‘transvestite’ stories

Active tags
Active tags
transvestite 

Category

Unfinished Business

New client boldly ups the ante upon a second visit.

4.32
39.8k
7
1
11
0

Loving the Crossdresser

Friend helps guy become a female.

4.27
105.7k
22
12
24
0

The Great Leap Forward

My desires are altered forever by a manipulative older TV.

H
4.57
38k
18
5
23
0

The Road Less Traveled

Older man finally gives in to urge to use a younger sissy.

4.39
59.2k
13
4
21
0

Tacking into the Wind

TS girlfriend wants me to become her escort partner.

H
4.53
47.7k
21
1
29
0

Uptown Girls

Story of my dressing & first TV threesome.

4.41
35.1k
12
2
13
0

Tips for Better Writing

Some notes on helping others improve their writing skills.

3.6
66.4k
12
24
22
0

The Good Neighbor

Crossdressing male nurse becomes grieving man's wife.

4.43
71.5k
35
5
38
0

Magic Panties Ch. 02

Roy has sex, then realizes somethings up with the panties.

H
4.52
137.9k
43
4
51

Lisas Ibiza Experience

Lisa goes on holiday with her man and gets well used.

4.38
53.8k
12
1
20
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

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

How I Became a CD SLUT Cum Junky Ch. 02

A Halloween party before the gang bang and I get too wild!

H
4.77
124.6k
86
12
94

How I Became a CD SLUT Cum Junky

True to fact embelished origin of my CD life and cum craving.

H
4.67
183.4k
143
16
173

One Weekend

I had some fun one weekend in my ex-girlfriend's clothes.

4.33
85.7k
10
4
14
0

Harrie Ch. 02

Harrie goes from ass fucking trannie ho to pornstar.

3.98
41.2k
5
1
7

The Beauty Therapists and the CD Ch. 01

Cross-dressing with my wife and her two friends.

4.19
63.6k
20
5
24

A Night to Remember

My first cock while dressed as a woman.

H
4.52
128.5k
43
18
52
0

Chatham Square

Letters drive the lives of eccentric characters in Savannah.

H
4.86
10.8k
5
11
5
0

TV Blowjob Slut for Blacks Ch. 03

Blowjob slut hubby mouth-fucked again by black stranger.

H
4.63
120.9k
51
19
61

Randi Michelle's Sissy Subjugation

One sissy's fantasy of how she will be transformed.

4
210.1k
24
8
37
0

Office Casual

Secretary discovers the surprising truth about her boss.

4.13
87k
14
4
19
0

Maid Service Ch. 03

An arresting development for Marta (Martin).

4.49
59.2k
16
7
18

Sweet Transvestite

Backstage sex at Rocky Horror.

4.13
39.7k
9
2
11
0

Coming to Savannah

Author struggles to find love anew in Savannah.

H
4.53
32.4k
8
8
13
0

Tony to Tanya Ch. 03

Tony, Sarah and Sophie go out for the evening.

H
4.58
58.8k
36
4
39

Sister is My First

He's caught in sis's lingerie.

0
274.3k
103
27
129
0

Bethany's First Bra

He wants to be her lesbian friend.

4.27
60.9k
16
6
20
0

Ligaya

Our marriage. Her submission.

3.97
46.3k
4
0
6
0

A Transvestite Love

Bi-sexual man finds the perfect lover.

H
4.59
100.5k
54
10
60
0

The Perils of Sweet Sue and Smokey

Can a gorgeous PI have a sexy relationship with her gun?

3.92
12.6k
2
0
3
0

Slave to Roommate's Lack of Desires

Two roommates celebrate a birthday for one of their boyfriends.

4.28
54.5k
7
9
9
0

A Sister's Revenge Ch. 04

Michael's new home, Michael's new name, Michael's new life.

H
4.64
138.5k
60
27
65

Jenny Plays with the Big Girls Ch. 10

Jimmy pays the theater manager back - as Jenny.

4.47
49.4k
26
9
29

Jill's Date with Deshawn

White CD's date with married Black man.

H
4.5
71.6k
33
12
45
0

Trading Places

Couple trade genders for party.

4.27
113k
27
8
35
0

Hot Wife at the Bar

My hot wife and I go to the bar where everything goes.

4.39
164.2k
65
6
96
0

Alice's Mistress

Albert wondered what he had done to get into such a position.

4.39
28.1k
9
2
11
0

A Sister's Revenge Ch. 03

Michael runs away; out of the frying pan, into the fire?

H
4.53
122.6k
50
12
54

Pajama Gram

CD gets Valentine's Day surprise from neighbor,

H
4.51
72.3k
13
14
13
0

A Sister's Revenge Ch. 02

Michael enjoys (?) many first-time experiences.

4.45
203.1k
54
9
63

A Sister's Revenge Ch. 01

Michael's decent into womanhood begins with a peek.

