‘crossdresser’ stories

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Active tags
crossdresser 

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Costume Party

Introduced to my new group of special friends at a party.

H
4.64
40.8k
36
1
67
0

Magic Dress Pt. 04

Getting out and about as a woman.

4.46
13.1k
5
4
8

Magic Dress Pt. 02

She educates me, and I oblige her.

4.41
18.1k
11
3
15

Magic Dress Pt. 01

My wife's dress transformed me.

4.43
41.9k
30
9
51

The Game Ch. 05

Trans' search for her blackmailer leads her into more trouble.

H
4.74
9.4k
6
2
8

The Game Ch. 03

Tranny trying to find her blackmailer seeks out old friends.

H
4.76
10.4k
7
4
10

Don't Be Ashamed

His ex-girlfriend's father shows him a simple white dress.

H
4.6
51.6k
72
8
100
0

April on TV

How to be hired as a TV reporter.

3.96
14.6k
10
4
14
0

The Game Ch. 02

Transvestite is blackmailed and forced to have sex.

H
4.76
17.9k
11
8
12

At the Kit-Kat Club Ch. 02

"Lisa" gets deeper into the action before reconsidering...

H
4.59
12k
11
2
12

The Game Ch. 01

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

H
4.55
22.4k
27
8
40

At the Kit-Kat Club Ch. 01

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

4.44
20.7k
21
1
27

Halloween Rabbit Holes

I go out for Halloween to the gay bar as Jessica Rabbit.

4.33
26.3k
25
2
35
0

The Deal Ch. 03

Keith starts to accept his true desire.

4.47
10.4k
8
0
14

Alex

Hooking up with my ex-girlfriends cousin.

4.47
70.3k
95
8
123
0

Daddy Takes Jenna's Virginity

Jenna dives deeper in her place as Daddy's girl.

H
4.61
75.1k
47
5
73
0

The Deal Ch. 02

Keith doesn't know what to do.

4.16
14.5k
11
2
17

The Deal Ch. 01

Shy crossdresser has a laundry room adventure.

4.39
36.4k
35
9
50

Shopping is a Drag

Married Jean realizes that shopping can be a drag - and fun!

H
4.58
17.3k
16
4
17
0

Dressing Continues and Gets Hotter

I continue crossdressing with my girlfriend.

H
4.65
31.6k
21
7
28
0

Sarah Dressed and Visits a Sex Club

Sarah goes to a sex club and has fun.

4.06
18.7k
9
4
13
0

The Story of Keith

Keith's last day as a temp is spent at a Halloween party.

3.94
28.2k
16
3
23
0

Kimmy's Discovery Ch. 07

Kimmy's transformation becomes noticeable.

H
4.58
9.9k
5
3
6

Continue Crossdressing Adventures

Continued Adventures Crossdressing.

H
4.68
16.9k
21
6
25

First Time for Daddy's Girl

Young, Sissy CD's First Time with her Daddy.

4.35
77.2k
43
5
63
0

Kimmy's Discovery Ch. 05-06

The continuing transformation of sweet young Kimmy.

4.49
7.7k
8
2
9

Heather Jenkins

An accountant gets pulled into a world she never knew about.

4.22
11.8k
13
5
29
0

The Roommate

A man is stunned to find out his roommate is now a t-girl.

H
4.7
58.1k
131
13
177
0

Sarah was Trained to be a Girl

Sarah is trained to be a girl and meets a girlfriend.

4.4
29.1k
10
0
17
0

Sarah Asked to Work as a Hotel Maid

Has to service not only the room but the guest.

4.37
20.2k
17
7
23
0

Alice has a Playmate

Mistress finds a live in playmate for them.

4.39
14.8k
8
1
9
0

Sissy Crossdresser Needs to Please

A sissy crossdresser wants to give her man pleasure.

4.47
25.9k
19
7
26
0

I Adore Crossdressers Pt. 03

A crossdresser loves being turned into a pretty little slut.

H
4.5
14.6k
3
5
5

It Had Been Far Too Long

CD has a date after many years.

4.42
12.2k
8
2
9
0

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

I Adore Crossdressers Pt. 02

A pretty young crossdresser gets taken by a Daddy - HARD.

4.39
14.5k
6
5
7

I Adore Crossdressers

A young Crossdresser gets her taste of a Daddy.

4.2
32.2k
18
9
23

The Ride of a Lifetime Ch. 02

Once "straight" married man waits for his new lover.

H
4.64
18.3k
12
4
15

My New Neighbours

I get to know my new neighbours.

H
4.74
123.5k
199
26
248

The List

A son crosses many barriers to save his family, maybe even...

