‘transvestite’ stories

Active tags
Active tags
transvestite 

Category

New Mother, New Life Pt. 01

Crossdresser re-unites with birth mother.

H
4.6
67.4k
65
4
84

Noah Flip Flop

American hooks up with Australian street musician in Sydney.

H
4.6
21.1k
14
2
16
0

Love in Middle Age

Stanley becomes Sadie and finds mature lovers.

H
4.59
12k
7
1
11
0

Boys in the Attic

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

H
4.59
57.9k
44
11
53
0

Trapped! Ch. 05

A convincing young CD dresses up as Daenerys for Halloween.

H
4.59
14.2k
11
2
12

At the Kit-Kat Club Ch. 02

"Lisa" gets deeper into the action before reconsidering...

H
4.59
12k
11
2
12

Adventures of Wiley Coyote Ch. 19

I inhaled her near virginal pussy scent.

H
4.59
34.8k
5
0
7

The Sewing Class

A cross dresser joins a ladies sewing circle.

H
4.59
17.6k
5
1
7
0

The Lad in the Lingerie Shop Ch. 08

Robert gets to wear his boss's panties.

H
4.59
21.7k
25
4
34

The Surrogate Ch. 01

Twin brother stands in for sister for wifely duties.

H
4.59
56.7k
70
7
135

What the Fuck? Ch. 04: Slut Conversion

Couple creates new bisexual slut slaves.

H
4.59
51.2k
20
1
41
0

A Transvestite Love

Bi-sexual man finds the perfect lover.

H
4.59
100.5k
54
10
60
0

New Mother, New Life Pt. 02

Helen helps Charlie to become Lottie.

H
4.59
66.9k
25
9
32

When Annie made Me Lucy Pt. 07

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

H
4.59
2.8k
5
5
8

The Hitman Wore Heels

Transvestite hitman blows a mobster then blows him away.

H
4.59
38.6k
26
6
27
0

Becoming the New Me Ch. 03

Together we explore my sexuality.

H
4.59
21.5k
9
4
14

So You Want to be a Nurse? Ch. 04

Michele goes to hotel to service a punter an enjoys.

H
4.59
19.5k
19
4
21

Hostess with the Mostest Ch. 06

Millie tells Candi about sex with her stepfather.

H
4.59
21.8k
10
2
20

The Librarian Ch. 04

TG goes under cover to make a porn movie.

H
4.59
10k
14
3
15

Alessia and I Shock Our Guest!

Surprise guest gets more entertainment she she bargained for.

H
4.59
6k
8
2
14
0

T Ladies Orgy

Crossdressers goes to a party and has fun.

H
4.58
116.1k
55
12
72
0

The Diablo Masquerade Pt. 07

Kira gets devious with her sex appeal to escape confinement.

0
5.1k
2
0
2

The Prince and the Fairy Pt. 03

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

H
4.58
2.7k
3
2
3

Chronicles of Heather Maureen Ch. 08

The life of one transvestite from start to present.

H
4.58
10.4k
8
0
9

Unconditional Love Ch. 05

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

H
4.58
51.6k
43
9
49

Sister Mary-Margret and Jenna

A kiss between two CDs leads to more when the wife joins in.

H
4.58
32.2k
34
9
44
0

Tranny at the Truck Stop

Tranny is trapped in truckstop restroom and fucked by bikers.

H
4.58
118k
118
14
142
0

Shopping is a Drag

Married Jean realizes that shopping can be a drag - and fun!

H
4.58
17.3k
16
4
17
0

I, Jennifer Ch. 03

Tranny fuck-bot is captured by The Resistance and used.

H
4.58
13.1k
10
4
14

The Cottage Ch. 02

Transvestite blackmailed by Uncle & forced to submit.

H
4.58
73.3k
39
3
44

My Wife Erica And Our Friend Jack

He's feminized by his wife and her boyfriend.

H
4.58
484.4k
207
21
317
0

Lady In The House Ch. 16

Final chapter in this series about transvestites in prison.

H
4.58
44.7k
12
7
12

Lady In The House Ch. 09

Continued adventures of a cross-dressed prison prostitute.

H
4.58
78.5k
13
1
13

Inaugural Crossdress Sexfight Ch. 02

Dani hopes to redeem himself vs a rookie.

H
4.58
21.3k
12
2
13

Sissy Crissi Ch. 01

Chris Taylor takes his cross-dressing to the next level.

H
4.58
191.3k
88
23
113

The Party Ch. 03

Rob (Nancy) is happy the weekend is over.

H
4.58
60.8k
11
6
13

Popping Lisa's Cherry

Lisa goes all the way as a lady.

H
4.58
237.8k
32
14
35
0

Epiphany

Young man experiences the ultimate feminine act.

H
4.58
293.8k
94
30
109
0

TV Blowjob Slut for Blacks Ch. 02

Hubby becomes a blackman's steady blowjob slut.

H
4.58
156.7k
62
14
74

The Part-Time Job

Young man gets more than he bargained for.

H
4.58
172.4k
120
20
159
0

Sissy Maid to Mom and Sister Pt. 01

Andy gets caught by his sister in her panties and it's fine.

H
4.58
56.6k
83
12
188

Our Steven, Our Stephanie Ch. 09

As Stephanie, Steven finally finds true love.

H
4.58
84.4k
17
4
18

Tony to Tanya Ch. 03

Tony, Sarah and Sophie go out for the evening.

