‘crossdresser’ stories

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Active tags
crossdresser 

Category

Closet Opened Ch. 04

Bisexual crossdressing husband coming clean with his wife.

H
4.5
15.5k
10
4
14

My Three Mistress's Ch. 05

A crossdresser is controlled by his wife and her sisters.

3.97
11.5k
7
3
12

Miss Monica's maid

A new city, a new life and a new experience.

4.22
14.1k
9
4
19

Closet Opened Ch. 03

Bisexual crossdressing husband coming clean with his wife.

4.16
17.1k
12
5
13

Closet Opened Ch. 02

Bisexual crossdressing husband coming clean with his wife.

H
4.52
22.4k
27
7
32

Taking the Plunge Bk. 02 Pt. 06

T & D get where they are going, and the going is good.

4.49
3.8k
4
1
4

Closet Opened Ch. 01

Bisexual crossdressing husband coming clean with his wife.

3.73
32.4k
39
6
67

Who're for the Homeless Pt. 01

A crossdressing exhibitionist gets caught and blackmailed!

3.46
18.6k
21
1
30

Happily Ever After Pt. 02

A crossdresser at Disney World with his wife and friends.

4.34
4.5k
7
2
10

Ski Patrol Party

I dress up as a woman and snort cocaine with two sexy men.

4.27
16.4k
14
3
20
0

The Agency Ch. 04

Michelle's training intensifies while Babette is away.

H
4.59
26.6k
31
10
42

It’s Only Dinner - A TRANSformation Pt. 02

Part 2: Is Nick (Melissa) in over her high heels?

H
4.54
18.4k
20
17
28

Bunny Slope Ski Instructor

Crossdressing and snorting cocaine with a handsome man.

4.27
9.2k
4
0
7
0

Bachelor Wife

It was love at first sight.

3.93
10.5k
3
0
8
0

My Angel Sara

Sara is loved and accepted for who she is.

H
4.72
18.2k
36
11
55

Sweet Wednesday Ch. 02

Amy's sissy journey clashes with her real life.

H
4.83
12.1k
11
6
20

Me a Birthday Gift?

GF helps me dress as b'day gift for her BF.

4.17
15.8k
7
0
15
0

The Loop

A manipulative wife dominates her crossdressing husband.

3.72
14.5k
8
1
14
0

Truth or Dare Takes a Turn Pt. 07

Ruby learns how to become a true bitch for her new master.

3.91
17.5k
8
0
11

Continue Crossdressing Adventures Ch. 02

Going deeper into crossdressing with my girlfriend.

4.21
13.2k
6
5
9

It’s Only Dinner - A TRANSformation Pt. 01

How far will Nick go to help his childhood friend?

4.49
28.4k
47
7
67

The Agency Ch. 03

Week 2 at work, Michelle's transformation intensifies.

H
4.63
34.1k
44
12
57

Something New: Edge of Glory

It's so much more fun to give in to your urges than resist.

H
4.65
13.3k
25
2
36

Mailing It In Pt. 02

I come face to face with my future as a sissy.

4.16
11.5k
9
5
15

Life Takes Turn Ch. 01

Dealing with heartbreak, life takes a turn for Mark.

4.47
11.4k
19
2
25
0

The Agency Ch. 02

Mike returns to start his new job and faces new challenges.

H
4.6
42.9k
54
8
78

Aurora

Can a crossdressed Secret Service Agent change history?

H
4.62
9.1k
5
4
11
0

Daddies Panty Boi Pt. 03 - CLIMAX

My first panty boi encounter with sexy Daddy... Part 3.

H
4.51
13.8k
7
1
15

The Novitiate Ch. 02 - House Bitch

Sometimes a fantasy can come to fruition.

4.38
4.1k
2
0
2

The Little Shop of Mysteries

Danny finds magic that transforms him into a hot girl.

4.22
32.6k
33
6
57
0

Grace

Two bi males make due while their female lover is away.

3.84
4.2k
2
0
4
0

Dan's a Crossdresser Pt. 06

Dan listens in on Ex-wife's fun with a BBC.

4.41
13.4k
12
3
21

Sweater Girls

A sweater can make sisters even more cuddly.

4.26
31.1k
34
1
51
0

Taking the Plunge Bk. 01 Pt. 02

After months of chatting online, Trisha and Daddy first meet.

4.4
14.4k
10
4
11

Something New: Coming Out to Play

My buddy tells me I should try something new...

H
4.54
26.8k
42
12
53

Taking the Plunge Bk. 01 Pt. 01

The story of a closet sissy's coming out for her Daddy.

4.24
24.1k
30
6
53

The New Normal Ch. 02

Amie & Steve Continue Their Training.

H
4.5
21.1k
7
6
15

Construction Worker Fun Pt. 01

Sissy with construction worker - Part 1 of 3.

4.29
11.2k
6
0
12
0

First Time En Femme with a Lady Top

A trans top in her thirties helps me explore sex en femme.

H
4.68
28.8k
57
10
86
0

The Agency

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

H
4.57
114.9k
206
17
378

Daddies Panty Boi Pt. 02

My first panty boi encounter with sexy Daddy... Part 2.

4.39
18.7k
14
2
20

The Door Left Unlocked Pt. 03

Bryan faces his test, and Becky finds somebody.