3.93
30.5k
21
2
40

Don't Kill the Messenger

His neighbor shows him what his wife has been up to.

4.25
51.8k
43
5
55
0

A Week End with Mistress Pt. 03

The week end continues with humiliation at the club...

H
4.55
22.2k
8
2
10

My Fantasy Pt. 01

Eric fulfills Jessica's fantasy.

H
4.62
49.1k
35
8
56

The Panty Raider

A lady's man graduates.

4.27
18.4k
9
6
11
0

A Sissy's Halloween

A self made sissy finally learns her place around Halloween.

H
4.59
110.9k
141
17
201
0

Sissy Wants Her Wife's Boyfriend Ch. 03

Sissy Arlene moves back into the master bedroom.

H
4.69
33.8k
43
9
55

A Week End with Mistress Pt. 01

A sissy has a surprised filled week end with his Mistress.

4.33
31.9k
19
6
25

The Collector Ch. 04

Trained tranny is offered to masters for their use.

H
4.65
11k
8
2
10

The Collector Ch. 03

Tranny is being groomed to serve her masters.

H
4.73
10.6k
3
0
5

Pillow Talk Ch. 05

Undercover tranny leads the mob on a little too far.

H
4.75
15.2k
12
1
15

Sweet Little Snapshots

She gives her boyfriend a surprise while he wears a dress.

H
4.56
42.5k
47
4
72
0

Pillow Talk Ch. 04

Tranny ho is forced to fuck NPYD vice cops to stay undercover.

H
4.7
21.1k
14
5
19

The Life of Janice Ch. 13

Hannah's Coffee shop and Bookstore.

H
4.59
3.8k
6
2
6

Pillow Talk Ch. 02

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

H
4.69
22.6k
21
6
26

My Story of Degradation Ch. 03

I go to Mistress's home and get put into chastity.

4.29
21.8k
9
6
14

Pillow Talk Ch. 01

Cop is forced to go undercover as a transvestite hooker.

H
4.5
44.4k
64
5
92

Sorority Switch Pt. 01

College boy must take his sister's place in sorority rush.

4.27
56.5k
59
8
91
0

Sissy Maid to Be... Ch. 02

Jenny continues to prepare with Mistress's help.

H
4.61
53.4k
35
10
56

Passion over Lust

Sarah's had enough of meaningless sex.

4.36
12.4k
9
1
13
0

Queen of Paradise Ch. 04

Maria and Michelle's adventure continue.

H
4.66
9.4k
10
4
12

Sissy Maid to Be... Ch. 01

Married sissy in for the experience of her life.

4.47
117.6k
79
13
138

Sissy's Sexy Strut

A sissy dresses every inch a lady and goes out in public.

4.22
17.9k
11
0
17
0

Long Love Broken Pt. 05

A promise accepted, circles closed.

H
4.69
5.8k
8
9
9

Daddy Jack Pt. 01

A landlord has a surprising encounter with his cute tenants.

H
4.69
55.3k
69
2
93

Beanie and Spiro's Great Adventure

Two buttheads join the Navy, what do they see? A lot of sex!

3.86
8.9k
1
4
2
0

Long Love Broken Pt. 04

Promises broken, then a promise given.

H
4.83
5.5k
6
2
8

The Gas Pump Girl

Small town life with the girl of his dreams.

H
4.53
39.9k
39
8
48
0

Once Upon a Laundry Ch. 03

Jeff, Jessy seek out Kimmy individually for their own ends.

H
4.55
17.4k
15
8
18

Teacher Discovers Tommy's Fetish

Young man explores a taboo side with his gym teacher.

H
4.57
60k
82
5
120
0

Quite the Shocker

Gurl lusts after her nephew and he takes her.

H
4.59
26k
30
1
42
0

Kitten's Adventure Ch. 01

A young Danish cross dresser meets her older American Daddy.

H
4.56
11.7k
7
5
8
0

Once Upon a Laundry Ch. 01

A crossdresser is caught with panties in the laundry room.

H
4.56
49k
62
14
83

Sissy's Subservience to Wife Ch. 01

Hotwife transformed me into a sissy cuckold.

4.32
100.3k
62
14
93
0

Caged and Used

Caged sissy is used as a woman.

4.14
51.6k
14
1
23

Sickness, or a Blessing?

A mysterious illness robs Stephen of his masculinity.

4.4
18.4k
22
2
29
0

Do You Think I'm Sexy?

A straight man is seduced by his crossdressing roommate.

H
4.53
46.4k
78
3
99
0

Virgin Femboi

A secret sissy is fucked in his sleep by his roommate.

4.07
30.9k
9
1
15
0
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crossdresser
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