‘transvestite’ stories

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Active tags
transvestite 

Category

The Book of Dreams

A teenage CD home alone on Halloween night... or is she?

H
4.64
62.4k
61
10
72
0

Holiday Girl

Holiday girl surprise.

H
4.64
48.3k
61
4
74
0

Femboy Hooters

A restaurant with an all-trans wait staff in sexy outfits.

H
4.83
23.8k
60
7
104
0

Anal Sex with Stranger on a Train 04

Peter calls Robert for anal sex to finish what he started.

4.27
67.1k
60
2
65

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

Lonely Man Becomes a Sissy

He becomes a sissy for an online mistress.

4.33
173.4k
59
7
80

The Seduction of Peter

Young man is seduced by an older woman who shares his fetish.

H
4.64
69.3k
59
13
81
0

The Lap Dancer Ch. 01

Cross-dresser gives his roommate a lap dance.

H
4.56
84.6k
59
0
69

Mom's Nylons

He's dressed up like Mom.

4.14
250.9k
58
24
79

The Roommate

Becoming roommates offers more than sharing the rent.

4.21
104.9k
57
9
95

Cosplay Gone Bad

Cops pull over Male crossdressing and offer a special fine.

4.32
71.7k
57
14
73
0

Prom? Ch. 03

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

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4.68
43.2k
56
7
66

First Time

Very close to the truth about first trans experience.

H
4.66
58.5k
56
7
69
0

The Sissy Department Store Ch. 01

A young sissy is caught and turned out.

4.45
46k
56
10
90

There's Something about Sarah Ch. 01

Adopted son is transformed into a sissy and lives as a girl.

4.27
62k
56
8
84

Becoming My Neighbor's GF Ch. 01

Kyle's neighbor is interested in his new crossdressing habit.

H
4.5
86.4k
55
15
86
0

Sissy Downfall Ch. 02

My further descent into slavery.

4.2
113.7k
55
4
63

The Sissy Models

A Daddy-Son modelling weekend and a couple of studs.

H
4.6
35.4k
55
4
74

T Ladies Orgy

Crossdressers goes to a party and has fun.

H
4.58
116.1k
55
12
72
0

A Transvestite Love

Bi-sexual man finds the perfect lover.

H
4.59
100.5k
54
10
60
0

Unconditional Love Ch. 09

Jamie gets involved with Mike and Alison.

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4.77
43k
54
2
57

A Sister's Revenge Ch. 02

Michael enjoys (?) many first-time experiences.

4.45
203.1k
54
9
63

Watching the Detectives

TG Detective tries to find out who is attacking London TGs.

H
4.84
31.2k
53
13
63
0

The Seven Dressing Sins: Pride

My girlfriend's fantasy humbles me.

4.49
96.4k
53
8
61

The Cottage Ch. 01

Teen TV hides in closet and watches mom with uncle.

4.36
102.7k
53
2
75

Sheila and Penny

Sissies submit to their dominant wives.

4.35
83.4k
53
6
79
0

Unconditional Love Ch. 04

Mike struggles with taking their sex to the next level.

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4.71
50.7k
53
3
57

The Daddy-Son Dance Pt. 02

Todd wakes up next to his cross-dressing Dad.

H
4.71
28.8k
52
9
67

Just a Girl

Sissy-boy Frank & his girl both become David's girls.

3.97
178.1k
52
19
80
0

Lucy's Revenge Ch. 02

The Park Ranger continues Cynthia's humiliation.

H
4.63
137.4k
52
1
62

Alexis

Young crossdresser begins the transformation to a slut.

4.43
130.3k
51
6
57

The Dressing Room

I just wanted to touch the lingerie, but she dressed me up.

4.24
96.7k
51
27
66
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

Kane

Amnesiac finds male love.

H
4.75
36.1k
51
12
58

More

Some games are more compelling than others.

4.42
128k
51
0
72
0

Yes Master

Sissy boy is defiled by his friend.

4.46
50.2k
51
7
72
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

Birthday Present Pt. 02

He becomes his wife's lovely lesbian lover.

H
4.71
135.1k
49
15
60

A Husband Named Cathy Ch. 02

Cathy begins to think about her recent shameless behavior.

H
4.52
69.1k
49
15
56

A Missy Affair

Closest crossdresser discovered and used.

4.33
153.8k
49
11
65

Camming Down the Rabbit Hole Ch. 11

A decision needs to be made for our cam gurl.

H
4.91
35.2k
49
26
58

The Good Neighbour Ch. 01

Lad is in infatuated with his neighbor but she has a secret.

H
4.56
49.4k
49
8
94

Cum Drinker

Sister fucks cross-dressing brother.

4.27
204.3k
48
0
76
0

Violation

Closet transvestite gets a visitor in her house one night.

4.41
105.7k
47
6
54
0

Crystal Becomes a Tranny Slut

My story of how I started crossdressing as Crystal.

