‘crossdresser’ stories

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Active tags
crossdresser 

Category

Princess on the Balcony

A willing CD is forced into blackmail by two young men.

H
4.68
24.6k
43
16
74

Sissy Wants Her Wife's Boyfriend Ch. 03

Sissy Arlene moves back into the master bedroom.

H
4.69
33.8k
43
9
55

The Gender Pill Pt. 01

Would you take a pill and change your gender?

4.39
45.8k
43
6
75

On the Therapist's Couch

Straight married male deals with gay thoughts.

H
4.71
22.6k
43
17
76
0

Her New Girlfriend Ch. 03

Completed: debut to her other girlfriends.

H
4.56
133.8k
43
8
48

Don't Kill the Messenger

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

4.25
51.8k
43
5
55
0

Dan's a Crossdresser Pt. 01

Dan gets a divorce and falls into crossdressing.

4.32
36.8k
43
4
75

Crossdresser Fantasy Come True

Closet crossdresser finally has first experience with a hunk.

4.48
191.8k
43
24
48
0

The Agency Ch. 03

Week 2 at work, Michelle's transformation intensifies.

H
4.64
33.8k
43
12
55

Intruders in the Night

This may not be the right time to wear a dress.

4.45
34k
43
7
56
0

Sissy Sex Dungeon Pt. 01

My weekend as a man's personal sex slave.

H
4.66
35.5k
43
5
82

From Husband to Man's Sissy Wife Ch. 02

More adventures in sissy cuckold submission.

4.44
64.4k
42
8
63

Belly in a Dress

Shop attendant discovers a secret about a pregnant customer.

H
4.65
32.6k
42
8
62
0

Lovely Brunette

She comes home and catches her husband wearing a dress.

4.47
43.3k
42
11
52
0

Mike the Gang Bang Bitch

A quick hookup turns humiliating for Sissy Mike.

H
4.53
49k
42
3
64
0

Stockings and Heels in Public

Newbie CD tries out stockings & more in adult theater.

4.33
128.1k
42
18
52
0

Something New: Coming Out to Play

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

H
4.54
26.7k
42
12
53

The Lure of Cock from the Closet

The Lure of Cock in the Closet of Denial.

H
4.63
47.8k
42
14
66
0

Vickie's New Girl Jennifer

Caught by wife & accepted. Anger to Love.

H
4.53
31.5k
42
46
67
0

Skipping Practice

Skipping practice leads to fun in panties.

H
4.69
38.7k
42
11
69
0

Needing Leah Ch. 01

Liam finds himself in the wrong school with a big secret.

4.49
25.5k
42
10
104

Not That Kind of Girl

She's not the kind of girl he was expecting.

4.22
73.4k
41
19
61
0

Alexis' First Time Ch. 01

Shy crossdresser finally gets first time.

H
4.64
39.7k
41
16
69

Femworld

3 men are trapped for a weekend with sadistic sex-robots.

4.01
28.9k
41
17
84
0

Hazel and Suzanne

Suzanne wants to celebrate with her boyfriend's alter ego.

H
4.72
14.2k
41
8
65
0

Daddy Party

A young CD accompanies his Daddy to a naughty get together.

H
4.86
13.4k
41
5
66
0

Prom? Ch. 05

The fallout from prom, and an encounter with a stranger.

H
4.54
36.6k
41
21
51

Katie's Sissy Adventures Ch. 01

The adventures of a closeted cd/sissy in chastity.

H
4.66
29.5k
41
5
78

Sissy Friends Forever

Two sissies become close friends and encourage each other.

H
4.77
20.1k
41
10
79

Cucky Trained by CD DOM Pt. 01

Wife arranges for cuck to spend a weekend being trained.

4.44
54.6k
41
8
57

That's What Friends Are For Ch. 03

All dressed up and finally must choose between 2 suitors

H
4.55
69.9k
41
8
56

Babysitter's Secret...

Middle-age man hires a babysitter with a surprise...

H
4.76
17.1k
41
8
66
0

Keep Practising

Recuperating from an accident a CD changes her life.

H
4.83
21k
40
17
51
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

The Acceptance of Cassie Ch. 00 - Prologue

Andy begins to accept his sissy side when he meets Anna.

H
4.68
36.9k
40
11
100

Relation Feminization Ch. 02

More of Monica's intentions are embraced by Kyle.

H
4.71
28.5k
40
10
49

My Fat King

A young, inexperienced crossdresser meets a fat daddy.

4.25
43.3k
40
11
56
0

Brother to Sister

Twin siblings' joke backfires in a big way.

3.93
164.9k
40
11
53
0

Dominance Reversal

Tough cheating husband meets tough wife.

4.08
180.3k
40
23
63

My First Big Black Cock Ch. 02

A once straight man encounter with a REAL Big Black Cock.

H
4.64
27.2k
40
8
53

First Time Being a Woman

Crossdresser experiences being a woman.

4.29
237.3k
40
19
54
0

Two Weeks Just for You

A wife lets her CD spouse experience marriage to a man.

H
4.7
29.7k
39
25
64
0

Secret Life Pt. 01

Crossdressing Hubby gets caught out of town

H
4.69
21.3k
39
13
66

Sibling Rivalry

Getting along with my arsehole brother.

