‘transvestite’ stories

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Active tags
transvestite 

Category

New 'Girl' in the Office Ch. 01

Feminine guy becomes the boss's new PA.

4.23
190.6k
39
6
49

How I Became a Sissy Ch. 01

The story about how I became a sissy.

4.48
38.9k
38
13
66
0

Sissy Maid to Mom and Sister Pt. 03

Liz bonds with her mom before her sissy maid brother returns.

H
4.68
32.9k
38
6
72

The Elephant in the Room Ch. 01

Closet crossdresser gets found by his scheming wife.

4.47
36.7k
38
6
55

A Sister's Revenge Ch. 06

Michael finds a new taste and friend & Cindy's making plans.

H
4.54
53.7k
38
1
39

My Master & My Wife Ch. 02

Greg's Redezvous with His Master & His Wife's Explorations

H
4.68
46.1k
37
10
42

First Time Sissy at the Gloryhole

I wanted to be seen in my frilly things, but I got more.

4.14
112.3k
37
14
61
0

Just a Game Ch. 01

A "harmless" game changes Stan's life forever.

4.31
81.3k
37
7
40
0

A Cumslut is Born Ch. 03

Julian learns the art of deep-throating.

H
4.57
58.6k
37
5
39

A Special Night, Laci's First...

A Story of Laci a crossdresser's first time rendezvous.

H
4.71
31.3k
37
9
52
0

The Tutor

Sexy Black lecturer has a sexy surprise for him.

H
4.71
63.9k
37
7
39
0

A First Time Out

A surprising first night out dressed as a girl.

4.18
93.3k
37
5
42
0

The Therapist

He learns about the girl that lives inside him.

4.27
115.2k
37
7
54

Winning Strategy

Wife feminizes her husband to win costume contest.

4.2
109.7k
36
18
45
0

Weekend at Alice's Cottage Ch. 07

Erica becomes more of a girl for a new man.

H
4.71
34.3k
36
8
39

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

Anastasia's Life

A crossdresser's awakening.

H
4.62
162.9k
35
5
48

The Good Neighbor

Crossdressing male nurse becomes grieving man's wife.

4.43
71.5k
35
5
38
0

Groomed to Depravity Ch. 07

To stay a sissy slave or to be exposed?

H
4.52
35.5k
35
11
47

Hotel Girl

Satisfying the customer.

H
4.54
147.4k
35
13
42
0

Ensnared by a Corset

A closeted cross dresser is discovered and humiliated.

4.12
112k
35
9
41
0

One Week Ch. 02

The continuing adventures of Louise.

H
4.7
102.3k
34
7
39

Lumberyard Miracle

A tale of improbable love.

H
4.83
32.5k
34
21
53
0

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

Kidnapped (A One Week Chronicles)

Crystal may just have gone too far this time...

H
4.69
62.9k
34
8
55
0

Jenny Plays with the Big Girls Ch. 02

Jimmy gets invited to play volleyball - the catch -as a girl.

4.45
90.5k
34
6
39

Truth or Dare Ch. 01

First time dressed as Rebecca in front of him.

4.3
71.8k
34
11
43

Corrupting The Underwear Thief Pt. 01

I catch the young lad next door stealing my underwear.

H
4.72
19.8k
33
15
54
0

Lonely Man Becomes a Sissy Ch. 02

Sissy wakes up to a new world with Mistress.

4.28
152.7k
33
11
40

Undercover Angel Ch. 01

Mike goes undercover as a transvestite to escape crime boss.

4.37
65.9k
33
1
47

My Girly Fantasy

A night with my friend changes everything.

4.29
112.5k
33
7
51
0

A Controlled Life Ch. 01

A Domme takes over a slaves computer and then his life.

4.24
105k
33
13
51
0

Daddy's Little Helper Ch. 02

Son watches father and friend do more naughty things.

H
4.54
114.9k
33
16
35

Jill's Date with Deshawn

White CD's date with married Black man.

H
4.5
71.6k
33
12
45
0

Michele And The Predator

A transvestite gets taken by an intruder.

4.41
93.1k
33
3
40

Sissy Bottom Has a Nite Out Ch. 03

More cross-dressing fun with buddy & wife.

4.48
110k
32
7
39

The Intimate Dinner Party

An intimate dinner party turns erotic.

H
4.52
15k
32
5
57
0

Sissy Crissi Ch. 04

Crissi wonders what will happen next.

H
4.7
95k
32
19
38

The Making of Meaghan Ch. 03

Brian takes time away to sort things out.

H
4.55
39.8k
32
5
44

Greg Tries a New Angle Ch. 01

First cd experience leads to a big black load

4.26
55.7k
32
7
40

Cunt! Ch. 04

Ashley continues her exploration.

H
4.77
37.9k
32
7
37

Popping Lisa's Cherry

Lisa goes all the way as a lady.

H
4.58
237.8k
32
14
35
0

Work Day, Fun Day

The wife finally gets to see her panty husband.

4.49
52k
32
9
43
0

Stepmom's Sex Shocker Ch. 04

Sexy stepmom pimps out adult stepson.

H
4.51
125.3k
32
7
37

The Librarian Ch. 01

The Librarian has a secret and someone is coming for her.

4.41
28k
32
6
50

Hard Day at the Office

Rachel gets caught by her boss at work.

4.49
116k
31
3
40
0

You're My Bitch Now Ch. 03

Rick has an encounter with his boss at work.

