‘transvestite’ stories

Active tags
Active tags
transvestite 

Category

My First Threesome

My first time being double penetrated!

4.28
29k
9
0
14
0

Treat Her Like a Lady

Becoming a girl to keep your girlfriend!

3.72
31.9k
9
1
18
0

Fast Friends

It's always nice when two people just seem to click.

4.29
35.4k
9
0
11
0

Maid to Surrender

Entering service can sometimes prove dangerous!

3.99
58.1k
9
5
14
0

The Kidnapped

A young married couple decide to spice up their love life.

3.49
33.4k
8
0
10
0

Simon’s Sluts

Training and education of a transvestite slut.

4.38
58.6k
8
3
9
0

Miles's Conundrums Ch. 02

And the story goes on!

3.98
36.9k
8
2
9

One Week Ch. 05 Second Edition

First time Part 5 is available on Literotica!

H
4.79
18k
8
7
12

Loraine's Quest Ch. 05

Lifetime quest to become a TV slave becomes a reality.

4.45
24.9k
8
0
8

The Fulfilment of Caroline Ch. 02

The continuing tale of a new life for Caroline.

H
4.86
22.4k
8
3
10

Alessia and I Shock Our Guest!

Surprise guest gets more entertainment she she bargained for.

H
4.59
6k
8
2
14
0

The Rise of Rachel Price T-Girl Pt. 34

Rachel encounters her Mother for the first time.

H
4.72
3k
8
8
10

He Calls Me Naomi

A tranny explains how her master controls her life!

4.19
37.4k
8
0
15
0

Dee Dives down a Dark Alley

A tranny takes a terrible wrong turn!

4.14
24.5k
8
4
13
0

My Brother's Ghost Pt. 06

Amanda learns the truth from beyond the grave.

4.44
10.1k
8
10
10

Chronicles of Heather Maureen Ch. 08

The life of one transvestite from start to present.

H
4.58
10.4k
8
0
9

Diary of a Pervert

I walked around the house in women's clothes.

3.92
53.3k
8
1
9
0

Barrack Room Betty Ch. 10

Michele gets posted to a ship where a surprise awaits.

H
4.66
13.5k
8
1
8

One Week Ch. 06

The misadventures of Louise continues.

H
4.65
14.3k
8
14
9

Kimmy's Discovery Ch. 04

The continuing story of young Kimmy and her self-discovery.

H
4.63
9.9k
8
5
9

The Rise of Rachel Price T-Girl Pt. 28

Rachel surrenders and receives more from Levant in England.

H
4.71
3k
8
7
9

The Rise of Rachel Price T-Girl Pt. 35

Rachel discovers the truth and lets Levant nails her ass.

H
4.76
3.5k
8
11
10

Coming to Savannah

Author struggles to find love anew in Savannah.

H
4.53
32.4k
8
8
13
0

Escapism: Nightingale

A reflection of a sissy's journey to womanhood.

4.24
17.2k
8
3
12

The Awakening Ch. 04

Michele's memory returns and she wants to fuck!

4.42
29.1k
8
3
9

The Rise of Rachel Price T-Girl Pt. 30

Levant goes public on Governor.Lesbian Samantha frigs Rachel.

H
4.81
2.8k
8
5
9

The Collector Ch. 04

Trained tranny is offered to masters for their use.

H
4.65
11k
8
2
10

The Rise of Rachel Price T-Girl Pt. 36

Levant's medical problem becomes Rachel's emotional one.

H
4.8
2.4k
8
7
9

The Game Ch. 03

Tranny trying to find her blackmailer seeks out old friends.

H
4.76
10.4k
7
4
11

Love in Middle Age

Stanley becomes Sadie and finds mature lovers.

H
4.59
12.1k
7
1
11
0

Destiny Fulfilled

A closet transvestite visits a sex club loses her virginity.

4.3
13.5k
7
3
9
0

Connie Goes to College Ch. 05

Connie's first time in public continued.

H
4.55
24.1k
7
0
8

Adventures of Wiley Coyote Ch. 18

Pearls of wisdom—use a condom. Madam Butterfly

H
4.6
22.3k
7
0
8

Unfinished Business

New client boldly ups the ante upon a second visit.

4.32
39.9k
7
1
11
0

Never Mentioned Again

Two sailors on shore leave get surprised.

3.95
29.8k
7
3
9
0

Jack's Offshore

New Orleans crossdresser/transvestite meets offshore worker.

4.15
5.7k
7
0
9
0

Hostess with the Mostest Ch. 09

Candi goes flying and Cruella gives her a special task.

H
4.74
10.8k
7
5
7

Two Men in a Boat

A threesome with a nautical twist!

4.16
17.8k
7
2
7
0

F4: Edge of Tomorrow

Sometimes, a girl's night out gets to be too much.

