‘crossdresser’ stories

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Active tags
crossdresser 

Category

Card Shark

Neglected wife gets ironic revenge on poker playing husband.

3.24
154.6k
31
29
58
0

The Cum Drinkers Club

Three crossdressers gang bang straight guy.

H
4.62
154.5k
124
8
153
0

Story of Sissy Blackmail Ch. 01

Actual Story of how I was first discovered and used...

H
4.59
153.8k
134
24
177
0

A Missy Affair

Closest crossdresser discovered and used.

4.33
153.7k
49
11
65

Crossdresser Gets Found Out Ch. 02

Crossdresser's training begins as wife takes control.

4.29
152k
17
8
20

Wife's Early Return

Wife comes home one night early to find dressed-up hubby

H
4.66
151k
122
18
193
0

From a Husband to a Dutiful Sissy Ch. 02

Chapter 2 of this Mistress wife, sissy husband, lifestyle.

4.29
150.5k
70
22
87

Fuck My Sister!

Cross-dresser and fuck buddy cum on sister's face.

4.02
148.3k
27
1
48
0

Hotel Girl

Satisfying the customer.

H
4.54
147.4k
35
13
42
0

Working the Holidays

Classic Christmas tale of blackmail and forced feminization.

H
4.58
146.5k
203
18
296

The Unsuspecting Candidate Ch. 01

A Domme catches a sissy.

H
4.6
146.2k
61
8
96

Jeff Crossdresses More & More

Jeff is encouraged to dress more in the run-up to Halloween

H
4.58
144.8k
93
16
121
0

The Adventures of Lexi Ch. 01

Getting caught leads to the night of his life.

H
4.7
144.2k
141
11
184

Kissing Crossdressers Pt. 01

Hotwife turns hubby into crossdressing sissy.

H
4.53
142.2k
102
20
151

Caught by my Sister Ch. 03

Suzy has fun at a frat party.

H
4.68
141.4k
109
6
119

I'm My Sister's Husband's Wife

He replaces his twin sister at her wedding.

4.43
140.6k
157
29
211
0

How I Became Vanessa Ch. 01

The events that pushed me to become a transsexual.

4.19
140.3k
28
3
44

Rubber Doll at the Girls Party

He is dressed as a sex doll for his girlfriend' party.

3.83
139.7k
31
0
53
0

Julie's First Date Ch. 01

A feminine crossdresser's first time.

4.38
139.2k
23
8
29

In Kelly's Room

Curious older step brother finds himself.

4.28
139k
34
5
37

Poker Night Servant

Gen serves the men, on her knees!

4.11
138.1k
20
11
21
0

'Jenny' & 'Mike': A Day Out

A shopping trip, pegging at home...and at the movie theater.

H
4.68
137.1k
104
13
163

Stephanie's Toy Ch. 03

Stephanie takes her girlfriend into public.

4.39
135.9k
50
10
55

The Mother I Never Knew Ch. 02

Family and friends with benefits comes together.

H
4.69
135.7k
156
23
193

Crossdressing Friends

Friend's crossdress in front of each other for first time.

4.36
135.4k
52
0
62
0

Her New Girlfriend Ch. 03

Completed: debut to her other girlfriends.

H
4.56
133.9k
43
8
48

A Night to Remember

Sissy husband is taken to a new level thanks to his wife.

4.32
133.8k
37
16
43
0

One of the Girls

So you want to join the girls for a night on the town?

H
4.65
132.2k
96
21
149
0

Alexis

Young crossdresser begins the transformation to a slut.

4.43
130.3k
51
6
57

A Wife Comes Around

How a wife came around to her husband's pleasures.

4.45
129.4k
82
3
99

That's What Friends Are For Ch. 02

Alex dresses up as Allison and catches the eye of an admirer.

H
4.59
129.2k
55
11
70

Gender Bias Ch. 01

Steven, meet Sarah - she's a helluva gal.

4.32
128.9k
25
10
33

Sissy Cuckolded by Girlfriend Ch. 01

A sissy slut gets cuckolded by his girlfriend.

4.13
128.7k
55
16
95
0

A Shemale Vacation Ch. 02

Now it's him that has to be the whore.

H
4.58
128.6k
67
7
77

Sissy Pool Wager Pt. 01

Young sissy gets more than he bargained for in bet.

3.94
128.6k
50
14
86
0

Stockings and Heels in Public

Newbie CD tries out stockings & more in adult theater.

4.33
128.1k
42
18
52
0

Lazy Afternoon

Mother and son discover each other. Warning: bisexual scenes.

4.36
127.7k
73
7
87
0

Cross-Dresser Fucked by Hot Sissy

Anal and oral fun between to hot sissy cross-dressing sluts.

4.25
127.6k
40
17
48
0

Pre-Op Roommate Ch. 02

Dan & Marcie's relationship gets deeper.

H
4.66
127.4k
60
14
63

In My Place Ch. 02

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

4.39
125.5k
14
6
20

Stepmom's Sex Shocker Ch. 04

Sexy stepmom pimps out adult stepson.

H
4.51
125.2k
32
7
37

Getting Whored In the Train

I get to be a slut to all people on the train and more...

3.99
124.5k
36
4
55
0

A Weekend in Jail

A weekend in jail with a crossdresser, leads to great sex.