H
4.58
58.8k
36
4
39

Consent Ch. 01

Trans woman recalls an incident in college and vows revenge.

H
4.58
22k
35
8
49

When Annie made Me Lucy Pt. 10

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

H
4.57
2.2k
5
2
8

Game, Set and Match

Alessia plays with her tennis coach!

H
4.57
4.4k
3
1
7
0

A Cumslut is Born Ch. 03

Julian learns the art of deep-throating.

H
4.57
58.6k
37
5
39

Executive Solutions Ch. 03

Tranny gives her pimp a blowjob while they search for her ID.

H
4.57
14.3k
11
1
13

The Flaming Girls Ch. 01

Charlie is a special girl & she's about to be a Flaming Girl.

H
4.57
16.3k
17
9
23

The Island Ch. 01

Four marooned sailors are joined by a stranger with a secret.

H
4.57
13.3k
18
4
27

Andrew Becomes Andrea for the Night

Andy becomes a tranny for the evening ending in a threesome.

H
4.57
8.3k
11
3
20
0

Trapped! Ch. 04

A convincing young CD prepares herself for Halloween...

H
4.57
13.9k
11
0
14

Chronicles of Heather Maureen Ch. 06

One transvestites life from start to present.

H
4.57
13.6k
11
1
12

How I Became Alison Ch. 03

A hidden room, a locked door, more kinky tranny sex!

H
4.57
25.1k
14
4
18

So You Want to be a Nurse? Ch. 03

Michele is trained to be a transvestite prostitute.

H
4.57
29.3k
28
4
31

The Great Leap Forward

My desires are altered forever by a manipulative older TV.

H
4.57
38k
18
5
23
0

Femboy's Awakening

19-year old squire is caught dressing up with the whores.

H
4.57
76.9k
84
12
106
0

Discovered by a Black Guy

Black guy with huge dick uses me as his chastity slut.

H
4.57
231.4k
271
27
353
0

Chantal Nights

My first time with a transvestite.

H
4.57
54.6k
47
9
54
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

The Lap Dancer Ch. 01

Cross-dresser gives his roommate a lap dance.

H
4.56
84.6k
59
0
69

Daddy Complex Ch. 01: Giving It Up

A strange request leads to one unforgettable night.

H
4.56
132.4k
158
17
258
0

Jennifer's Big Night Out Ch. 02

Jennifer's night out with the girls continues.

H
4.56
13.1k
13
3
16

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

Crystal Becomes a Tranny Slut

My story of how I started crossdressing as Crystal.

H
4.56
37k
47
18
70

Taste of My Girlfriend's Dildo Ch. 02

Caught again - and made to crave it.

H
4.56
200.9k
81
10
98

Emma's Stiletto Seduction Pt. 08

Tranny Emma gets wet, messy and more from David.

H
4.56
4.6k
3
0
5

Doppelgänger

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

H
4.56
6.7k
7
2
13
0

TV Blowjob Slut for Blacks

He goes to the wrong bar and forgets his wallet.

H
4.56
182.9k
141
21
164

Betrayed Ch. 02

Shop 'til you pop; then, dress for dinner.

H
4.56
111.8k
24
4
32

The Good Neighbour Ch. 01

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

H
4.56
49.3k
49
8
94

His Sissy Bitch Ch. 04

A man's sissy girl is to become his very public little bitch.

H
4.56
234.6k
103
11
109

Lady In The House Ch. 07

Carmel and Charlotte want theirs.

H
4.56
79.6k
12
0
13

The Librarian Ch. 02

TG librarian is molested by strangers but rescued by Randy.

H
4.56
13.4k
13
5
16

Biker Bitch Ch. 01

Biker is found to be a closet transvestite & pays the price.

H
4.56
50.9k
77
6
115

Mikey becomes Melodie Ch. 02

Mikey has been transformed to Sissy Melodie and loves it!

H
4.56
65.5k
24
5
28

Happy Endings

Desiree learns the tricks of the trade.

H
4.56
67.8k
17
4
21

Trapped! Ch. 02

A convincing, young crossdresser hooks up with her neighbor.

H
4.56
33.2k
22
1
30

A Very Hard Working Girl

Sexy slut does what she does best, services men.

H
4.56
133.3k
67
5
78
0

The Game Ch. 01

TV's past comes back to haunt her when she is blackmailed.

H
4.55
22.4k
27
8
40

Lady In The House Ch. 08

Crossdresser must comply with jailhouse heavy.

H
4.55
72k
13
3
15

Stockings & Stalkings Pt. 02

Steve blackmails Giselle into having sex with a surprise end

H
4.55
27.1k
21
5
22

Fan Male Ch. 02

Chapter Two: Monkey See . . .

H
4.55
2.2k
3
0
4

My Cable is Out

Hot CD gets a mouthful and loves it.

H
4.55
55.4k
18
8
20
0

Connie Goes to College Ch. 05

Connie's first time in public continued.

H
4.55
24k
7
0
8

Fourth Slave

A story of lost and found sexuality.

H
4.55
32.7k
5
1
12
0

The Making of Meaghan Ch. 03

Brian takes time away to sort things out.

H
4.55
39.7k
32
5
44

Marilyn's Family Reunion

Marilyn gets reunited with her lover, possibly forever.

H
4.55
41.9k
12
0
12

Getting to Know Her Ch. 01

Husband and wife enjoy a 'girls night out'.

H
4.55
78.1k
21
6
28
Active tags
Active tags
transvestite
Separate tags with commas. More info in the FAQ