‘crossdresser’ stories

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Active tags
crossdresser 

Category

Arabian Nights Pt. 05

Crossdresser is defiled by man who abducted her.

H
4.54
28.4k
17
6
22

Kasey's Confession Ch. 22

Keith gets reassigned and sees Erica again.

H
4.74
11.8k
6
3
10

Kasey's Confession Ch. 21

Keith is asked to use his talents to impress a client.

H
4.59
14.3k
9
4
11

Kasey's Confession Ch. 20

Keith begins to accept Kasey as part of who he truly is.

H
4.7
13.5k
9
4
13

Kasey's Confession Ch. 19

Kasey makes a distinction between two kinds of submission.

H
4.66
12.1k
4
2
6

Walk of Shame

He's made to dress as a slut and walk through the ghetto.

H
4.53
63.1k
99
21
124
0

Quinn Ch. 07

The weekend with Dez and beyond.

H
4.69
15.6k
14
5
16

Kasey's Confession Ch. 18

Kasey encounters three possibly wise men (or maybe not).

H
4.67
11.3k
4
2
7

Kasey's Confession Ch. 17

Keith struggles to deal with his desire to be Kasey.

H
4.62
11k
5
2
7

Quinn Ch. 06

Developments with Josh, Dez and weekend without Mom.

H
4.79
15.8k
14
2
16

Kasey's Confession Ch. 16

Kasey gets together with Bob and learns more about the tape.

H
4.71
12.1k
6
4
8

Arabian Nights Pt. 04

Michele becomes a whore for Arab captives.

H
4.51
35.4k
20
4
26

Kasey's Confession Ch. 15

Keith discovers that Kasey has already appeared in his world.

H
4.63
10.8k
8
4
10

Kasey's Confession Ch. 14

Kasey goes an entire chapter without having sex.

H
4.61
10.3k
4
5
6

Kasey's Confession Ch. 13

Kasey begins a more drastic transformation.

H
4.52
20.2k
9
4
16

Kasey's Confession Ch. 12

A crazy shrink changes the way Kasey thinks.

H
4.53
17.6k
7
4
12

Kasey's Confession Ch. 11

Kasey's party leaves him broken and alone.

H
4.52
19.2k
8
4
12

Kasey's Confession Ch. 10

After being exposed at work, Kasey pursues a doomed romance.

H
4.61
16.5k
11
5
13

Arabian Nights Pt. 03

Transvestite prisoner is forced to suck and fuck.

H
4.53
48.6k
28
2
33

Kasey's Confession Ch. 09

Kasey reveals his sissy nature to his friends.

H
4.6
21.7k
14
4
17

Kasey's Confession Ch. 08

Mr. Smith takes Kasey shopping after meeting the neighbors.

H
4.6
22k
16
2
20

Panty-Wearing Tease Gets... Pt. 02

Panty lover teases the construction workers and they respond.

H
4.51
23.4k
14
1
15

Kasey's Confession Ch. 07

Kasey must make a decision to run or stay.

H
4.67
22.1k
18
6
23

Kasey's Confession Ch. 06

Kasey goes clothes shopping and meets an unexpected admirer.

H
4.58
22.9k
12
1
17

Kasey's Confession Ch. 05

Kasey's date outs him to his neighbors.

H
4.56
25.9k
19
4
25

Kasey's Confession Ch. 04

Kasey starts giving in to his deeper fantasies.

H
4.67
35.1k
19
4
26

Kasey's Confession Ch. 03

Kasey tries to escape from himself and makes a new friend.

H
4.63
24.6k
17
5
21

Arabian Nights Pt. 02

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

4.38
42.4k
30
2
35

Kasey's Confession Ch. 02

Mike brings a friend to meet Kasey.

H
4.62
33.4k
25
6
31

Kasey's Confession Ch. 01

Kasey loves to show off but needs a man to take charge.

H
4.62
63.5k
72
12
107

A New Experience

A man fulfills his fantasy of being with a crossdresser.

4.18
33k
15
2
15
0

Arabian Nights Pt. 01

TV is abducted and forced to work as sex slave.

4.38
78.3k
87
11
112

Five Guys - the First Time

I met five different guys in the park one night.

3.63
79.7k
12
7
14
0

Kasey's Legs Ch. 09

Kasey makes a new friend and they order pizza.

4.23
29.6k
16
18
18

Kasey's Legs Ch. 08

Kasey comes to terms with being a sissy.

H
4.54
36.8k
13
10
16

Kasey's Legs Ch. 07

Kasey gets a job offer, but what kind of job?

H
4.57
30.4k
19
4
25

Kasey's Legs Ch. 06

Kasey makes a movie and invites too many men.

H
4.55
49.9k
26
9
31

Kasey's Legs Ch. 05

Kasey deals with consequences of being outed at work.

H
4.66
41.6k
25
10
27

Kasey's Legs Ch. 04

Kasey decides to wear short shorts to work.

H
4.55
43.6k
28
11
31

Cindy's Panties

Guy gets into an adventure while wearing his friend's panties.

3.88
70.2k
31
5
39
0

Quinn Ch. 04

The events before the big Halloween party.

H
4.68
20.7k
13
10
15

Daughters Dominate Dads

Three kinky daughters compete at fucking their dads.

4.27
158.5k
173
10
267
0

Set Up Ch. 01

Closet sissy set up by most unlikely person.

4.19
58.7k
38
15
48
0

Cockatoo Pt. 05

Naive Englishman gets more involved with old friend.

