‘transvestite’ stories

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Active tags
transvestite 

Category

Miss Chianti's Troy-Boy

What hurdles one jumps to get to orgasm?

4.14
12.7k
6
0
14
0

One for the Team Ch. 06

Charlotte & Wendy have grand designs to run a tranny brothel.

H
4.77
7.5k
6
3
7

Mandy Gets Her Man!

Transvestite Mandy gets the unexpected.

4.22
49.5k
6
3
9
0

Ringer

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

4.37
79.5k
6
4
10
0

Hausfrau: The Next Day

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

H
4.69
8.1k
6
1
7
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One for the Team Ch. 08

Archie and Sandra piece together what happened to Charlotte.

H
4.8
6k
6
5
8

The Roommate Pt. 11 - Miranda

Lori pays the price for spreading her wings.

4.46
14.3k
6
0
8

Brianne in her College Days

Crossdresser finally takes a look outside her dorm.

4.25
52.7k
6
0
7
0

My Brother's Ghost Pt. 04

Amanda's discovery sets things in motion with Scott.

4.43
8k
6
5
6

A Day Out Goes Wrong

A day where things go wrong.

4.34
10.9k
5
2
10
0

Chatham Square

Letters drive the lives of eccentric characters in Savannah.

H
4.86
10.9k
5
11
5
0

Kelly and Alessia's First Encounter

Kelly recounts her first meeting with TV model Alessia.

H
4.73
3k
5
1
5
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Winning Incentive

A planned celebration takes an unexpected turn.

4.03
37k
5
6
5
0

Fan Male Ch. 01

D.C. vice cop Hardesty hunts Net writer stalker.

H
4.65
3.3k
5
3
17

Sheila’s Escapade #137

While her Mistress is away Sheila has a couple of dates.

4.09
16.7k
5
0
6
0

When Annie made Me Lucy Pt. 06

Playing with our shemale maid and making her cum.

H
4.64
4k
5
1
10

Honey Ch. 4

Slaveboy joins Cynthia & her cross-dressing husband.

4.44
75.4k
5
5
9

Pony Boy Ch. 08

Just another new kid in town.

H
4.7
17.8k
5
3
7

Mistress Roiphe

Day in the life of a hottie keyholder.

4.04
8.9k
5
1
10

When Annie made Me Lucy Pt. 10

Lucy's first day at work, a plug and a tied up fucking.

H
4.57
2.3k
5
2
8

My Brother's Ghost Pt. 02

Amanda and Scott venture into the mountains of Skyline Drive.

4
10.5k
5
1
5

A Cryptic Text

A Crossdresser Called Out.

3.37
7.3k
5
0
6
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My Brother's Ghost Pt. 05

Amanda sees a ghost, her world is turned upside down.

0
44.3k
5
3
7

Failed Connections

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

H
4.67
7k
5
2
8
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First Time Out

An account of my latest adventure.

4.38
57.9k
5
10
9
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Old and Gr(a)y

Old dog, new tricks.

4.11
13.7k
5
7
6
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Adventures of Wiley Coyote Ch. 19

I inhaled her near virginal pussy scent.

H
4.6
34.9k
5
0
7

Harrie Ch. 02

Harrie goes from ass fucking trannie ho to pornstar.

3.98
41.3k
5
1
7

Fantasies of a Bisexual Shy Couple #17

On this fantasy we play with her boss, our lover and shemale.

4.15
4.6k
5
0
6

Fourth Slave

A story of lost and found sexuality.

H
4.55
32.8k
5
1
12
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Filling Station Surprise

Surprise hookup for attendant at gas station brothel

4.43
8.2k
5
0
15
0

The Seduction of Mlle de la Grise

A young noblewoman is seduced by unconventional means.

4
29.4k
5
2
12
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Duncan Gets Engaged

Getting the girl to marry you may cost orgasms...

4.18
18.3k
5
0
12
0

Harmony and Dissonance

Musical Thai couple's harmony challenged by discord.

4.3
14k
5
1
5
0

When Annie made Me Lucy Pt. 07

Relaxing and shopping as Lucy, preparing for a first date.

H
4.61
2.9k
5
5
8

Kallie

You want society to accept you but you can't accept yourself.

4.03
24.2k
5
11
7
0

Bit off more than "she" can Chew!

Don't be a tranny whore unless you're serious!

3.37
17.5k
5
1
12
0

My Brother's Ghost Pt. 03

Dark Hollow Falls. Amanda gets a taste of the supernatural

4.24
8.1k
5
2
5

White Bandana Club

Learning a new, inventive service club wrinkle.

4.46
53.1k
5
2
6
0

Chronicles of Heather Maureen Ch. 10

The life of one transvestite from start to present.

H
4.62
9.9k
5
0
6

Sexy

Teasing aspiring transvestites can make them feel sexy.

3.69
49.3k
5
1
5
0

What If - Scotty the Hottie Ch. 01

Phoenix stays late with a hook-up & ends up abusing her host.

