‘transvestite’ stories

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Active tags
transvestite 

Category

Tex and Tamara

Man meets beautiful woman who has a surprise.

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4.72
57.4k
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81

Corrupting The Underwear Thief Pt. 01

I catch the young lad next door stealing my underwear.

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4.72
19.7k
33
15
54
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The Rise of Rachel Price T-Girl Pt. 15

Charlie's gay conversion therapy of Denver->Rachel climaxes.

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3.9k
9
10
10

One Week Ch. 03

Testing times push Louise to her limits.

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4.72
90.6k
39
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41

The Rise of Rachel Price T-Girl Pt. 34

Rachel encounters her Mother for the first time.

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2.9k
8
8
10

So You Want to be a Nurse? Ch. 05

TV Nurse Michele is hired to service clients at sex party.

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23.7k
19
3
21

Finishing School For Ladies Ch. 05

Tranny at school dance gets fucked by young lad.

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4.72
19.1k
19
2
19

Vicky Ch. 03

Vicky finds happiness, and the balance she needs.

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33.2k
12
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12

When Annie made Me Lucy Pt. 08

Lucy fucks Annie at a public event, licks her clean after.

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2.8k
5
2
10

When Annie made Me Lucy Pt. 09

Annie's strapon feels real when Lucy sucks and is fucked.

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4k
3
1
10

Birthday Present Pt. 02

He becomes his wife's lovely lesbian lover.

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4.71
135.1k
49
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60

Weekend at Alice's Cottage Ch. 07

Erica becomes more of a girl for a new man.

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34.3k
36
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39

Finishing School For Ladies Ch. 06

Sally and Valerie invite Emily into their bed and sparks fly.

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14.7k
21
6
22

New Mother, New Life Pt. 03

Lottie finds her feet and has an interesting proposition...

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18.4k
14
2
16

Unconditional Love Ch. 08

Mike, Alison and Christy have some fun.

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4.71
53.3k
61
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Unconditional Love Ch. 04

Mike struggles with taking their sex to the next level.

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4.71
50.7k
52
3
56

A Special Night, Laci's First...

A Story of Laci a crossdresser's first time rendezvous.

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4.71
31.3k
37
9
52
0

The Tutor

Sexy Black lecturer has a sexy surprise for him.

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4.71
63.9k
37
7
39
0

The Rise of Rachel Price T-Girl Pt. 28

Rachel surrenders and receives more from Levant in England.

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4.71
3k
8
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9

The Rise of Rachel Price T-Girl Pt. 16

Rachel breaks up with Levant to be Denver,quickly regrets it.

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4.71
3.2k
9
8
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You're My Bitch Now Ch. 02

Rick gets much closer to Chris.

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44.4k
42
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49

The Daddy-Son Dance Pt. 02

Todd wakes up next to his cross-dressing Dad.

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4.71
28.7k
52
9
67

The Daddy-Son Dance

A son is surprised by how beautiful his dressed up Dad is.

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4.71
61.5k
123
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183

Help Wanted

Working as a window model at an Adult Store.

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4.7
9.2k
27
11
48
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You're My Bitch Now Ch. 04

Rick is busted at work and gets deeper with Chris.

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4.7
33.9k
26
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31

The Librarian Ch. 05

TG meets pornstar lover at hotel for hot sex & interrogation.

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4.7
9.9k
11
3
12

The Rise of Rachel Price T-Girl Pt. 39

Post op Rachel adjusts to her new reality and makes a bet.

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4.7
2.5k
6
9
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Pillow Talk Ch. 04

Tranny ho is forced to fuck NPYD vice cops to stay undercover.

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4.7
21.1k
14
5
19

The Good Neighbour Ch. 03

Abigail, Beatrice and Steven explore their relationships.

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19.1k
19
5
23

A Merry Christmas Lock In

A close knit group of friends get trapped in Mall...

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4.7
41.5k
68
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81
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Pony Boy Ch. 08

Just another new kid in town.

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17.7k
5
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Cara's First Time With A Man

Crossdresser Cara discovers herself on an innocent date

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4.7
124.7k
82
27
92
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Sissy Crissi Ch. 04

Crissi wonders what will happen next.

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4.7
94.9k
32
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38

The Diablo Masquerade Pt. 08

Rhonda and Kira head into the coming storm.

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4.4k
3
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The Cottage Ch. 04

Transvestite reveals herself her to her uncle & seduces him.

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4.7
49.9k
26
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29

The Diablo Masquerade Pt. 10

Epilogue... Kira and Rhonda tie up loose ends being playful.

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5.2k
1
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One Week Ch. 02

The continuing adventures of Louise.

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4.7
102.3k
34
7
39

Hausfrau: The Next Day

Gerrig spends the day as a gargoyle, repair men discover him.

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4.69
8.1k
6
1
7
0

Pillow Talk Ch. 02

Tranny hooker blows mobster to try to get info for FBI.

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4.69
22.6k
21
6
26

Emma's Stiletto Seduction Pt. 12

Trans Emma is shared with an older mechanic.

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4.6k
1
1
4

The Surrogate Ch. 02

Man becomes his sister and marries brother-in-law for money.