H
4.56
37k
47
18
70

The Bitch Bites Back

Attacker Mike is transformed into crossdressed whore Michele.

4.45
127.9k
47
9
60
0

Her New Girlfriend Ch. 02

Transition: the morning after.

4.47
180.4k
47
5
53

Florida Vacation

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

4.37
213.9k
47
13
71
0

Chantal Nights

My first time with a transvestite.

H
4.57
54.6k
47
9
54
0

Groomed to Depravity Ch. 03

The journey of feminization begins in earnest.

4.49
63.1k
46
6
60

A Sister's Revenge Ch. 07

Michael's new friend and new taste become addictive.

4.44
55.5k
46
30
50

Sexual Harassment Ch. 02

Alex's girlfriend continues his humiliation.

4.46
235.4k
46
15
62

A Night Out To Remember

A change of clothes leads to a new life.

H
4.53
136.1k
46
6
61

Second Chance

After he breaks up, she'll only take him back as a girl.

4.34
94.4k
46
20
62
0

A Sister's Revenge Ch. 05

Michael gets a new look - a totally new look!

H
4.52
92.5k
46
11
53

Piss Drinking Tranny Whore

Tranny has a wild night out at the adult movie theater.

4.11
75.5k
46
12
58
0

Gas Money

First time experience with a sissy boy.

4.32
44.2k
45
6
58
0

Caught by the Lodger

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

H
4.53
110.9k
45
4
57

My First Black Cocks

Crossdresser goes out to find big dark meat.

4.28
156.3k
45
23
48
0

Recruiting of a Sissy Maid Ch. 01

The beginning of of a sissy's recruitment.

4.38
58.1k
45
6
78

Unconditional Love Ch. 05

Stress leads to arguments. Alison plans to fuck Mike's ass.

H
4.58
51.6k
44
9
50

Camming Down the Rabbit Hole Ch. 08

Going deeper into the warren has never been so much fun.

H
4.84
19.9k
44
13
55

Boys in the Attic

A young man finds a new life in an unexpected place.

H
4.59
58k
44
11
53
0

Modelling

Talked into modelling his wife's lingerie.

4.49
60.3k
44
5
62

Crossdresser Fantasy Come True

Closet crossdresser finally has first experience with a hunk.

4.48
191.9k
44
24
49
0

Ginger and Jules Sissy Story

Two couples with cross dressing husbands start a friendship.

H
4.53
33.2k
44
13
65

A Night to Remember

My first cock while dressed as a woman.

H
4.52
128.4k
43
18
52
0

Magic Panties Ch. 02

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

H
4.52
137.9k
43
4
51

The Wonderful Adventures of Miss K

Sexy shemale hooks up with a stripper.

H
4.63
88.8k
43
2
45

Stockings and Heels in Public

Newbie CD tries out stockings & more in adult theater.

4.33
128.1k
42
18
52
0

The Cottage Ch. 03

Transvestite trapped in snowbound cottage fucks her uncle.

H
4.62
69k
42
6
48

You're My Bitch Now Ch. 02

Rick gets much closer to Chris.

H
4.71
44.4k
42
7
49

The Door to Door Stocking Salesman

Man with stocking fetish sells stockings to a transvestite.

H
4.66
93.7k
42
7
52

Thank You For My Life

A sissy maid describes a day in her life.

4.32
78.8k
42
11
58
0

Turning the Teacher Ch. 02

Matt takes his sexy sub teacher and dresses him up.

H
4.52
92k
41
3
56

Walker Family Incest Ch. 04

Our family spends the day at the nude beach.

4.37
127k
41
2
58

My New Sister

Cindy's shocking discovery about her twin.

4.1
174.8k
40
6
58

The Devil You Know Ch. 01

Closet crossdresser caught by boss is blackmailed for sex.

H
4.54
114k
40
4
54

Camming Down the Rabbit Hole Ch. 07

Technical trouble causes outage, but the show must go on.

H
4.83
17.6k
40
11
45

New 'Girl' in the Office Ch. 01

Feminine guy becomes the boss's new PA.

4.23
190.6k
39
6
49

Worshipping Wally's Prick

Learning to be a submissive cock lover.

4.37
126.8k
39
11
61
0

The Cottage Ch. 02

Transvestite blackmailed by Uncle & forced to submit.

H
4.58
73.3k
39
3
44

I, Jennifer Ch. 01

Tranny has to go on the run and use her sexuality to escape.

H
4.67
27.7k
39
4
47

How Girls Clothes Changed Me

An 18-year-old boy tries on girls clothes for the first time.

4.36
90.5k
39
14
49
0

A New Life, A new Girl Ch. 01

A guy with bad dating and hookup experience meets a new girl.

H
4.68
19.6k
39
6
83

One Week Ch. 03

Testing times push Louise to her limits.

H
4.72
90.6k
39
16
41

Big Black Transvestite Mistress Ch. 02

Back again to serve my mistress...and her friend!

H
4.76
16.8k
39
3
63
Active tags
Active tags
transvestite
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