‘transvestite’ stories

Active tags
Active tags
transvestite 

Category

New Girl

Man to maid On Halloween.

4.36
113.1k
26
10
44

The Sissy Models Ch. 02

A sissy Daddy-son threesome with the manly photographer.

H
4.75
22.2k
26
5
34

The Devil You Know Ch. 02

Sexy transvestite is blackmailed and forced to have sex.

H
4.66
66.6k
26
5
30

Katrina was Different

I could tell, maybe, I mean, I think I could tell.

4.45
20.2k
26
3
28
0

Mistress Chantel, Tranny Dominatrix Ch. 01

The Journey of this Tranny Dominatrix and the men who visit.

4.02
42k
26
0
47

The Water Baby

Stuart takes a hose and grows his own pregnant bump.

3.56
85.2k
26
2
39
0

Anthony/Toni

After time apart, his transvestite brother seduces him.

4.38
36.5k
26
2
29
0

My Life as a CD Wife

Three brief glimpses of sex with my husband.

4.13
57.4k
26
7
31
0

New 'Girl' in the Office Ch. 02

Secrets are revealed, in a very horny way.

H
4.51
148.7k
26
15
30

The Hitman Wore Heels

Transvestite hitman blows a mobster then blows him away.

H
4.59
38.6k
26
6
27
0

Lotus Bloom

Man meets T-girl and enjoys his first sexual experience.

4.28
20.1k
25
5
29
0

The Door to Door Stocking Salesman Ch. 02

He knows transvestite's secret; plans to surprise her.

H
4.8
43.4k
25
6
26

Stevie's Black Lace Adventure

He is forced to wear sexy black lacy nylon lingerie.

4.24
119.8k
25
9
31
0

New Mother, New Life Pt. 02

Helen helps Charlie to become Lottie.

H
4.59
66.9k
25
9
32

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 Awakening Ch. 01

Memory returns and Mike realises he is a closet transvestite.

H
4.52
50.9k
25
6
37

The Seven Dressing Sins: Vanity

An unsuspecting sissy porn star? How could that happen?

4.45
51.2k
25
3
34

My "Uncle" Caught Me in Pantyhose! Pt. 06

Part 6 of the story of a young crossdresser.

H
4.54
40.2k
25
6
34

Aphora's Mission Ch. 01

From regular Joe to irregular captive.

4.18
40.9k
25
3
46

A Lost Bet Ch. 08

Jo pushes the limits to win.

4.45
64.4k
25
15
28

The Truth is Known

Wife discovers her transvestite hubby likes cocks.

4.07
179.9k
25
2
31
0

Jessica's First Time at the Bar...

A young man becomes Jessica for stepfather and his friends.

4.49
25.5k
24
3
37
0

Betrayed Ch. 02

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

H
4.56
111.8k
24
4
32

You're My Bitch Now Ch. 08

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

H
4.68
26.7k
24
12
30

White TV + Black Gangsta - 1st Date

A submissive white TV meets a black gangsta online.

4.4
71.8k
24
7
27
0

Mikey becomes Melodie Ch. 02

Mikey has been transformed to Sissy Melodie and loves it!

H
4.56
65.5k
24
5
28

Our Steven, Our Stephanie Ch. 05

Steven begins his journey to become Stephanie.

4.36
104.5k
24
2
26

White TV + Black Gangsta - Love

White TV Jill and Black man Jesse move in together.

4.48
44.9k
24
8
28
0

The Surrogate Ch. 02

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

H
4.69
32.6k
24
6
36

Randi Michelle's Sissy Subjugation

One sissy's fantasy of how she will be transformed.

4
210.1k
24
8
37
0

Just Meat

Kidnapped body builder pillaged by three women, with a twist.

4.09
87.1k
23
10
28
0

Crossdressing Brother Ch. 02

Greg has a little fun with her & her best friend.

4.47
96.7k
23
1
30

Only a Make Believe Girl

A pretty young man discovers his true self.

4.48
73.6k
23
5
25
0

The Applicant

Cross-dressing man gets job as female secretary.

4.16
68.2k
23
2
34
0

Jenny Plays with the Big Girls Ch. 04

Jimmy gets wet and wild at the movies as Jenny.

4.18
72k
23
5
27

Tranny Night Out and One Kinky Session

The first time out dressed and one dirty foursome to follow

4.36
43.9k
23
2
25
0

The Prisoner Wore Panties Ch. 01

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

H
4.67
24.9k
23
7
39

Jerry becomes Jill Pt. 03: It Gets Serious

Female lead relationship and shopping for clothes...

4.48
25.3k
23
4
26

A Wonderful Surprise

Sometimes you find a little more than you bargained for.

4.46
69.9k
23
6
33
0

My First Time

Cross-dresser's first time with a man.

0
82k
23
6
31
0

Loving the Crossdresser

Friend helps guy become a female.