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32.6k
24
6
36

The Flaming Girls Ch. 03

Charlie goes back to working the streets despite the Slasher.

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5.3k
2
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3

The Eromenos Pt. 02

Rahi finds herself in an unusual situation.

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3.3k
3
3
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The Emergence of Sarah Ch. 02

Continuation of the night that would change his/her life.

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23k
9
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Cunt! Ch. 05

Ashley begins moving forward with or without...

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21.1k
14
4
18

The Making of an Angel Pt. 08

Further adventures of a cock addicted slut.

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4.6k
4
0
5

The Rise of Rachel Price T-Girl Pt. 13

Denver lured to clubs as Rachel, meets dressmaker Samantha.

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3.5k
10
7
12

Kidnapped (A One Week Chronicles)

Crystal may just have gone too far this time...

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62.8k
34
8
55
0

Sweet Pauly Purebred

Drag helps a tiny Asian teen find his (or her) true self.

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4.68
17.2k
21
6
39
0

Whores And Pimps Ch. 03

Transvestite Michele is forced to participate in group sex.

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79.4k
22
8
24

P Is for Penni

... two trainee she-males.

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39k
9
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11
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Brotherly Love, Sisterly Love Ch. 02

The crossdressing twins enjoy a costume party.

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202k
107
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116

Emma's Stiletto Seduction Pt. 11

David introduces trans Emma to an old work colleague.

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3.2k
2
0
7

Fan Male Ch. 03

Chapter Three: Closing in but not fast enough.

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1.8k
1
0
6

Arctic Heat Ch. 03

The crossdressing husband sucks both the escorts cocks.

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7k
3
0
6

A New Life, A new Girl Ch. 01

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

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19.5k
39
6
82

Undercover Angel Ch. 04

Transvestite on run is finally caught & fucked.

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4.68
41.5k
13
3
14

Downsizing Ch. 08

An Impromtu engagement Party for Dani and Stacy.

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22.7k
12
5
12

My Master & My Wife Ch. 02

Greg's Redezvous with His Master & His Wife's Explorations

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46.1k
37
10
42

Busted

Dreams can come true.

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69.5k
66
12
74
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The Prisoner Wore Panties Ch. 03

Trans prisoner attracts the attention of the camp Commandant.

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4.68
11.7k
14
2
18

At the Kit-Kat Club Ch. 03

Part 3 of a 3 part story about life in the Kit-Kat club.

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11.7k
9
3
12

Sissy Maid to Mom and Sister Pt. 03

Liz bonds with her mom before her sissy maid brother returns.

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32.8k
38
6
72

Finishing School For Ladies Ch. 02

Tranny teaches protegee how to crossdress and seduces her.

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23k
30
4
31

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

You're My Bitch Now Ch. 08

Rick has a crisis and Chris takes him to a gay pub.

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26.7k
24
12
30

So You Want to be a Nurse? Ch. 08

Transvestite nurse is forced to suck and fuck.

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4.67
28.7k
19
4
22

The Sissy Department Store Ch. 04

Some dressing and make-up and a three-way.

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16.9k
15
6
21

When Annie made Me Lucy Pt. 12

Lucy takes control, Annie bound and taken all ways.

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1.7k
3
0
4

The Grad House

Grad student transforms with help from three new room mates.

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4.67
66.6k
71
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116
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How I Became a CD SLUT Cum Junky

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

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4.67
183.4k
143
16
173

I, Jennifer Ch. 01

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

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27.7k
39
4
47

Emma's Stiletto Seduction Pt. 03

Sex outside leads to a sticky situation with voyeur…

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6.5k
5
0
9

Pool Boy Gets Dressed Up Ch. 02

Pool Boy turned Tranny by his mistress.

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4.67
200.1k
106
18
137

My New Lifestyle Pt. 02

Tom 'opens his eyes' by opening his mouth for black cock!

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16k
12
2
22

The Prisoner Wore Panties Ch. 01

Man reluctantly dresses as a woman to try to escape POW camp.

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4.67
24.9k
23
7
39

Margot's Contract Ch. 02

Spanked and put in chastity and bloomers.

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4.67
24.7k
20
8
34

Love Story between Two Old Men

I became my best friend's woman helping overcome depression.

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8.4k
3
4
7
0

Failed Connections

Pro soccer player goes for fetish play in Denver and Chicago.

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7k
5
2
8
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The Flaming Girls Ch. 02

Essex Slasher's backstory and Charlie's torment continues.

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4.67
6k
6
3
7

The Picnic

Splendor in the grass and first time with a T-Girl.

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4.66
22.5k
30
3
38
0

When Annie made Me Lucy Pt. 06

Playing with our shemale maid and making her cum.

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3.9k
5
1
10

The Devil You Know Ch. 02

Sexy transvestite is blackmailed and forced to have sex.

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4.66
66.6k
26
5
30

First Time

Very close to the truth about first trans experience.

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4.66
58.4k
56
7
69
0

Blowjobs for Beers Ch. 02

Jamie's ordeal continues.

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4.66
97.1k
200
37
232
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transvestite
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