‘crossdressing’ stories

Active tags
Active tags
crossdressing 

Category

Sex Shop Secrets Pt. 02

Part 2 of Sex Shop Secrets: The Sissy Olympics.

H
4.74
7k
16
1
31

Donnie Jaye 03

Donnie Jaye kicks off the fencing project.

1.8
484
000

An Evening Of sex and Debauchery

A 3 Way orgy with 2 women and an experienced transvestite.

4.46
2.2k
4
1
6
0

Hook up site meetup

Meeting a guy from hookup site.

4.43
4.4k
4
5
12
0

A Weekend with Samantha

A Crossdresser enjoys a weekend with a girlfriend.

H
4.57
9.2k
7
0
18
0

Donnie Jaye 02

Donnie Jaye relives the inventions of the modern world.

2.33
638
00
1

Playing with The Neighbors

Sex games lead to wife swapping and crossdressing.

3.99
15.6k
18
5
34
0

Donnie Jaye 01

Donnie Jaye starts out looking for trash talk revenge.

2
775
000

I Want You Inside Me Ch. 03

End of One Journey and just the beginning of another.

H
4.82
6.5k
6
1
8

Miggie 02

Miggie pedals pizza slices without pedaling.

1.8
508
00
1

My Sissy Awakening 03

My anal training intensifies, there's no going back now.

H
4.63
10.4k
20
5
24

Miggie 01

Miggie uses a bike for leg exercise.

2.33
1k
000

Lil Money 01

Lil Money wins a challenge, but loses innocence.

2
1k
00
2
0

Mackie 02

Mackie has his trucks tires rotated at the Tire Shop

1
776
000

Q Tip Ch. 01

One bad hair day and you're Q Tip forever.

1.67
1.1k
0
1
1
0

Mackie 04

Mackie had nothing to do with the babysitters wait list.

1.8
609
000

Congi Que 04

Congi Mom's and a Congi night at the Goth club.

1.8
388
000

California Dreamin' Pt. 07

Jack goes home for Christmas.

H
4.77
6.1k
6
5
11

Congi Len 04

Congi Len still collects $10 bills at the goth club

1
326
000

The Hottie in the Mirror Pt. 02

Alex begins to lose his slippery grip on his masculinity.

H
4.86
21.2k
47
22
76

A Futas Guide to Sissification

A short guide to training the perfect little sissy.

4.25
23.2k
16
2
40
0

F-150 Pt. 02

I service BD and his buddy at remote cabin in the woods.

H
4.75
4.7k
18
3
21
0

Mackie 01

Mackie goes to a birthday party in a babysitter look.

2.6
2.6k
2
1
4

Simon and Samantha

A crossdresser finds his dream girl.

H
4.8
9.3k
27
7
43
0

Wife Takes Control He Takes It Back

Wife takes control of couples sex life and Husband responds.

4.1
11.5k
21
6
33
0

The One Night Stand Ch. 04

One year anniversary of Riley being trained.

H
4.77
10k
9
0
19

Congi Bar 04

Congi Bar needs a perfect date for a Congi Len pizza party.

2
424
1
0
1

Lingerie on a Hot Afternoon

Charlotte finds a thrilling scene when she comes home early.

H
4.74
18.4k
28
11
48
0

Bring out her Wild Side Ch. 02

Lori Beth continues her wild weekend.

3.35
7.8k
7
0
14

Congi Len 03

Congi Len is still gathering up $10 bills.

2.33
370
000

Here We Go Again

About to get another spanking.

4.27
4.5k
1
0
6
0

Boiling the Frog Ch. 01

A woman in black drags Scott into self-exploration.

H
4.66
13.4k
29
9
55

Slave for The Summer Ch. 05

Vicky torments Josh in public during their trip to the mall.

H
4.56
14.9k
14
9
35

Chocolate Box

His wife's Valentine's surprise is his forced feminization.

4.44
32k
50
21
95
0

California Dreamin' Pt. 06

Jack’s Halloween costume turns into something more.

H
4.9
7.6k
12
7
20

Mistress Cruel Love Ch. 05

Markus' feminization begins. He gives all and gets nothing.

H
4.53
7.7k
2
0
9

BBC University

A young white boy at the Big Black Cock University.