4.41
24.6k
7
13
10
0

Tranny Meeting

Bimale & tv threesome with another Bimale.

4.35
57.3k
7
4
8
0

Maude Ch. 04

Maude hosts his initiation part.

H
4.65
47.4k
7
0
8

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

Outed as a Crossdresser

Another story of my life with Mistress Sharon.

4.24
9.3k
7
1
10
0

One Earned Night

The story of a well earned evening.

4.49
42.6k
7
3
7
0

Two Days with Dave

A submissive transvestite dates a vicious Dom.

4.05
39k
7
3
9
0

Doppelgänger

An exact double, crossdressing fantasy, and a sexy prank.

H
4.56
6.8k
7
2
13
0

Cumming to Terms with Her Pt. 02

Recently Single, a bi transvestite can go to the ball.

4.34
8.6k
7
1
7

My First Threesome

The true story of my first time with a woman and another man.

3.93
62.4k
7
1
9
0

Loraine's Self Bondage Re-Creation

Self bondage with Mistress in my brain controlling.

4.06
25.4k
7
0
22
0

Tutoring Darla

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

4.31
59.5k
7
5
12
0

The Prince and the Fairy Pt. 01

A Transvestite, foils a terrorist plot, but at what cost?

4.3
5.2k
7
0
8

Hostess with the Mostest Ch. 08

Caputo blackmails Candi. Tony takes care of it - for a price.

H
4.74
11k
7
3
7

My Dream Solution Ch. 01

How to make a gay marriage work in Arkansas.

H
4.52
22.4k
7
5
12
0

The Elephant in the Room Ch. 02

Elizabeth's story, incest, prostitution and transvestite sex.

4.45
19.5k
7
5
11

My Brother's Ghost Pt. 04

Amanda's discovery sets things in motion with Scott.

4.43
8k
6
5
6

Miss Chianti's Troy-Boy

What hurdles one jumps to get to orgasm?

4.14
12.7k
6
0
14
0

Brianne in her College Days

Crossdresser finally takes a look outside her dorm.

4.25
52.7k
6
0
7
0

Mistress Chantel, Tranny Dominatrix Ch. 02

Journey of this Tranny Dominatrix and the men who visit.

4.32
23.6k
6
2
8

Chronicles of Heather Maureen Ch. 13

The life and times of one transvestite through the years.

H
4.65
9.9k
6
4
7

The Flaming Girls Ch. 02

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

H
4.67
6k
6
3
7

One for the Team Ch. 08

Archie and Sandra piece together what happened to Charlotte.

H
4.8
6k
6
5
8

All The Pretty Girls Ch. 02

Another girl is taken and Penelope works to solve the case.

H
4.76
5.7k
6
4
8

Laci & Johnathon's Story Ch. 01

Laci and Johnathon wind up with a Sunday Night fling.

4.19
16.8k
6
1
10

The Game Ch. 05

Trans' search for her blackmailer leads her into more trouble.

H
4.74
9.4k
6
2
9

Hausfrau: The Next Day

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

H
4.69
8.1k
6
1
7
0

Putting Myself Through College Ch. 08

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

4.27
50.5k
6
5
10

The Roommate Pt. 11 - Miranda

Lori pays the price for spreading her wings.

4.46
14.3k
6
0
8

A Latex Crossdresser's Dream Pt. 05

The partly true adventures of a rubber lover.

H
4.81
9.5k
6
3
8

Pay and Go

Sometimes, selling sex gets in the way of a nice cuppa!

3.89
23k
6
0
7
0

The Rise of Rachel Price T-Girl Pt. 39

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

H
4.7
2.6k
6
9
7

Halfway

Stuck in GM land between nowhere and nowhere else.

4.39
18.5k
6
2
7
0

Mistress Salem

Often the scummiest hubby can be a sissy!

4.1
14.2k
6
1
11

When Annie made Me Lucy Pt. 03

A relaxing swim, a first trip out as Lucy.

H
4.74
6.8k
6
5
11

Chronicles of Heather Maureen Ch. 04

The life of one transvestite from start to present.

H
4.51
13.2k
6
0
7

3 Unworn Words

A young transvestite girl (with a romantic side) meets a man.

4.22
11.6k
6
2
10
0

Mandy Gets Her Man!

Transvestite Mandy gets the unexpected.

4.21
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

One for the Team Ch. 06

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

H
4.77
7.4k
6
3
7

Biker Bitch Ch. 11

Cassie makes Jill an offer she can't refuse.

H
4.77
16.1k
6
6
10

Bi Bitch

The tale of a morning of pure filthy debauchery.

H
4.51
11.5k
6
3
20
0
Active tags
Active tags
transvestite
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