4.44
345.7k
159
24
225

Walker Family Incest Ch. 04

Our family spends the day at the nude beach.

4.37
127k
41
2
58

Caught by the Lodger

He gets more than he bargains for when he takes a lodger.

H
4.53
110.9k
45
4
57

Twist

Twenty BDSM story endings.

4.29
71.3k
19
8
24
0

White TV + Black Gangsta - Love

White TV Jill and Black man Jesse move in together.

4.48
44.9k
24
8
28
0

T Ladies Orgy

Crossdressers goes to a party and has fun.

H
4.58
116.2k
55
12
72
0

Adventures of Wiley Coyote Ch. 19

I inhaled her near virginal pussy scent.

H
4.59
34.8k
5
0
7

Adventures of Wiley Coyote Ch. 18

Pearls of wisdom—use a condom. Madam Butterfly

H
4.6
22.3k
7
0
8

Our Steven, Our Stephanie Ch. 10

Stephanie is home for good.

4.38
82.3k
20
14
21

Our Steven, Our Stephanie Ch. 09

As Stephanie, Steven finally finds true love.

H
4.58
84.4k
17
4
18

Earning Wally an A

Teaching the art of submission to another.

4.33
51.3k
13
3
16
0

Daddy's Little Helper Ch. 02

Son watches father and friend do more naughty things.

H
4.54
114.9k
33
16
35

Tutoring Darla

Young coed gets more than she expected ... or wanted.

4.31
59.5k
7
5
12
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

One Week Ch. 03

Testing times push Louise to her limits.

H
4.72
90.6k
39
16
41

Our Steven, Our Stephanie Ch. 06

Steven's of a mind (?) to wear Diane's hand-me-downs

4.35
91.3k
19
2
23

Daddy's Little Helper

Son discovers a secret about his father.

4.4
153k
63
20
74

Our Steven, Our Stephanie Ch. 05

Steven begins his journey to become Stephanie.

4.36
104.5k
24
2
26

Worshipping Wally's Prick

Learning to be a submissive cock lover.

4.37
126.8k
39
11
61
0

Our Steven, Our Stephanie Ch. 04

Steven helps Diane with her school project.

4.39
124.2k
27
3
31

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

Our Steven, Our Stephanie Ch. 02

Diane chastises Steven for his silly notions.

4.26
155.2k
27
8
38

A Strange Affair

I follow my wife's cheating to her mistress.

H
4.5
111.4k
76
16
94
0

Jenny Plays with the Big Girls Ch. 06

Jimmy gets made up as Jenny for the big game.

4.4
56.4k
17
2
18

A Night Out To Remember

A change of clothes leads to a new life.

H
4.53
136.1k
46
6
61

Jenny Plays with the Big Girls Ch. 04

Jimmy gets wet and wild at the movies as Jenny.

4.18
72.1k
23
5
27

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

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

Diary of a Pervert

I walked around the house in women's clothes.

3.92
53.3k
7
1
8
0

Jenny Plays with the Big Girls

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

4.28
122.2k
63
4
87

CD Adventures Truckers Ch. 02a

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

H
4.6
43.7k
16
13
19

Anthony/Toni

After time apart, his transvestite brother seduces him.

4.38
36.5k
26
2
29
0

The Hot Pink Mini Skirt

Guy in a hot pink mini hooks up with NYU Drama Queen.

4.39
50.4k
15
5
25
0

Sissy Summer

A summer spent in matching dresses.

4
113.2k
27
6
40
0

Dude Looks Like a Lady

I lost a bet and have to pay up.

3.5
14.3k
1
0
2
0

Mom's Nylons

He's dressed up like Mom.

4.14
250.9k
58
24
79

Hot Summer Night at Jacques

Young man, closet dresser, hooks up with Veronica at Jacques

H
4.53
35.4k
11
6
15
0

The Devil You Know Ch. 02

Sexy transvestite is blackmailed and forced to have sex.

H
4.66
66.6k
26
5
30

Dad's Dirty Boy

Sparks fly when father sees his college son in lingerie.

H
4.53
786.7k
714
53
892
0

The Devil You Know Ch. 01

Closet crossdresser caught by boss is blackmailed for sex.

H
4.54
114k
40
4
54

Crystal Ball

What to do when you think the world is ending?

4.37
24.5k
3
2
3
0

Taste of My Girlfriend's Dildo Ch. 02

Caught again - and made to crave it.

H
4.57
200.9k
81
10
98

The Tutor

Sexy Black lecturer has a sexy surprise for him.

H
4.71
63.9k
37
7
39
0

Jenny's Journey

TG pain-slut finds her dream Master.

4.34
40.5k
20
2
26
0

Truth Comes Out

Liam introduces himself as Leanne.

4.46
35.5k
9
0
10
0

It's Either Break Up Or Make Up

Transformation and sexual punishment.

0
183.9k
72
0
94
0
Active tags
Active tags
transvestite
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