‘crossdress’ stories

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Active tags
crossdress 

Category

Stranded in Heels Pt. 01

Doug helps Sarah when she slides off of the snowy road.

NEWH
4.7
3.8k
7
5
15
0

Left to Their Own Devices

A shy femboy and his roommate's athletic sister experiment.

NEWH
4.82
8.8k
34
11
67
0

Search for Roommate

My search for roommate in All female school.

4.09
8.5k
8
0
26

Heart of The Gerudo Pt. 6

Part 6 of Avery's stumble into Gerudo Culture!

H
4.64
723
0
2
00

Heart of The Gerudo Pt. 5

Part 5 of Avery's stumble into Gerudo Culture!

3.59
840
0000

Femboy Hooters

A restaurant with an all-trans wait staff in sexy outfits.

H
4.81
20.7k
51
6
86
0

9 to 5 Pt. 04

Brenda starts work, and has a night out with the girls.

H
4.74
4k
10
4
13

Changes Ch. 02

Cheap X-Change causes problems.

4.38
3.7k
7
0
12

Married Man gets Forced Bi Pt. 02

After a month, the craving for more is back.

H
4.5
13.5k
20
9
31

First Day in the Hostel

Second part of Male in all girl-school.

3.87
8.9k
7
3
15

Male Student in All-Girls School

Reposting story. story about me joining girl's school.

3.85
18.5k
14
5
35

Husband Turned Sissy Pt. 01

Monica turns her husband into a panty wearing sissy slut.

H
4.59
37.1k
69
0
123
0

Playing with the Thief

Opportunity comes knocking at my door thanks to a thief.

H
4.62
10.8k
22
3
37
0

Married Man gets Forced Bi

Married Man visits Mistress for Forced-Bi experience.

H
4.7
24.4k
69
29
104

Sweet Treat Ch. 06

Crossdressing husband Stefany's first porn to camera.

H
4.5
3.3k
6
0
8

Crossdressing in the Bedroom

Crossdressing in the bedroom - how it started.

H
4.64
5.4k
7
5
9
0

Secret Stash Found by Wife Pt. 02

Life after my wife finds my porn, pantyhose, and toy stash.

H
4.7
8.6k
5
3
10

Me From the Past

I met someone making the same mistakes as me.

H
4.68
5.3k
11
2
30
0

What a Doll!

CD having fun with new bed mate.

4.05
4.1k
1
2
7
0

I Need to Tell My Story Pt. 05

Playing the daughter, and Lisa's dildo collection.

4.44
3.4k
3
0
9

Down the Other Road

A divorced man with a panty fetish gets curious.

H
4.69
6.8k
12
4
30
0

A College Whore Pt. 02

James takes further control of Sean!

H
4.72
11.2k
15
5
23
0

Older Women's Panties

I was learning what GILFs really wanted.

4.34
7.9k
11
1
23
0

Prom Night

Three friends hope to lose their cherries on prom night.

H
4.74
23.5k
71
18
104
0

I Need to Tell My Story Pt. 04

Jackie's led down an unfamiliar path.

4.47
2.5k
2
2
3

Caught Wearing a Bra! Pt. 01

Will a simple pat on the back from the boss cause a problem?

H
4.65
6.8k
18
7
31
0

A College Whore Pt. 01

Sean's roommates begin to prey on him!

H
4.58
22.7k
36
5
65

Sold Ch. 01

A forced nonconsent story in Fictional Dystopia of Allegoria.

H
4.55
9.9k
10
2
19
0

Josh's Journey Ch. 04

A mom teaches her son how to be a woman.

H
4.72
6.4k
12
1
14

The Making of a Sissy Pt. 06

Opa got Charlene ready for the yacht cruise ahead.

H
4.65
7.8k
5
1
9

Quinn Ch. 11

Quinn has the lead up to NYE. Plus the decision.

4.67
1k
000

I Need to Tell My Story Pt. 03

Jackie nee Froggie tests the waters.

H
4.57
1.8k
2
1
3

Just a Bite

Pledging Alpha Beta Kappa redone.

H
4.65
11k
26
8
53
0

Torment Ch. 11

Barbara enjoys a weekend of complete submission to her wife.

H
4.8
5.6k
6
3
9

The Twist

Story about two friends search for love after heartbreak.

4.08
6.5k
5
5
14

Birthday Night Out

Went out on my Bday and ended up hooking up with a guy.

4.17
14.8k
9
0
16
0

Jester Cosplays

Max/Roxy comes out to all and enjoys group fun in cosplay.

H
4.59
4.6k
7
4
17

Josh's Journey Ch. 03

Edna throws out the rules; Josh becomes Emily.