H
4.65
38.5k
31
4
34

Carrie Ann's Delight

Closet transvestite is cuckold and dominated.

4.27
93.7k
31
6
39
0

Forgiving Wife Pt. 01

A secret crossdresser and an understanding wife.

4.2
66k
31
11
46

Mandingo Row

Man follows wife to see where all the white women go nightly.

3.02
382.6k
31
15
46

Alexis Ch. 02

The further adventures of Alexis and her slut transformation.

H
4.54
83.9k
31
8
34

Finishing School For Ladies Ch. 02

Tranny teaches protegee how to crossdress and seduces her.

H
4.68
23k
30
4
31

Arabian Nights Pt. 02

Michele is held captive & trained to be a transvestite whore.

4.38
42.4k
30
2
34

Made to be a Transvestite Pt. 01

He wants me to be his replacement girlfriend for the weekend.

4.05
38.5k
30
8
37
0

Delectable Debbie

A man's first T-girl experience.

4.46
72.8k
30
5
37
0

The Picnic

Splendor in the grass and first time with a T-Girl.

H
4.66
22.5k
30
3
38
0

One for the Team Ch. 01

Closet TV is sent to boarding school where she is found out.

4.49
26.2k
29
4
59

Sexercise

Brad wears a disguise to obtain employment.

H
4.6
94.7k
29
4
36
0

Pantsed Again

I'm found out at the office by my manager.

4.33
81.2k
29
8
35

Trapped! Ch. 01

A convincing young CD yearns to explore the city outside.

4.37
29.7k
29
0
36

So You Want to be a Nurse? Ch. 02

Polly visits Michele to help her dress, sexy evening follows.

H
4.62
35.5k
29
4
30

Jessica Loses Her Virginity

A crossdresser's coming of age.

H
4.53
119.9k
29
13
32
0

Driving Miss Michele

Transvestite is abducted by a criminal gang.

H
4.5
88.3k
29
5
36
0

Stockings & Stalkings Pt. 01

Tranny goes out for some fun but is forced to submit.

4.25
44.5k
28
9
38

Arabian Nights Pt. 03

Transvestite prisoner is forced to suck and fuck.

H
4.53
48.6k
28
2
32

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

Maid of Honour

A male bridesmaid who ends up as the Best Man's lover.

4.31
85.9k
28
6
36
0

Old World Magic Ch. 10

Magically mind reading a redhead.

H
4.75
40.6k
28
13
33

Couples Counseling Ch. 02

Dr. Kim helps Rick and Gary solve their problems.

H
4.61
31.7k
28
2
34

The Boots

A wife punishes her husband with Ballet boots.

4.44
33.8k
28
5
39
0

Been Caught Cheating Ch. 02

The next day, meeting Angela's sister.

4.38
120.2k
28
10
35

The Good Neighbour Ch. 02

Lad is infatuated with next door lady who has a secret.

H
4.61
25.3k
28
1
36

The Tree Man saw me!

Wife planned a visitor who caught me out as a sissy cuckold.

4.47
23.6k
28
7
40
0

Help Wanted

Working as a window model at an Adult Store.

H
4.71
9.7k
28
11
49
0

Michelle's Hotel Bondage Experience

TV Michelle is tied up by a TV and a black man.

H
4.62
61.2k
28
2
39
0

Sissy Summer

A summer spent in matching dresses.

4
113.2k
27
6
40
0

Our Steven, Our Stephanie Ch. 02

Diane chastises Steven for his silly notions.

4.26
155.2k
27
8
38

First Time, From A Window

I want your feminised body and the dildo, in that order.

4.44
80.5k
27
4
43
0

Lifting Weights

He's taken by surprise while lifting with a friend.

4.37
100.9k
27
4
28

Pillow Talk Ch. 03

Undercover tranny makes the ultimate sacrifice - her virginity.

H
4.8
27.9k
27
2
31

Hotel Party

Invited to a party with consequences.

4.1
42.4k
27
4
41
0

Our Steven, Our Stephanie Ch. 04

Steven helps Diane with her school project.

4.39
124.2k
27
3
31

Trading Places

Couple trade genders for party.

4.27
113k
27
8
35
0

Modelling Ch. 01

Talked into modeling his wife's lingerie.

4.46
47.3k
27
4
32

Whores And Pimps Ch. 04

Transvestite is forced to particpate in group sex a party.

H
4.77
76.2k
27
5
30

From Heels Fetish to Cock-Sucking

A crossdresser's meeting with online chat buddy.

4.11
82.4k
27
10
37
0

The Game Ch. 01

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

H
4.55
22.5k
27
8
40

Jenny Plays with the Big Girls Ch. 10

Jimmy pays the theater manager back - as Jenny.

4.47
49.4k
26
9
29

The Cottage Ch. 04

Transvestite reveals herself her to her uncle & seduces him.

H
4.7
49.9k
26
14
29

The Sissy Models Ch. 02

A sissy Daddy-son threesome with the manly photographer.

H
4.75
22.2k
26
5
34

Anthony/Toni

After time apart, his transvestite brother seduces him.

4.38
36.5k
26
2
29
0

Mistress Chantel, Tranny Dominatrix Ch. 01

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

4.02
42k
26
0
47

New 'Girl' in the Office Ch. 02

Secrets are revealed, in a very horny way.

H
4.51
148.7k
26
15
30

Consent Ch. 07

Jack's fantasy becomes permanent reality.

4.49
43.4k
26
9
28
Active tags
Active tags
transvestite
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