H
4.73
28.1k
15
8
19

Quinn

A young cross dresser transforms.

4.41
51.6k
51
6
65

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

Gone Fishing

Losing a bet means entertainment for the guys.

H
4.51
111k
118
14
142
0

Stockings & Stalkings Pt. 02

Steve blackmails Giselle into having sex with a surprise end

H
4.55
27.1k
21
5
22

Lock Your Phone

Mature sissy loses cell phone.

4.27
57.4k
22
9
32
0

Stockings & Stalkings Pt. 01

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

4.25
44.5k
28
9
38

Elysium: The Chance

A crossdresser is offered a final search for her identity.

H
4.77
19.8k
24
15
28

Shelly and "Jenny's" Story Pt. 02

James won't lose his job without a fight.

4.36
24.3k
10
6
12

Joining a Sorority Pt. 01

Joining for a bet. But how far is he willing to go?

4.36
62k
49
12
74
0

Evolution Ch. 02

The first master; my first enslavement.

4.32
37k
11
7
11

Terri Goes on a Date

I learn that going out as Terri is a lot of fun.

H
4.51
31.4k
8
0
9
0

A Night at the Bookstore

This crossdresser's first gloryhole experience.

4.38
49.9k
26
3
35
0

My First Date with Kerry Lynn

My First Cock was a beautiful girl...

4.46
65.1k
46
12
63
0

How Girls Clothes Changed Me

An 18-year-old boy tries on girls clothes for the first time.

4.36
90.6k
39
14
49
0

Summer Ch. 02

The drama continues, harsh truths come to light.

4.47
19.8k
8
3
8

I'm My Sister's Husband's Wife

He replaces his twin sister at her wedding.

4.42
140.8k
158
29
213
0

Summer

A virgin crossdresser searches for identity.

4.08
29.3k
8
3
9

The Craigslist Killer Chronicles

A strange internet romance goes terribly wrong.

4.18
8.4k
9
3
12

Makeover Complications Pt. 01

After a makeover photo shoot guy has to retrieve his clothes.

3.97
34k
14
2
14
0

Prom Pt. 03

Ellie goes shopping with Danielle and Kelly.

H
4.57
49.1k
33
15
37

Need a Ride

Young Panty boy gets ride of his life.

4.34
64.5k
38
5
39
0

Brittany's Holiday Encounter

A crossdresser first time out at an adult bookstore.

4.28
44.8k
32
9
42
0

The Trade Pt. 02: Nursing an Idea

Jim remembers Liz's proposal for their business venture.

H
4.57
17.3k
7
1
7

The Inspection

The Landlord finds something he shouldn't.

H
4.57
84.3k
85
11
105
0

Being a Sissy for Viv Ch. 04

Dressed pretty for Mistress Viv.

H
4.55
67.2k
28
8
40

Lazy Afternoon

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

4.36
127.8k
73
7
88
0

My Sexy Changes Ch. 04.2

Make embraces his feminine side.

4.03
42.5k
10
1
10

The Trade: Hooks

His latest mark sparks memories of his first experience.

4.44
16.4k
6
3
7

My Sexy Changes Ch. 04

Male discovers his female-self.

4.26
49.4k
12
5
14

My Sexy Changes Ch. 03

Male continues his journey into femdom.

4.41
58.7k
18
2
21

The Book of Dreams

A teenage CD home alone on Halloween night... or is she?

H
4.64
62.5k
61
10
72
0

I Got Caught in Girls Underclothes Ch. 02

Sis torments me with the one thing I couldn't get for myself

H
4.54
92.6k
62
6
74

Expanding Boundaries

First time with a cross dresser.

4.4
46.8k
13
12
15
0

My Master & My Wife Ch. 04

As Gina's adventure ends, she's thrown a few curveballs.

H
4.67
29.8k
27
7
30

Crossdresser Husbands Left Alone

Wives leave alone their husbands, who have some fun.

H
4.53
121.1k
87
28
102
0

Prom Pt. 02

Ellie goes out with friends to a movie.

4.48
54.8k
23
10
27

My Sexy Changes Ch. 02

Male comes to terms with his feminine side.

4.19
67.5k
15
7
18

Stephanie's Toy Ch. 04

Huge steps are taken toward permanent feminization.

4.27
98.3k
45
24
49

Adventures after Dark Ch. 01

Beautiful crossdresser's first night out in Southampton.

4.48
20.2k
18
2
21
0

Stephanie's Toy Ch. 03

Stephanie takes her girlfriend into public.

4.39
136k
50
10
55

Saturday Night Fun

How I spent a recent Saturday night.

3.62
35.6k
3
3
3
0

Truth or Dare Ch. 01

First time dressed as Rebecca in front of him.

4.3
71.8k
34
11
43

Pay and Go

Sometimes, selling sex gets in the way of a nice cuppa!

3.89
23k
6
0
7
0

Being Sarah

Crossdresser Sarah gets tormented by two hot female friends.

H
4.64
105.4k
137
24
179
0

Cocksucker: Cum Bucket

Shemale & others gangbang straight crossdressing anal virgin.

H
4.72
366.1k
283
40
349

Jemima's Tale Pt. 01

A crossdresser's first real taste of her secret desires...

H
4.7
53.8k
37
15
46

Cocksucker: Crossdressing

Straight man is forced to crossdress and suck cock.

H
4.64
415.5k
242
38
316
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crossdresser
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