

He is forced to wear sexy black lacy nylon lingerie.

4.24
119.8k
25
9
31
0

Undercover Angel Ch. 04

Transvestite on run is finally caught & fucked.

H
4.68
41.5k
13
3
14

TV Blowjob Slut for Blacks Ch. 02

Hubby becomes a blackman's steady blowjob slut.

H
4.58
156.7k
62
14
74

Undercover Angel Ch. 03

Transvestite in hiding forced to fuck.

H
4.52
47.9k
12
2
13

Undercover Angel Ch. 02

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

4.47
48.8k
6
0
9

My First Time

Cross-dresser's first time with a man.

0
82k
23
6
31
0

Halloween Cross-Dressing Bash Ch. 08

Bob attends the Topsy Turvy Halloween Cross-Dressing Bash.

4.16
51.4k
9
3
9

Coming Clean

TV taking to the cleaners.

4.48
39.4k
13
2
14
0

Undercover Angel Ch. 01

Mike goes undercover as a transvestite to escape crime boss.

4.37
65.9k
33
1
47

How I Became A Filthy Tranny Slave Ch. 03

Tranny is turned into a fuck hole.

4.46
69.7k
21
7
23

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

Tightlaced for a Gay Evening

His special clothes were his secret - but not tonight.

4.1
54.1k
10
0
14
0

The Door to Door Stocking Salesman

Man with stocking fetish sells stockings to a transvestite.

H
4.66
93.7k
42
7
52

Florida Vacation

Staying in a dive motel can be hazardous to one's ass.

4.37
214k
47
13
71
0

Alexis Ch. 04

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

4.46
53.2k
17
2
18

Alexis Ch. 03

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

4.44
51.5k
18
0
20

Deepest Fantasies #05

Sean's ultimate fantasy is fulfilled.

4.36
34.8k
4
1
4

Lady In The House Ch. 16

Final chapter in this series about transvestites in prison.

H
4.58
44.7k
12
7
12

The Hitman Wore Heels

Transvestite hitman blows a mobster then blows him away.

H
4.59
38.6k
26
6
27
0

Teacher's Pet

A teacher rediscovers a forbidden love.

4.45
88k
19
5
30
0

Driving Miss Michele

Transvestite is abducted by a criminal gang.

H
4.5
88.3k
29
5
36
0

First Time Out

An account of my latest adventure.

4.39
57.8k
5
10
9
0

Michele and Buster: A Tranny Tale

Tranny Michele meets Buster for sexy fun.

4.07
382.6k
15
7
16
0

Paying Mommy’s Mortgage

Mom has to use son as mortgage payment.

4.15
444.7k
159
12
238
0

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

Home Alone: Day 01

Young man loves crossdressing at home.

3.66
95.7k
12
1
16

TV Blowjob Slut for Blacks

He goes to the wrong bar and forgets his wallet.

H
4.56
182.9k
141
21
164

Miles's Conundrums Ch. 03

Miles falls yet further.

3.78
33.3k
3
2
3

Miles's Conundrums Ch. 02

And the story goes on!

3.98
36.8k
8
2
9

Michele Nylons' Stories Ch. 05

Fifth instalment; Buster comes to visit.

4.43
51.7k
10
2
11

Alexis Ch. 02

The further adventures of Alexis and her slut transformation.

H
4.54
83.9k
31
8
34

Alexis

Young crossdresser begins the transformation to a slut.

4.43
130.3k
51
6
57

In My Place Ch. 02

His domination continues. What are his wife's plans for him?

4.39
125.6k
14
6
20

Lady In The House Ch. 15

Transvestite prison prostitute gets taken by her guards.

H
4.62
44.6k
10
1
13

Sexy

Teasing aspiring transvestites can make them feel sexy.

3.68
49.2k
5
1
5
0

Mandy Gets Her Man!

Transvestite Mandy gets the unexpected.

