‘transvestite’ stories

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Active tags
transvestite 

Category

Julie's First CD Night on the Town

Julie takes a stranger's cock for her pleasure.

4.27
97.7k
14
8
20
0

Just the Three of Us Ch. 02

A couple share their love with a unique and beautiful woman.

4.38
25.6k
14
2
18

Pillow Talk Ch. 07

TV Madame Michelle faces a dilemma, be true to Frankie or???

H
4.82
12.8k
14
10
15

Teach Me Trans-Mistress Ch. 04

Nancy's is brought deeper into Leah's Domination.

H
4.51
79k
14
3
17

Breakdown Dilemma

Dressed up and car breaks down, what can I do...

4.48
18.8k
14
4
16
0

How had I been volunteered?

Be careful when raising funds for a charity!

4.27
21.1k
14
5
22

The Librarian Ch. 04

TG goes under cover to make a porn movie.

H
4.59
10k
14
3
15

Michele And The Predator Ch. 05

The final chapter; what will happen to Michele now?

H
4.63
38.5k
14
2
14

Michele Nylons' Stories Ch. 03

Third instalment of Michele Nylons true sexual encounters

4.1
53.3k
14
3
18

In My Place Ch. 02

His domination continues. What are his wife's plans for him?

4.39
125.5k
14
6
20

Jennifer's Big Night Out Ch. 04

Jenn's big night out with the girls continues.

H
4.7
9.1k
14
4
17

Of Course The Offer Still Stands

A sissy meets a special couple and gets her cherry popped.

4.39
25.3k
14
2
28
0

New Mother, New Life Pt. 03

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

H
4.71
18.4k
14
2
16

Quid Pro Quo Ch. 01

Paul enters into an unusual agreement with his neighbor.

0
94.4k
14
0
16
0

How I Became Alison Ch. 03

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

H
4.57
25.1k
14
4
18

Noah Flip Flop

American hooks up with Australian street musician in Sydney.

H
4.6
21.1k
14
2
16
0

The Prisoner Wore Panties Ch. 03

Trans prisoner attracts the attention of the camp Commandant.

H
4.68
11.7k
14
2
18

Hostess with the Mostest Ch. 05

Candi gets to the training school and fucks John.

H
4.63
14k
14
2
15

The Librarian Ch. 03

TGs Sarah & Tina rekindle their lust for each other.

H
4.54
10.9k
14
4
15

The European Way Pt. 02

Hans and I tour Europe tasting so many men.

H
4.54
4.6k
14
4
21

The Package

She accidentally discovers husband dressed to the nines.

4.36
91.8k
13
1
18
0

The Librarian Ch. 07

TG sacrificed everything to rescue young girls - what now?

H
4.79
9.8k
13
9
14

Lady In The House Ch. 17

The saga of of sexy transvestite prison prostitute continues.

H
4.53
31k
13
1
14

Planet of Men Ch. 01

Only 3 men left on planet Earth - & one is a tranny.

4.18
77.6k
13
7
15
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Kevin's Sordid Surprise

A stag party prank backfires...

4.07
59.7k
13
1
20
0

Lady In The House Ch. 14

Transvestite prison prostitute is forced to sell herself.

H
4.54
43.8k
13
1
13

The Storage Bin Ch. 02

Weekly dress-up game turns into a hot encounter: continued.

4.35
35.8k
13
3
16

Chronicles of Heather Maureen Ch. 02

The life and times of a transvestite from start to present.

H
4.5
19.6k
13
3
14

Undercover Angel Ch. 04

Transvestite on run is finally caught & fucked.

H
4.68
41.5k
13
3
14

Escape to Constantinople

White Russian Pyotr finds love in escape from the Bolsheviks.

H
4.63
17.9k
13
3
17
0

Pajama Gram

CD gets Valentine's Day surprise from neighbor,

H
4.51
72.3k
13
14
13
0

Lady In The House Ch. 08

Crossdresser must comply with jailhouse heavy.

H
4.55
72k
13
3
15

Lady In The House Ch. 09

Continued adventures of a cross-dressed prison prostitute.

H
4.58
78.5k
13
1
13

The Road Less Traveled

Older man finally gives in to urge to use a younger sissy.

4.39
59.1k
13
4
21
0

I'm Now Called Dee Ch. 03

First time going out presenting as my new persona.

H
4.51
23.2k
13
1
16

My First Blowjob

Cross-dresser sucks off guy he meets on Internet.

4.11
120.2k
13
9
17
0

Laurie's Nightclub Adventure

Laurie gets more than he/she expected at a nightclub.

4.33
39.3k
13
4
17
0

I, Jennifer Ch. 04

Tranny fuck bot is taken repeatedly by her captors.

H
4.76
15k
13
3
15

Arabian Nights Pt. 06

Final chapter as Michele takes her revenge on Jahmal.

H
4.53
22.7k
13
5
15

Coming Clean

TV taking to the cleaners.

4.48
39.4k
13
2
14
0

How I Became a Whore

The night I decided to make fantasy a reality.

4.37
80.8k
13
13
19
0

The Librarian Ch. 02

TG librarian is molested by strangers but rescued by Randy.

H
4.56
13.4k
13
5
16

Modelling Ch. 04

Talked into modelling his wife's lingerie.

4.47
17.8k
13
2
16

The Emergence of Sarah Ch. 01

Getting ready for a night that will change his/her life.

H
4.52
30.6k
13
7
15

Kyle - My First Public Date

Leigh’s first public date.

