‘cross dressing’ stories

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Active tags
cross dressing 

Category

My Feminine Side

Guy becomes a beautiful sexy girl.

H
4.72
620.2k
591
73
855
0

Dommy-Mommy Ch. 01

A mother decides to take control of her son.

4.08
495.2k
254
37
416

Discovering Amber

My boyfriend gets caught in my lingerie, changes must happen.

H
4.57
415.7k
268
47
411

Yes, I Wear Panties

A surprised sister helps him face his fetish.

H
4.53
408.5k
174
62
231
0

Ivy's League

He gets kinky with Sister in law and wife.

4.4
404.1k
49
1
89
0

His Sissy Bitch Ch. 01

A man's employer uses him for more than an employee.

4.43
397.9k
271
20
368

Wife Loses Poker Bet on Nude Day

Wife must do whatever her husband wants after losing a bet.

3.44
350.8k
54
32
103
0

Getting Nailed

A bet gives her control and puts him in trouble.

4.15
347.1k
225
0
325
0

My Wife My Partner Ch. 01-04

Wife encourages husband to cross dress.

4.44
329.6k
138
0
188

Girlfriend's Dad Ch. 04

18-year-old continues encounter with his girlfriend's father.

H
4.54
327.3k
214
51
247

Joel Gets Caught by His Wife

Joelle is caught and dominated by his wife.

H
4.51
326.1k
174
36
230

Feminization Triggers

What makes feminization such a powerful experience?

4.45
321.9k
188
15
224
0

High Heels and Stockings Tryout

Trying out his wife's slut clothes.

4.41
305.8k
102
39
126

My Bizarre Life Change Ch. 01-02

Separated man is feminized by beautiful next door neighbor.

H
4.54
305.3k
178
29
265

The Perfect Handjob

A loving couple deals with a husband's high sex-drive.

3.76
279.9k
34
17
47
0

Dressing Up For My Wife

Husband loses a bet & becomes a cross dresser.

4.07
256.5k
49
9
59
0

His Sissy Bitch Ch. 02

A boss uses his employee for the job he's truly skilled at.

H
4.6
250.6k
136
16
148

His Sissy Bitch Ch. 03

from a good employee to a 'good wife'

H
4.56
243.4k
120
11
133

The Perfect Age Ch. 01

Young man begins his journey as a young girl.

H
4.53
241.3k
213
15
281

Female Boss's Sexual Plaything

She forces him into bra & panties, then ties him to a desk.

3.94
220.8k
33
12
64
0

50 Shades Of Pale Pink Sissy

A girly boy finds her submissive place in life.

4.45
217.7k
146
15
174

Proud To Be A Sissy Ch. 01

A young man learns who he is.

4.49
213.6k
161
11
194

Friends with Benefits

A friend's Halloween party ends with a surprise.

H
4.61
211k
114
0
160

High Heels and Stockings Tryout Ch. 02

Cross-dresser meets and has sex with a hot couple.

H
4.68
203.1k
62
20
73

Loving Wife Ch. 04

A sub completes his passage to femininity.

4.32
202.5k
44
51
50

Loving Wife Ch. 03

He accepts his submissive feminine role.

H
4.56
200k
37
17
43

His Sissy Bitch Ch. 05

A sissy gets a brand new kind of 'employer'.

H
4.61
198.3k
102
11
108

Missing Knickers

Missing knickers lead to her son.

4.17
181.4k
38
13
49
0

Bikini Boi

Brother's friends make me wear my Sister's Bikini...

H
4.54
180.3k
234
16
339
0

Another Thing Cumming

He's got another thing cumming on a Hot Summer Night.

3.97
178.3k
17
10
24
0

Bryan's Training

Wife sends him for sissy training.

4.1
172.3k
43
21
64
0

Sweetie

A woman abuser gets a change for the better.

4.21
171.5k
62
2
82

Joel Gets Caught by His Wife Ch. 02

Continuing adventures of Joelle and Stacey.

H
4.58
167.5k
108
32
128

The Perfect Age Ch. 03

A sissy learns much from his mother, from his boyfriend too.

H
4.57
162.1k
80
16
87

Sissy School

Len is caught wearing panties and sent to sissy school.

4.18
161.9k
152
19
251
0

A Cross Dressing Suck Off Fantasy...

Man on business meets sexy cross dresser.

4.42
158.7k
19
10
24
0

I Made My Sister Ch. 09-10

Son & mother in pact.

4.26
156.4k
51
12
62

Boss Lady

Female boss catches employee wearing her lingerie.

H
4.53
154.9k
81
7
111
0

Crossing the Rubicon

Feminization of a man by his wife.

4.12
154.6k
32
19
50
0

A Missy Affair

Closest crossdresser discovered and used.

4.33
153.7k
49
11
65

Sadie's Travels

Naive Southern girl finds love in the big city.

H
4.85
151.9k
186
0
207
0

Discovering Amber Ch. 03

A sissy shopping trip to the mall is fun for everyone!

H
4.57
151.4k
75
26
88

Nina Dresses me as a Girl

What starts out as a costume becomes a lifestyle.

3.83
150k
22
5
31
0

Cuckold Chronicles: Todd

Wife takes charge of submissive husband.

4.35
149.1k
59
10
77
0

The Looking Glass

The Birth of Addiction.

HW
4.84
145.5k
200
66
303
0

Haven the Sissy Slut Ch. 01

Sunday equals Football and Gangbanging.

4.4
145.4k
110
13
139

The Accidental Sissy

Man gets caught by neighbor wearing his girlfriends lingerie.

4.42
143.2k
74
17
83
0

His Sissy Bitch Ch. 06

She's become a full-time working girl for her real man.

H
4.56
141.2k
56
7
61

Subservient Ch. 03

Angie gets hubby to agree to the unthinkable.