4.21
49.5k
6
3
9
0

Olivia

Two cross dressers meet.

4.37
45.6k
22
0
25

My Father's Women

Daddy isn't just a crossdresser, he's an actress as well.

4
49k
10
3
17
0

The Applicant

Cross-dressing man gets job as female secretary.

4.16
68.2k
23
2
34
0

Her New Girlfriend Ch. 02

Transition: the morning after.

4.47
180.4k
47
5
53

The Lap Dancer Ch. 01

Cross-dresser gives his roommate a lap dance.

H
4.56
84.6k
59
0
69

In My Place

Crossdresser is forced to go a lot further than he intended.

4.4
231.4k
76
16
94

Violation

Closet transvestite gets a visitor in her house one night.

4.41
105.7k
47
6
54
0

The Storage Bin Ch. 02

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

4.35
35.8k
13
3
16

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

Dorm Floor Bitch v. 05

Michael goes out as Michelle for Spring Break fun.

0
78k
15
2
19

Girl's Night Out

Showing a friend the joys of public femininity.

H
4.66
151.5k
63
20
83
0

Chrissy Grows Bolder

Crossdresser goes out dressed to meet a man.

H
4.62
65.8k
18
8
18
0

A Lost Bet Ch. 08

Jo pushes the limits to win.

4.45
64.4k
25
15
28

Lady In The House Ch. 14

Transvestite prison prostitute is forced to sell herself.

H
4.54
43.8k
13
1
13

The Private Transvestite Detective

This private detective wears a skirt and makeup.

4.15
45.1k
17
4
19
0

White TV + Black Gangsta - 1st Date

A submissive white TV meets a black gangsta online.

4.4
71.9k
24
7
27
0

Lady In The House Ch. 13

Transvestite prison prostitute gets a visit from the Warden.

4.4
47.5k
12
0
12

Lady In The House Ch. 12

Michele, transvestite prison prostitute, in more trouble.

4.41
38.1k
12
0
13

Tall Beautiful Woman Made Me Cum

He gladly submits to a tall lady.

3.26
91.4k
5
3
11
0

Emily and Steve Ch. 03

T-girl and boyfriend soap up in the shower.

H
4.66
60.2k
17
0
18

Vicky Ch. 03

Vicky finds happiness, and the balance she needs.

H
4.72
33.2k
12
7
12

Crossdresser Fantasy Come True

Closet crossdresser finally has first experience with a hunk.

4.48
191.9k
44
24
49
0

Teach Me Trans-Mistress Ch. 04

Nancy's is brought deeper into Leah's Domination.

H
4.51
79k
14
3
17

Cum Drinker

Sister fucks cross-dressing brother.

4.27
204.3k
48
0
77
0

Putting Myself Through College Ch. 08

18-year-old escort works - this time in a dress.

4.27
50.4k
6
5
10

Stockings and Heels in Public

Newbie CD tries out stockings & more in adult theater.

4.33
128.1k
42
18
52
0

Poker Night Servant

Gen serves the men, on her knees!

4.11
138.1k
20
11
21
0

Lady In The House Ch. 11

Next instalment of reluctant transvestite prison whore.

4.43
46.7k
10
2
10

White Bandana Club

Learning a new, inventive service club wrinkle.

4.46
53.1k
5
2
6
0

Love is Grand

Three generations of men accept their feminine destiny.

4
39.2k
4
1
4
0

Brianne in her College Days

Crossdresser finally takes a look outside her dorm.

4.25
52.7k
6
0
7
0

Greengages Ch. 04

The surprises keep on coming.

4.38
37.1k
3
4
6

Brotherly Love, Sisterly Love Ch. 02

The crossdressing twins enjoy a costume party.

H
4.68
202.1k
107
17
116

A Little Bit of Give and Take

A stale sexlife is revitalised when they trade fantasies.

H
4.6
111.5k
16
6
22
0
Active tags
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transvestite
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