H
4.79
13.1k
21
15
26

Pizza Delivery with a Twist Ch. 14

Brie gets a new wig and Suzie gets new nylons.

H
4.64
4.4k
3
1
4

My Name is Raquel Ch. 13

Raquel & the girls bring out Mike's inner girl.

H
4.68
5.1k
1
2
6

When Andy became Andi Ch. 01

My experience in a gay sauna changed the way I have sex.

4.34
19k
28
0
38

Becoming Ashley

A man embraces his feminine side when encouraged by his wife.

H
4.73
80.8k
155
25
244

The Don's Secret

Don Altieri indulges in his forbidden fetish.

4.28
7.2k
2
0
8
0

A Prom(ise) Fulfilled

A closet crossdresser's stepbrother needs a prom date...

H
4.7
48.2k
114
18
179
0

Lockdown Encounter

An encounter I had while in lockdown.

4.14
13.6k
7
0
10

Magic Dress - Charlotte

An actor becomes more versatile, on and off set.

H
4.52
11.1k
6
1
10

Dan's a Crossdresser Pt. 05

Dan sees his ex wife again, she has a charm on her anklet.

4.48
16.5k
22
1
32

Dan's a Crossdresser Pt. 04

Dan measures his penis, and compares to statistics.

4.44
14.7k
15
4
25

Vacation in NYC - Day 02

Day 2 of cd and her online bf in NYC.

H
4.73
4.9k
1
2
1

Dan's a Crossdresser Pt. 03

Dan's BBC Porn addiction develops while Ex dates black man.

4.43
17.6k
19
1
28

Pictures Tell the Story Pt. 04-05

Warm up exercises and Training the team.

H
4.54
3.4k
3
0
6

Belly in a Dress

Shop attendant discovers a secret about a pregnant customer.

H
4.65
33.1k
45
8
65
0

Dance Partner Surprise

Divorcée finds a new friend with a secret.

4.28
9.5k
6
4
13
0

Dan's a Crossdresser Pt. 02

Dan's addiction deepens, Ex finds a black man.

4.28
18.7k
17
1
25

Playhouse in NC

Playhouse broken in by a pain slut gurl.

4.02
9.3k
3
1
8
0

Dan's a Crossdresser Pt. 01

Dan gets a divorce and falls into crossdressing.

4.32
37k
43
4
76

Tranford Tales - Patels

The shopkeepers in Tranford Wives.

H
4.68
4.6k
2
1
4

The Eyes of Acceptance Ch. 01

Scared boy learns a painful truth about himself.

4.22
11.6k
18
8
24

Birth of a Slut Pt. 06: Finale

Gina finishes slut trading by getting a bbc gangbang.

4.43
15k
14
4
17

The Culo's Pt. 07: Carla's Night In

Sally meets Carla and they both learn something new.

0
2.7k
2
0
2

Agreed to Meet at Bar

Man tricked me into letting him have his way with me.

4.25
19.1k
15
3
23
0

Crossdressing, Why Me?

The transition, thoughts and feelings of a crossdresser.

4.38
24.8k
25
19
41

Pizza Delivery with a Twist Ch. 04

Thursday with Suzie before Friday night at work.

H
4.64
8.1k
5
1
8

The Gift

A sissy gets more than bargained for after accepting a gift.

4.37
19.8k
8
2
22
0

A Sissy Slut's Diary Ch. 02

A sissy plans an action-packed weekend.

H
4.66
19.1k
30
3
32

My Name is Raquel Ch. 12

Raquel meets Mike, a fledgling panty wearer.

H
4.73
4.7k
1
8
5

The Road Not Taken

"Two roads diverged and I took the one less traveled."

H
4.51
12.6k
11
10
15
0

The Dice Game

Chris is exposed and used as Christine through a dice game.

H
4.72
19.2k
36
5
52
0

My Best Friend's Sis Ch. 02

More feminizing exploits for Sammi. It's getting wild!

H
4.51
52.4k
51
5
79

Boys Make the Best Girls

A young man's journey to total sissy bliss.

4.39
56.7k
31
11
62
0

Theatre Sissy

Being fucked as a girl onstage wasn't the plan.

H
4.5
34.2k
58
15
83
0

Cuckolding 201: A Gift For The Cuck

A second date means a special gift for Bob.

4.07
32.9k
33
2
63

Sibling Rivalry

Getting along with my arsehole brother.

4.47
28.4k
40
5
68
0

Adam Loses a Bet Ch. 05

Amy and Bryan get some alone time.

H
4.66
57.7k
72
14
91

Adam Loses a Bet Ch. 04

Amy gets desperate for attention.

H
4.61
56.2k
51
4
64

Vacation in NYC

CD meets his online lover in NYC.

H
4.69
7.3k
8
2
9

Jack's Offshore

New Orleans crossdresser/transvestite meets offshore worker.

4.15
5.8k
7
0
9
0

A Sissy Slut's Diary Ch. 01

A nervous sissy takes her first real cock.

4.33
42.3k
43
6
70

The Prince and the Fairy Pt. 04

A Transvestite, foils a terrorist plot, but at what cost?

4.48
2.3k
3
0
3
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Active tags
crossdresser
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