‘crossdressing’ stories

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Active tags
crossdressing 

Category

A Hole in The Fence

A young man can't resist the temptation of the hole...

NEW
4.38
2.4k
8
0
13
0

Jennifer Comes Out Pt. 02

Jennifer steps out for a night out dressed to impress.

NEW
4.63
1k
3
0
5

The Train Home

When a seret is no longer a secret.

NEW
3.88
4.8k
4
1
12
0

Fat Fuck Ch. 02

Mark's domination of fatty Brandon continues.

NEWH
4.65
2.9k
4
2
5

Washing Up Ch. 02

Blakey goes with his new master.

NEW
4.13
1.5k
2
0
6
0

Kinky Secretary. Fetish Olympics

Mistress devises Kinky games.

NEWH
4.6
4.1k
2
0
8
0

Linc 03

Linc meets the step sister, LOL.

NEW
2
495
2
0
2

Blank Spaces Ch. 03-04

Tyler’s nightly exploration, lingerie arrives and a spa day!

NEWH
4.79
3k
5
7
15

Inadequate Ch. 07

A life of porn and prostitution.

NEW
4
1.6k
2
0
4

Linc Ch. 01

Yikes! There is a man plan? Yikes!

NEW
3.2
804
2
0
3

Bob Returns To Crossdressing

Bob, now married, decides to start crossdressing again.

NEWH
4.67
4.8k
13
8
24
0

Couple on the Cruise Ch. 03

Alex eavesdrops, and is pushed further by Maria.

NEWH
4.64
5.6k
11
3
19
0

Maid In The Shade

The continuation of the story of Lee and Danielle.

NEWH
4.82
2.1k
5
2
9
0

Meeting Frances

After chatting online, I meet with crossdresser Frances.

NEW
4.24
1k
1
0
5
0

The Party

A conservative couple gets invited to a crossdressing party.

H
4.67
14.3k
44
8
89
0

Stevie 01

There was a chance of seeing the aurora borealis lights.

2.2
1.2k
2
0
5
0

Loving With Friends Pt. 07

A new game drives every one to the edge of their limits.

4.88
3.2k
2
1
4

And the Third Brought Fire Pt. 02

Nix finds an unusual ally - a demented American nun.

H
4.75
1.9k
6
4
12

Simon-Simone

A hot weekend with my brother and a handsome friend.

H
4.64
4.4k
3
0
10
0

Roop 02

Roop has the party that was requested.

3.67
498
1
0
1

Blank Spaces

A cutthroat businessman starts having blanks in his memory.

H
4.69
6.6k
14
11
34

Keith's Transformation Ch. 04

Kelly's first night out, and her first taste.

H
4.59
5.2k
12
3
20

Stiletto Equestrian

Talented jockey forced into masquerade in order to compete.

H
4.75
3.2k
10
1
18
0

The Thong Ch. 04

Crystal & Avery progress to extreme cuckolding.

H
4.57
6.4k
22
8
34

Ffion and the Experiment Pt. 04

Ffion feels the love of men in a spitroast.

4.1
3.6k
3
1
3

The Town Sissy Pt. 06

Rory's final chapter in Great Oaks.

H
4.66
3.3k
4
1
8

Keith's Transformation Ch. 03

Keith gets a new accessory and falls further.

H
4.68
12k
23
5
39

Party Favor

Man is bound, blindfolded, & fucked by a machine at a party.

H
4.84
14.6k
39
15
82
0

Doing a Friend a Favor

My friend in prison asks me to make conjugal visit for show.

H
4.59
12.8k
38
7
56
0

Replaced by a Kinky Girl Ch. 03

Shocking revelations as David sinks further into depravity.

H
4.51
4.5k
9
2
13

Maid to Serve: Birthday Sissy Ch. 01

Husband told he'll serve wife & friend as secret sissy maid.

H
4.66
17.7k
42
16
67

A Cruel and Unusual Punishment Ch. 03

Court orders a man to dress as a woman for three months.

H
4.57
5.8k
11
8
16

Couple on the Cruise Ch. 01

A young man encounters an married couple on a cruise boat.

4.32
15.2k
26
16
58

Masculinity Lost Ch. 30

Danny wakes up and moves in as Dani.

H
4.73
8.6k
20
9
30

Ms. Carter and Miss Candy Ch. 05

Ms. Carter takes control... and then loses everything.

3.93
3.9k
3
1
8

Clothes (Re)make The Man

A macho dude gets in touch with his feminine side.

4.48
6.3k
11
7
24
0

Keith's Transformation Ch. 02

Keith's journey into femdom continues.

H
4.67
15.1k
24
4
42

I James to Jamie

Wife wants a baby but needs to fix husband sperm.

4.26
7.2k
12
5
23
0

Ms. Carter and Miss Candy Ch. 04

Spending with Mitch's family and discovering Jessie.

4
2.6k
3
1
9

Dani Bambi Doll Pt. 03

Now fully in control, Bambi starts to earn her keep...

H
4.67
7.4k
12
1
17

My Roommate Took Me to a Sex Party?

Mommy ties me up at a sex party.

4.33
7.2k
3
0
22
0

Penny for Your Thoughts Pt. 04

James and Danielle consider their future.