H
4.8
5.2k
14
5
17

The Making of a Sissy Pt. 05

The perfect weekend ended but there's more to come!

H
4.55
6.9k
6
0
10

At Missy's salon

An after hours encounter at the hair salon, with extra kink.

4.33
3.4k
00
2
0

Otherside

A short tale of sexual tension across a divide, of sorts.

4.44
1.3k
1
3
1
0

Josh's Journey

Josh begins to explore himself.

H
4.73
10.6k
25
5
50

I Need to Tell My Story Pt. 02

Venturing out, good vibrations, and meeting Carlos.

H
4.5
2.7k
2
2
3

Evening Out with My Master

A crossdresser enjoys a night out with their master.

H
4.52
7k
8
1
15

After My First Makeover

Continuation of my "First Makeover" story.

H
4.73
5.3k
13
2
18
0

The Making of a Sissy Pt. 04

The weekend I would never forget. And more

H
4.75
10k
10
2
13

Telling Her

When a guy tells his girlfriend he likes to crossdress.

H
4.52
7.4k
15
7
32

Willing to do Anything Ch. 03

Nate is thrust into his new life as a woman.

H
4.64
23.2k
23
6
29

Taking a Break

The start of a holiday takes an unexpected turn.

H
4.54
12.6k
20
5
35
0

Vignette at a Party

Turning up at a smart party dressed like a fairy princess.

4.18
9.8k
6
4
22
0

He Becomes...

A makeover like no other transforms him beyond his dreams.

H
4.57
21.7k
29
8
62
0

First Time During the Lockdown Pt. 02

My neighbor gives me dick for the first time.

H
4.71
17.2k
13
2
33

Elliot Lake Ch. 06

Don’t go changing to try and please me...

H
4.76
2.3k
00
1

The Making of a Sissy Pt. 03

Sissy finally taking it to the next step with Opa.

H
4.56
9.9k
12
0
19

Dennis Meets my Female Side, Janice

My first sex with a man while dressed as a woman.

H
4.61
7.9k
11
5
17
0

The Next Day with Dennis

Janice and Dennis try anal sex for the first time.

H
4.57
5.8k
5
5
6
0

A Birthday Treat, Pt. 03

Emma is shared by Daddy and his friends.

H
4.75
17.6k
21
6
33

The Making of a Sissy Pt. 02

The journey continues as Opa and C got closer.

4.43
8.4k
9
2
13

Best Friend to Girlfriend Ch. 02

Evan and his best friend continue their naughty weekend.

H
4.77
17.1k
26
7
37

The Spell Doesn't Go So Well

A man is determined to get his girlfriend back.

3.93
9.2k
7
2
16
0

The Making of a Sissy Pt. 01

The story of a young curious teen's transforming adventure.

4.17
26.3k
23
4
42

Willing to do Anything Ch. 02

Nate is signing a contract to spend 1 year as a trans woman.

H
4.71
29.4k
51
6
65

Needing Leah Ch. 06

Classes begin for our girl in disguise. Trouble lies ahead.

4.49
6.8k
7
10
10

Exposed by My Own Hubris Pt. 02

Sissy goes to adult bookstore to meet her blackmailer.

4.3
10.5k
21
2
29

Willing to do anything

A debt costs a man his dignity.

H
4.55
52.2k
68
10
126

Needing Leah Ch. 05

Leah has decided to fight back... will it work?

H
4.69
6.3k
7
8
9

A Sissy Super Senior Pt. 03

Sebastian starts his sissified routine.

H
4.65
8.3k
12
7
15

Biking Buds Pt. 07

Doug takes Marsha out to dinner.

H
4.75
2.7k
3
4
6

Returning to My Master

Submissive returns to her master to please him again.

4.48
7.7k
11
1
21

A Sissy Super Senior Pt. 02

Sebastian gets a whole new wardrobe!

H
4.59
10.6k
11
6
13

Gwen's Adult Store Surprise

A young CD heads to her local ABS and gets a surprise.

H
4.74
10.7k
22
7
34
0

Becoming Lorena Pt. 01

This is my first story. It is of course fantasy.

4.13
10.6k
6
2
16

My Best Friend's Girl

Femboy becomes his best friend's girl for a day...

H
4.72
44.9k
79
12
146
0

Late Night Shopping

A couple take their sissy for a late night shopping trip.

4.35
13.9k
8
2
17
0

Conditioned by My Girlfriend

Young man starts getting feminized by girlfriend.

H
4.5
39.1k
53
19
110

Biking Buds Pt. 06

All good things must end... or do they???

H
4.86
4.4k
6
8
10

Friday Night Crossdressing Fun

When you just want to relax but there's fun to be had.

H
4.54
9.6k
13
8
23
Active tags
Active tags
crossdress
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