3.95
6.5k
5
0
12
0

Suzie Meets Desiree

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

4.43
25.7k
5
1
6
0

Emma's Stiletto Seduction Pt. 03

Sex outside leads to a sticky situation with voyeur…

H
4.67
6.7k
5
0
9

Tramp Steaming Ch. 05: Noah

Nathan finds his versatility with a Sydney busker.

H
4.79
7k
5
3
6

Camera Shy

Crossdresser seduces reluctant cameraman.

4.37
8.4k
5
2
10
0

The Sewing Class

A cross dresser joins a ladies sewing circle.

H
4.59
17.6k
5
1
7
0

Cock-Sucker Tales: 'Hellfire Club'

The great Victorian Detective confronts a sexual dilemma.

4.48
26.9k
5
7
5

The Collector Ch. 02

He's collected a CIS girl to teach his TV girl the ropes.

H
4.6
9.7k
5
1
8

A Hard Days Shopping

Therapy fun after retail therapy.

4.29
27.7k
5
2
6
0

When Annie made Me Lucy Pt. 08

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

H
4.72
2.9k
5
2
10

Results of the New Arrangement

Our hero from "The New Arrangement" is learning to live!

2.62
13.4k
5
0
9
0

Gillian's Justice Ch. 03

Gillian uses her uncle to advance herself.

H
4.61
7.4k
5
1
6

Sissy Whores Inn Pt. 03

Sissy life outside the brothel was tougher than inside!

NEW
4.27
2.2k
5
3
7

Tall Beautiful Woman Made Me Cum

He gladly submits to a tall lady.

3.26
91.5k
5
3
11
0

Neville

Crossdresser gets corporal punishment.

4.24
9.1k
5
1
9
0

Loss of Control Pt. 09

Diana and Tanya begin new lives separated from each other.

4.12
8.3k
5
8
10

Trash Night

Sweet TV Noreen takes out the trash.

H
4.51
12.1k
5
0
7
0

The Moulding of a Transvestite

A transvestite goes on a date that turns into an adventure.

4.38
9.9k
4
1
6
0

Tatum's Temperament

His teasing fiance is way too nice to his stepdad!

3.23
10.5k
4
3
5
0

Jane's Afternoon With Andrew

A TV meets Andrew for a steamy afternoon.

4.15
32.5k
4
3
6
0

Sindy’s Skinema

Sindy finds herself in her own erotic cinema story.

4.42
3.8k
4
1
9
0

Live in Vegas Ch. 03

Emilia gets replies on her ad, picks Mark for a quick relief.

NEWH
4.71
733
4
0
6

Love is Grand

Three generations of men accept their feminine destiny.

4
39.2k
4
1
4
0

Curtain Up, Knickers Down

A night of filth, fun and cabaret.

4.33
17.1k
4
1
6
0

What If - Montreal Trip Ch. 02

Phoenix blows a man in the steam room at the airport hotel.

4.47
3.9k
4
0
6

Mother is a Matchmaker

Spalding has new adventures at his favorite kinky Gift Shop.

3.75
9.4k
4
1
6
0

The Rise of Rachel Price T-Girl Pt. 38

Recovering Levant completes Rachel's metamorphosis.

H
4.66
3k
4
16
5

Wearing Her Clothes

A celebrity's overnight bag leads to temptation.

4.16
45.1k
4
2
6
0

Promise

Paths that cross will cross again.

4.13
7.9k
4
1
9
0

Deepest Fantasies #05

Sean's ultimate fantasy is fulfilled.

4.36
34.8k
4
1
4

Ligaya

Our marriage. Her submission.

3.97
46.4k
4
0
6
0

Barbara's Binoculars

What happens when the girl next door isn’t nice?!

3.91
16.2k
4
0
10
0

Fantasies of a Bisexual Shy Couple #18

On this fantasy we are introduced to BDSM by her boss.

3.92
4.7k
4
2
4

Taking Over Where Momma Left Off

After Stubby's Momma passed, someone had to take over!

3.77
14.8k
4
2
7
0

The Rise of Rachel Price T-Girl Pt. 41

Levant takes his revenge for Rachel's last infidelity.

H
4.84
2.6k
4
10
6

Tatum's Friend, the Bully

Tatum has her fiancee's bully help out!

3.38
8.8k
4
1
12
0

My First Time Out Ch. 02

Shayna (dressed up like a slut) is trapped in her hotel room.

4.36
62.2k
4
0
4

Chronicles of Heather Maureen Ch. 11

The life of one transvestite from start to present.

4.43
9k
4
1
5

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

Mistress Chantel, Tranny Dominatrix Ch. 05

Chantel & Kerri meet for the partnership & fun at dinner

4.13
9.2k
4
3
5

The Making of an Angel Pt. 08

Further adventures of a cock addicted slut.

H
4.69
4.7k
4
0
5
Active tags
Active tags
transvestite
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