H
4.64
124.2k
234
17
278
0

Sissy Fantasy to Nightmare

Blackmailed into living out his fantasy on a stag gone wrong.

H
4.6
123.6k
117
21
177

My New Neighbours

I get to know my new neighbours.

H
4.74
123.5k
199
26
248

My Office Sissy Slut Pt. 01

You volunteer to your boss' sissy slut.

4.37
123.1k
35
9
70

A Summer Camp Adventure

A 19 your old male goes to cheerleader camp.

4.47
122.9k
79
10
99

Feminized to be Her Lesbian Girlfriend

A coercive neighbor forcibly feminizes me.

3.91
122.6k
26
4
59
0

CD Cum Slut

A crossdresser gets more than she bargained for.

4.19
122.2k
28
8
38
0

Prom is a Bitch

I become a girl to help a out a friend.

4
121k
48
34
61
0

Crossdresser Husbands Left Alone

Wives leave alone their husbands, who have some fun.

H
4.53
121k
87
28
102
0

A Cross Dressers First Time

A middle aged cross dresser has sex with a man.

4.39
120.7k
31
13
36
0

My First Blowjob

Cross-dresser sucks off guy he meets on Internet.

4.11
120.2k
13
9
17
0

Jessica Loses Her Virginity

A crossdresser's coming of age.

H
4.53
119.9k
29
13
32
0

Making of Tina Ch. 01: Caught

A story about forced feminization.

4.48
118.8k
125
6
242

Blackmailed by Mr. B

A student is blackmailed and used by an older man.

4.49
117.9k
148
20
250

Sissy Maid to Be... Ch. 01

Married sissy in for the experience of her life.

4.47
117.8k
79
13
138

A Working Sissy Girl

A sissy girl does what she has to do to please a client.

4.1
117.8k
23
2
34
0

It

A wild night in Amsterdam.

4.46
117k
8
0
12
0

This Cock Tastes Like My Wife Ch. 04

His cuckold wishes are taking shape, but not how he expected.

4.36
116.7k
54
19
66

The Agency

Mike finds a job, which may be much more than he expected.

H
4.57
113.5k
204
17
371

My Sister Jodi

Bill gets caught wearing his sister Jodi's lingerie.

H
4.63
113.1k
85
12
158
0

Take It or Leave It

Suneel turns into beautiful Sunaina

4.1
113.1k
14
6
15
0

Sissy Summer

A summer spent in matching dresses.

4
113.1k
26
6
39
0

Hot in a Dress

Hot threesome with a Crossdresser.

H
4.57
112.8k
45
8
52
0

Fifi's Long Wait

Fifi the maid needs to cum so badly.

H
4.65
112.7k
61
7
89
0

First Time Sissy at the Gloryhole

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

4.14
112.2k
37
14
60
0

Doll Parts

Girl meets a boy in skirt.

3.88
112.1k
13
2
13
0

Ensnared by a Corset

A closeted cross dresser is discovered and humiliated.

4.12
112k
35
9
41
0

Playing Pregnant

Sissy uses and enema to feel pregnant and girly.

4.29
111.1k
57
12
69
0

A Sissy's Halloween

A self made sissy finally learns her place around Halloween.

H
4.59
110.9k
141
17
201
0

Gone Fishing

Losing a bet means entertainment for the guys.

H
4.51
110.9k
118
13
142
0

A Wife Comes Around Ch. 03

A wife helps out with his fantasy.

H
4.61
110.4k
65
16
75

The Rest Stop

Crossdresser finds a surprise at a rest area.

H
4.55
110.1k
39
25
42
0

Sissy Bottom Has a Nite Out Ch. 03

More cross-dressing fun with buddy & wife.

4.48
110k
32
7
39

The Landlord

College student gets more than he bargained for with room.

H
4.62
109.7k
71
7
94
0

Prom? Ch. 01

Andy becomes Anna to help a friend.

H
4.67
108.4k
171
18
257

Girls Suck

Daddy finds a glory hole in his offspring's room.

4.15
107.7k
93
11
157
0

Loving the Crossdresser

Friend helps guy become a female.

4.27
105.7k
22
12
24
0

Crossdresser's Private Gloryhole

Leslie makes a private gloryhole for big cocks.

H
4.5
105.5k
45
9
56
0

Being Sarah

Crossdresser Sarah gets tormented by two hot female friends.

H
4.63
105.4k
137
24
179
0

Crossdresser In Picnic Area

Crossdresser gets fucked in public picnic area.

4.46
105k
36
14
44
0

Old Friends, New Lovers

Big Jim and his son's friend get it on.

H
4.61
105k
32
6
35
0

Important Business Comes Up

He's caught wearing stockings at work.

H
4.55
104.6k
45
10
64

Robin and Mia

Rob is forced to become Robin.

4.45
103.3k
50
12
64
0

I Dress Up and Fuck My Friend Pt. 01

I dress up like a sissy slut and fuck my best friend.

4.14
103k
67
8
87
0

Caught Wearing Panties

Caught but given opportunity to suck my 1st dick.

H
4.5
103k
60
17
81
0

Crossdresser's Open Room

Crossdresser has fun at rented motel room.

4.32
102.6k
21
0
22
0

Polish Maid

My male cleaner becomes my tranny maid.

H
4.53
102.1k
68
7
75
0
Active tags
Active tags
crossdresser
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