H
4.52
17.3k
13
5
18
0

The Blessing

Crossdresser is blessed by the parish priest.

4.35
47.3k
13
8
17
0

Emily and Steve Ch. 04

Emily and Steve go away for the weekend to a country house.

H
4.63
38.9k
13
0
13

Dressing to Please Ch. 01

Discovering my submissive side and need to please.

4
39.5k
13
3
18
0

My Obsession Ch. 02

A young gurl becoming a wuman.

H
4.62
17.8k
13
6
13

Almost Damsel Almost in Distress Ch. 04

Tgirl continues her adventures and slips into some latex.

H
4.86
10.6k
13
6
26

Earning Wally an A

Teaching the art of submission to another.

4.33
51.3k
13
3
16
0

Uptown Girls

Story of my dressing & first TV threesome.

4.41
35.1k
12
2
13
0

Rebecca Begins at Home

Getting ready for my first date.

H
4.51
40.3k
12
9
15
0

Winning Big in Las Vegas

Winning more than $ in Vegas.

4.16
44.3k
12
2
17
0

A Job at Last

How far would I go to get and keep a job?

3.95
48.6k
12
3
23
0

Mistress Styles and the Humbler

Building a Humbler and giving it to the wife?

3.8
35.7k
12
4
24

Doggies Make Good Maids

Lily's husband cleans Jill's home, then himself and Jill.

4.19
50.4k
12
4
30
0

Lady In The House Ch. 16

Final chapter in this series about transvestites in prison.

H
4.58
44.7k
12
7
12

The Sissy Department Store Ch. 05

The young lovers story comes to conclusion in full make-up.

H
4.64
12.3k
12
4
18

The Humiliation of Emma

Tranny drinks cum and piss.

4.15
12.5k
12
1
22
0

Marilyn's Family Reunion

Marilyn gets reunited with her lover, possibly forever.

H
4.55
41.9k
12
0
12

Hostess with the Mostest Ch. 10

The final chapter - all questions answered and a surprise.

H
4.76
11.6k
12
8
12

Downsizing Ch. 08

An Impromtu engagement Party for Dani and Stacy.

H
4.68
22.7k
12
5
12

Lingerie Night at the Sauna

Crossdresser Night is a whole lot of fun.

4.31
47.7k
12
9
17
0

Vicky Ch. 03

Vicky finds happiness, and the balance she needs.

H
4.72
33.2k
12
7
12

Inaugural Crossdress Sexfight Ch. 02

Dani hopes to redeem himself vs a rookie.

H
4.58
21.3k
12
2
13

The Prisoner Wore Panties Ch. 02

Dresses as a woman to try to escape POW camp but he likes it.

H
4.66
13.3k
12
7
15

The Good Neighbour Ch. 04

Tranny in hiding fascinates woman and boy next door.

H
4.74
19.3k
12
10
17

Chronicles of Heather Maureen Ch. 03

One transvestite's life from start to present.

H
4.6
16.2k
12
1
13

Maid to Order Ch. 05

Michele takes revenge on Bill for mutual benefit.

H
4.63
20.3k
12
2
15

Tough Love

Wife is too sick to domme, so she gets hubby's buddy!

3.59
94.1k
12
5
24

My New Lifestyle Pt. 02

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

H
4.67
16k
12
2
22

Marilyn's Sexual Paradise

Marilyn & Kat go off on a Hawaii honeymoon.

H
4.79
50.4k
12
1
15

The Rise of Rachel Price T-Girl Pt. 24

In Venice, Rachel is seduced by the city and the body guard.

H
4.74
3.1k
12
14
14

Stress Relief for Mike

"Anna" helps a stressed friend from work.

4.32
64k
12
2
14
0

Tips for Better Writing

Some notes on helping others improve their writing skills.

3.6
66.4k
12
24
22
0

The Librarian Ch. 06

TG fucks bad guys so she can rescue young sex slaves.

H
4.75
13.6k
12
6
12

I Ventured Out.....Oh My!

Crossdresser receives her first taste and loves it.

4.45
76.3k
12
12
18
0

The Cause

A cock-loving transvestite's ponderings.

4.31
45.2k
12
3
14
0

Pillow Talk Ch. 05

Undercover tranny leads the mob on a little too far.

H
4.75
15.2k
12
1
15

Lady In The House Ch. 12

Michele, transvestite prison prostitute, in more trouble.

4.41
38.1k
12
0
13

Lady In The House Ch. 13

Transvestite prison prostitute gets a visit from the Warden.

4.4
47.5k
12
0
12

Home Alone: Day 01

Young man loves crossdressing at home.

3.66
95.7k
12
1
16

CD Stacy's Birthday Surprise

Stacy's girlfriend takes her out for a birthday surprise.

4.46
14.1k
12
5
15
0

Undercover Angel Ch. 03

Transvestite in hiding forced to fuck.

H
4.52
47.9k
12
2
13

Wilma Ann & Friends - The Audition

A shy CD comes out of the closet with an experienced tranny.

H
4.62
8.9k
12
4
15
0

Lady In The House Ch. 07

Carmel and Charlotte want theirs.

H
4.56
79.6k
12
0
13

Lisas Ibiza Experience

Lisa goes on holiday with her man and gets well used.

4.38
53.7k
12
1
20
0

The Game Ch. 02

Transvestite is blackmailed and forced to have sex.

H
4.76
17.9k
11
8
12
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transvestite
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