4.47
28.2k
39
5
66
0

The Rest Stop

Crossdresser finds a surprise at a rest area.

H
4.55
110.1k
39
25
42
0

The Meet

Meeting a different couple.

H
4.68
24.3k
39
4
64
0

The Cottage Ch. 02

Transvestite blackmailed by Uncle & forced to submit.

H
4.58
73.3k
39
3
44

Hot Potato

Girl who'd rather be a boy meets boy who'd rather be a girl

4.43
50.2k
39
15
51
0

Maid to Order

You are given the chance to relax at a special maid cafe!

H
4.59
36.5k
39
4
59
0

Pleasing Mr. Wilson Pt. 02

Mr Wilson introduces me to more pleasure.

H
4.78
13.2k
39
10
44

A Rough Afternoon

A closet crossdresser treated rough.

4.18
66.4k
39
4
46
0

My Doctor Helped Me Become a Girl

Taking hormones and becoming a wife.

4.46
52.9k
39
8
63
0

How Girls Clothes Changed Me

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

4.36
90.5k
39
14
49
0

Feminized by Girlfriend Pt. 05

Carla knows how to bring out my feminine side.

NEWH
4.7
13.5k
39
14
59

First Sissy Experience

Retelling of my first experience as a crossdresser.

H
4.51
48.9k
39
10
63
0

The Gas Pump Girl

Small town life with the girl of his dreams.

H
4.53
39.9k
39
8
48
0

Fringe Benefits

Airport custodian bangs faggot asses.

4.28
65.2k
38
4
49

Jemima's Tale Pt. 01

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

H
4.7
53.8k
38
15
48

Set Up Ch. 01

Closet sissy set up by most unlikely person.

4.19
58.7k
38
15
48
0

Undercovers Pt. 01

Rookie officer gets first assignment.

4.48
49.3k
38
5
50

Girl with Something Extra

Transsexual woman plays with married couple.

4.23
43.6k
38
4
54

A Secret Fetish Ch. 01

Lesbian professor meets crossdressing male student.

4.27
89.3k
38
12
44
0

A Halloween Love Story

Sam's had a bad week, but the weekend changes everything!

H
4.67
27.4k
38
9
63

Sara becomes The Bride

One of my admirers makes my wedding night dreams come true.

4.46
64.9k
38
11
53
0

Closet Opened Ch. 01

Bisexual crossdressing husband coming clean with his wife.

3.72
32.1k
38
6
64

Trading Pics

Boy hides sharing pantie pics with men online from GF.

H
4.77
14.6k
38
10
63
0

Day Date

Brunch with the girls becomes a date with a man.

H
4.76
32.8k
38
18
66
0

Corey or Cora Pt. 03

Corey's adventure as Cora continues when Donovan shows up...

H
4.66
22.8k
38
5
43

The Sissy of Hawthorne Ch. 01

The sexual adventures of a submissive sissy.

H
4.73
24.2k
38
4
57

Recruited Ch. 01

A ladyboy scouted and recruited to service men in the army.

H
4.51
60.1k
38
6
49
0

Wanted: Maid (Male) Pt. 03

Mistress gets him into a maid uniform.

H
4.63
44.4k
38
3
57
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

Boss's New Wife

A crossdresser becomes the boss's new play thing.

H
4.53
36.3k
37
14
75
0

The Colonel and His Aide

The Colonel's loving transgender aide saves him.

H
4.79
28.5k
37
4
47

Erika's Story Ch. 03

Erika and Mary commit to a crossdressing future.

H
4.72
27.9k
37
11
44

Rhianna, The Boy Next Door

Helping the boy next door discover herself.

H
4.76
25.5k
37
14
59
0

Straight to Gay Ch. 04

Nick loses all control for bbc.

H
4.73
35.8k
37
11
66

A Night to Remember

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

4.32
133.8k
37
16
43
0

Just a Game Ch. 01

A "harmless" game changes Stan's life forever.

4.31
81.2k
37
7
40
0

My Master & My Wife Ch. 02

Greg's Redezvous with His Master & His Wife's Explorations

H
4.68
46.1k
37
10
42

Need a Ride

Young Panty boy gets ride of his life.

4.34
64.5k
37
5
38
0

The Transition Ch. 01

Man decides to create a transsexual GF.

4.33
30.3k
37
5
53

Accepted Ch. 02

Sarah helps Sasha get ready for college.

H
4.61
34.9k
37
8
42

Bad Magic Ch. 01

A spell misfires and turns a nerd into a hot babe.

4.37
32.3k
37
13
67

The Sissy Academy Ch. 01

Noah is inducted into the Barton Sissy Academy.

4.32
24.5k
37
1
79

Morning Glory

A great way to greet the morning.

H
4.59
39.2k
37
4
43
0

Working (Girl) from Home Pt. 02

Patience is a virtue, but Jennie is a sinner.

H
4.7
20.2k
37
9
52
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

Big Bobby and Sweet Sally

Truck stop love blossoms between Big Bobby and Sweet Sally.

H
4.58
25.4k
37
7
40

Costume Party

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

H
4.64
40.8k
36
1
67
0

The Dice Game

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

H
4.72
19.1k
36
5
51
0
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crossdresser
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