0
138.7k
29
7
42

I Learn My Place In Our Marriage

Her course in feminism turns me into a submissive.

3.78
138.7k
51
24
76
0

Adam Loses a Bet Ch. 01

Adam looks good in booty shorts.

4.22
138.1k
148
6
265

Humiliated and Fucked

Sarah tells me to show her total humiliation.

4.42
138.1k
59
9
102
0

This Cock Tastes Like My Wife

Fantasy lived vicariously via internet changes reality.

4
137.7k
51
9
74

Dressed up for Halloween

A costume decision ends up with sex.

4.27
136.9k
81
9
119
0

Bad Halloween Habits Ch. 2

Greg and Cindy attend a wild party.

3.93
136.7k
23
3
35

I Made My Sister Ch. 06-08

Son & mother in pact.

4.1
135.4k
41
5
50

Dressing up daddy

Dad gets dressed and his first cock.

4.39
135.2k
37
10
43
0

Bad Medicine

Being a gay porn star can be a good thing.

HE
4.7
133.7k
75
20
89
0

Trapped Teacher

This teacher ends up blackmailed.

4.12
133.1k
16
0
21
0

Fantasy Becomes Real

Cross-dresser's dream becomes real.

3.77
131.5k
8
6
9
0

Long Night Ch. 01

Wife shows husband what a real man can do.

3.86
130.7k
16
9
26

Dan's Conditioning Ch. 06

Kendra helps Dan learn how to live as Danielle.

H
4.5
127.8k
35
17
51

Silky Stockings

Cross dressing can be fun.

4.18
127.8k
23
14
27
0

Sonia's Panty Slave

Perverted flatmate goes too far with dress-up.

4.21
127.6k
8
0
11
0

Costume Party Switch

Guy goes to Halloween party as a girl after losing a bet.

H
4.53
126.8k
143
11
195
0

Sissy Crissi Ch. 02

Crissi must now deal with her roommate, Erika.

H
4.65
124.1k
31
11
39

His Sissy Bitch Ch. 07

full-time working girl and fully owned...with a new man.

H
4.62
123.5k
74
15
77

Fem School

Trained to be Fem.

4.36
123.1k
75
12
89
0

Punished in Step Sister's Clothes

Caught in my sexy step sister's clothes and she's not happy.

4.25
122.5k
74
20
128
0

Instead of My Sister Ch. 03

For the third time, he takes his sister's place.

H
4.6
122.4k
44
10
51

Feminized to be Her Lesbian Girlfriend

A coercive neighbor forcibly feminizes me.

3.91
122.4k
26
4
59
0

The Lingerie Party Guest of Honor

Hubby "dresses up" for wife's lingerie party.

4.38
121.6k
33
11
46
0

Crossdresser's First Anal Orgasm

A cross dresser has their first sissygasm.

4.17
121k
58
5
85
0

Alex to Alexis Ch. 01

Alex is feminized by his mother and sisters.

4.25
120.9k
110
18
143

I know You Won't Believe This

Encounter with cute young sales clerk in the changing rooms.

4.48
120.9k
45
8
51
0

Matt's Change

Matt learns something when his sister moves in.

4.22
120.5k
17
5
24
0

Top or Bottom Ch. 01

His introduction to gay sex.

H
4.52
120.3k
26
0
35

Jessica Loses Her Virginity

A crossdresser's coming of age.

H
4.53
119.8k
29
13
32
0

Stevie's Black Lace Adventure

He is forced to wear sexy black lacy nylon lingerie.

4.24
119.7k
24
9
30
0

Bitch Maker Ch. 04

Reluctant Tim chooses to be a bitch for Sammie.

H
4.62
117.1k
90
12
107

Auntie in Nylons Caught Peeing

Mike lives out his older woman dream with his Auntie.

4.43
114.2k
103
13
146

Bob Dresses for Halloween

With wife's blessing, Bob ventures into cross-dressing.

H
4.61
113.9k
36
7
46
0

Tits and Transformation

Couple's secret desires leads to a new life for both.

0
112k
99
21
118
0

Sissy Bottom Has a Nite Out Ch. 03

More cross-dressing fun with buddy & wife.

4.49
109.9k
32
7
39

The Cuckold Ch. 04

A married couple fulfil their destiny.

H
4.5
108.7k
57
13
71

Becoming My Roomate's Wife

Him becoming my master started a year ago.

3.99
108.1k
54
2
66
0

Whatever It Takes?

How far would you go to please a beautiful woman?

4.37
107.2k
26
13
35

Was He Becoming A Cross Dresser Ch. 01

Dressing as a woman in secret, how far would he go?

0
107k
35
10
43

Something in the Water

Wife's acceptance of husband's cross dressing.

4.43
107k
47
13
66

The Bet reLoaded Ch. 03

Wifey won and trades hubby out.

H
4.67
106.9k
26
10
39

Kevin's Torment

The Cheerleaders torment their favorite target.

4.2
104.1k
55
20
72
0

Dan's Conditioning Ch. 07

Danny learns more about her new additions.

4.12
103.9k
28
9
43

The Man That Owns Me Ch. 01

A sissy slut meets the man she will serve and obey.

H
4.6
103.4k
109
8
160

You're My Bitch Now Ch. 01

Rick from the IT Helpdesk discovers a life-changing secret.

H
4.56
102.7k
134
20
167

Property To Be Pimped

Carrie and Suzie give Sissy Desiree what she wants.

4.39
102.6k
39
7
47
0

Ivana Pushing Sissy's Limits

Wearing a dress to a Christmas Party wasn't enough.

4.06
102.4k
38
13
49
0

Seducing a Friend

John seduces his friend as Belinda.

4.11
102k
14
1
17
0
Active tags
Active tags
cross dressing
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