H
4.81
4.4k
13
3
15

Raz 01

Raz spends time fluffing people off.

1.67
1.2k
1
0
1
0

Keith's Transformation Ch. 01

Keith's wife guides him to new experiences.

H
4.64
27.9k
54
10
98

Khat 01

Hey there, I'm Khat and I'm learning a few things.

2.8
1.3k
0000

Jibber 01

Jibber chips in to help out.

2
818
0
1
1
0

Study Buddies

A shy nerd takes on tutoring a popular jock.

H
4.83
23.3k
104
18
152
0

An Unsuspecting Daddy

A not-so-chance meeting, with a surprising woman...

H
4.66
11.2k
18
5
43
0

Dewy Daye 01

Not one, not two, but three is the motto.

2.33
928
1
1
3

Sam Ch. 02

Sam does his best to follow orders, no matter the risk.

4.67
2.1k
1
0
4

A Threesome Between Friends

Childhood friends reuite for a Menage-a-Trois.

H
4.7
9.4k
36
2
66
0

Ms. Carter and Miss Candy Ch. 02

A blackmailed teacher creates her alternate persona.

4.32
9.2k
7
2
19

Getting Into Dove

Dove College is only accepting women...

H
4.59
5k
12
2
22
0

The Wife Ch. 07

Linda makes a new friend and befalls a strange request.

H
4.66
4.5k
6
1
9

A Familiar Sensation

Ben is at an away game and I hit a home run.

H
4.67
8.5k
5
0
14
0

Saturday at the Café

Three femboys work hard at the café.

H
4.57
6.8k
13
0
25
0

The Tables Turned Pt. 03

The continuing saga of my descent into submission.

4.43
8.3k
2
0
12

Anal Only

Rory's bet with a friend to help with a personal goal...

H
4.57
19.7k
38
0
65
0

A Cruel and Unusual Punishment

Court orders a man to dress as a woman for three months.

4.33
13.2k
18
13
37

Planet of the Dominated Mind

An intergalactic manhunt leads cops to a dangerous place.

4.38
3.4k
3
3
6
0

Summer to Remember

Les gets asked to model. But wait, it's women's clothes.

H
4.87
18.9k
62
34
111
0

Daphne Rosen's Bitch Ch. 03

Daphne makes her bitch even for femme for tips.

H
4.57
7.2k
11
3
25

The Wife Ch. 06

Linda is caught by the Dean, Tom returns to play.

H
4.67
2.2k
6
1
12

A Not So Typical Work Day

A carpenter gets to know two of his costumes realy well.

4.16
6.8k
7
1
17
0

Ms. Carter and Miss Candy Ch. 01

A teacher fulfills her blackmailer's final request, but...

4.29
17.3k
16
4
50

My Girlfriend is Way Too Friendly Ch. 10

Lisa uses toys, Sam becomes the office slut.

H
4.67
8.2k
13
4
23

Ben Makes a Mistake

Ben's mistake leads to blackmail.

H
4.55
12.4k
14
7
25
0

How I got Fired. A Gay Tail

The secondary job was modeling some clothes for pictures.

4.48
4.2k
9
4
15
0

Masculinity Lost Ch. 26

Demarcus takes the party “girl” to a different kind of club.

H
4.72
12.9k
13
6
23

Prison Dolls Ch. 01

Forced to be a prison doll Bobbie's life has changed forever.

H
4.77
17k
33
10
67

My Roommate the Femme Domme

Lily takes her sub to the next level of girlhood.

4.23
15.8k
7
1
27

Penny for Your Thoughts Pt. 03

James resists the program but is it too late?

H
4.63
11.7k
18
4
25

Lil Zippy 01

Lil Zippy challenges Paulina and a straight8 guy.

2.75
1.4k
00
3
0

A Cuckold Rescued Ch. 01

Alex is abused and cucked by his bully.

3.63
16.8k
18
10
44

Crossdressed and Cucked

Caught crossdressing becomes wife's girlfriend and Cuckold.

4.44
18.9k
14
11
30
0

A Secret Change

Mark is dressing up behind his wife’s back.

4.24
3.8k
3
1
6
0

Masculinity Lost Ch. 24-25

Dani gets dressed for his date and meets up with Demarcus.

H
4.81
11k
17
11
22

Backpacking Adventure Pt. 03

Ellie takes Bobbi to a Halloween party.

H
4.83
5.7k
16
1
28

An Acquired Taste Ch. 07

Erin discovers his situation may not be so bad.

H
4.64
5.5k
10
1
14

Chuckie 01

Chuckie gives Quinn a free pass.

2.33
1.1k
00
3
0

Blitzen Blue 01

Blitzen Blue addresses having three suitors.

2.33
674
00
2
0

My Visit to His House

John visits Harold's place and has a memory making idea.

4.3
5.4k
4
1
11
0

Rileys Diary: Behind bars

Riley gets drunk and makes a mistake that leads to jail.

4.42
6k
7
2
13
0

Panty Boys Ch. 04: The Deflowering

Mark finds out what it truly feels like to be a real woman.

H
4.79
17.7k
36
11
49
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