4.27
105.7k
22
12
24
0

Lady In The House - Reprise

An imprisoned transvestite prostitute revisited.

4.48
74k
22
0
27

Olivia

Two cross dressers meet.

4.37
45.6k
22
0
25

Glory Days Again

Transvestite returns to glory hole blowjob.

4.44
105.7k
22
12
32
0

Almost Damsel Almost in Distress Ch. 02

Trans girl plays with her neighbor and some sexy adventures.

H
4.8
23.1k
22
3
30

Whores And Pimps Ch. 03

Transvestite Michele is forced to participate in group sex.

H
4.68
79.4k
22
8
24

A is for Andrea

Sisters are doing it for themselves.

H
4.6
60.2k
22
6
24
0

My Girlfriend's Mum Pt. 01

I can't believe she would do this to me...

3.8
64.9k
22
8
34
0

Remember / Forget

You wake up from a hypnotic trance bound & blindfolded.

3.89
125.9k
22
11
47
0

Trapped! Ch. 02

A convincing, young crossdresser hooks up with her neighbor.

H
4.56
33.2k
22
1
30

My Obsession

A young girl becoming a woman.

H
4.61
39.1k
22
4
31

Tacking into the Wind

TS girlfriend wants me to become her escort partner.

H
4.53
47.7k
21
1
29
0

Margot's Contract Ch. 02

Spanked and put in chastity and bloomers.

H
4.67
24.7k
21
8
35

Finishing School For Ladies Ch. 06

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

H
4.71
14.7k
21
6
22

At the Kit-Kat Club Ch. 01

Crossdressing in the Berlin Kit-Kat club with a friend.

4.44
20.7k
21
1
27

Cancelled Date Night Ch. 03

Sarah and Dave help improve Colleen's confidence.

H
4.55
44.6k
21
2
25

The Surrogate Ch. 04

Trans surrogate wife decides to become permanent TS.

H
4.77
23.9k
21
13
29

Sweet Pauly Purebred

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

H
4.68
17.2k
21
6
39
0

Getting to Know Her Ch. 01

Husband and wife enjoy a 'girls night out'.

H
4.55
78.1k
21
6
28

My Second Me

Have U ever accepted a dare then wondered what U got into?

H
4.5
49.2k
21
6
28
0

How I Became A Filthy Tranny Slave Ch. 03

Tranny is turned into a fuck hole.

4.46
69.7k
21
7
23

So You Want to be a Nurse? Ch. 06

Michele is arrested and punished after servicing a punter.

H
4.61
18.9k
21
1
23

Biker Bitch Ch. 02

Cassie's back story. How she became a biker transvestite.

H
4.65
26.7k
21
7
30

Pillow Talk Ch. 02

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

H
4.69
22.6k
21
6
26

Seducing Eric

Revealing my final secret to a friend who becomes more.

4.26
51.8k
21
5
24
0

Stockings & Stalkings Pt. 02

Steve blackmails Giselle into having sex with a surprise end

H
4.55
27.1k
21
5
22

Plumbered

A guy renovating his house finds just the right plumber.

H
4.51
19.9k
21
3
38
0

The Clothes Shop... Pt. 01

Temptation can be a killer...Being caught is even worse...

4.09
31.9k
20
1
25
0

Ernestine

A beauty contestant who gives out the prize.

4.32
38.3k
20
8
22
0

Arabian Nights Pt. 04

Michele becomes a whore for Arab captives.

H
4.51
35.4k
20
4
25

Our Steven, Our Stephanie Ch. 10

Stephanie is home for good.

4.38
82.3k
20
14
21

The Beauty Therapists and the CD Ch. 01

Cross-dressing with my wife and her two friends.

4.19
63.6k
20
5
24

What the Fuck? Ch. 04: Slut Conversion

Couple creates new bisexual slut slaves.

H
4.59
51.2k
20
1
41
0

Michele And The Predator Ch. 03

Tranvestite is forced to perform in public.

H
4.53
59.5k
20
0
20

Modelling Ch. 03

Talked into modeling his wife's lingerie.

H
4.61
23.9k
20
2
25

The Landlady Pt. 01

We all need a room where we can dress in secret, but...

4.27
36.2k
20
6
35
0

Transnational

Transvestite is blackmailed by MI6 to do dirty work.

H
4.5
39.2k
20
10
28
0

Poker Night Servant

Gen serves the men, on her knees!

4.11
138.1k
20
11
21
0

Jenny's Journey

TG pain-slut finds her dream Master.

4.34
40.5k
20
2
26
0

Jenny Plays with the Big Girls Ch. 03

Jimmy gets practice as Jenny while going out for pizza.

4.45
71.9k
20
4
22

Chastitymomma

Irene doms her husband, and then also her adult stepson!

3.86
56.6k
19
5
30
0

Chaste (A One Week Chronicles Story)

The story of Emma and how she got so twisted.

H
4.5
35.4k
19
7
38

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
Active tags
Active tags
transvestite
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