H
4.58
10.1k
25
2
43
0

Fishnets / French Maid - Proposal

Dakota kinda proposes during threesome (750 Word Challenge)

4.11
2.8k
6
2
16
0

Lil Joey 03

Just another Friday night on the Strip for Lil Joey.

2.75
465
00
1

Changes

Cheap X-Change. You get what you pay for!

H
4.5
8.7k
10
0
33

Lil Joey 02

Lil Joey is seen at the movies alone, so what?

3
849
000

Redd River 02

Redd River likes blue fire and Covens.

2.75
422
1
0
1
0

In the Shadows of the City Park

A short story about a young crossdresser and nocturnal fun.

4.46
2.9k
3
2
7
0

Danie's New Gig Pt. 02

Danie meets Rhea, the manager of the alleged Femboy Café.

4.19
2.1k
4
0
7

Redd River 01

Redd River helps a old friend get a side job, but then...

1.83
1.1k
0
1
1
0

Rochelle's

Alex is playing with fire at Rochelle's.

H
4.65
4.3k
5
2
17
0

Jay Nee 05

OMG, the Moon Dragon Festival was less than one hour opened.

2.33
385
000

Bring Out Her Wild Side Ch. 01

Lori Beth catches Alex and returns to her wild roots.

2.36
12k
11
1
24

Whats a Little Anal Between Friends

Desperate enough to fuck anything in a skirt...

H
4.53
12.7k
19
2
37
0

Jay Nee 04

Jay Nee forgets the display case of Moon Dragon rings.

2
323
000

A Promise Made

A promise is a promise - no matter what.

H
4.61
8.8k
12
5
24
0

Lost Suitcase Adventure Pt. 03

Jessica's Plan - Jesse moves in - Worlds collide.

H
4.73
6.9k
17
2
22

Lil Joey 01

Lil Joey sulks, sighs and sniffles to win.

2
1.2k
1
0
2

My Sissy Awakening 01

My simple mix up leads to being crossdressed by an older man.

H
4.7
19k
53
8
75
0

"But you're wearing a skirt"

Girly clothes doesn't mean I'm a bottom.

H
4.51
17.4k
31
5
58
0

Kween 04

Kween is responsible for a bunch of crazy texts.

2
334
000

Jay Nee 02

Jay Nee goes to a preppy party.

2.75
460
1
0
2

Heather's Art Club

Kinky exploration leads to a night with a special art club.

H
4.59
6.5k
13
2
28
0

Vicki's Story Ch. 01

A young man on a personal voyage of discovery.

H
4.59
11.9k
17
12
44

Kween 03

Kween just lives another ridiculous day.

3
411
00
1

Jay Nee 03

It's all because of the Moon Dragon Festival

3
361
000

The Reluctant Housewife Pt. 02

Drug addict is feminized by a doctor.

4.49
8.8k
12
6
20

Jay Nee 01

I hang out at the filling station, so what?

1
665
000

Danie's New Gig Pt. 01

Danie learns about a café gig he'd be well-suited for.

4.43
4.6k
6
2
12

Halloween Fun Pt. 02

Jessie lets go and enjoys the party.

H
4.65
8.8k
15
2
23

World Turned Upside Down

The journey in bdsm turns into something more.

4.33
7.3k
4
3
17
0

Kween 02

Kween goes to a Devils & Angels party.

2.33
506
00
1

Sex Shop Secrets

A sex shop worker finds out my about my dirty little secret.

H
4.66
18.5k
38
5
71

Playing with the Thief

Opportunity comes knocking at my door thanks to a thief.

H
4.61
11.5k
23
3
39
0

Kween 01

Alright, Kween steps out a little, so what?

2
636
00
1

Princess Sabrina's Snow Ball

A humiliating adventure ending with a kinky princess party.

H
4.55
6.6k
10
1
27
0

Congi Que 03

Congi Que hosts a press conference at the peep show store.

2.4
346
1
0
1

Can I be your French Maid? Ch. 03

A crossdresser becomes his wife's personal French maid.

H
4.72
8k
14
10
24

The Cee-Dee Hotel

A hotel with "Play Rooms" designated for CD's & Friends.

H
4.55
4.1k
10
3
20
0

The Hottie in the Mirror Pt. 01

Alex is hypnotized to do whatever it takes to join a frat.

H
4.75
26.6k
71
12
132

Blazo 02

Sure, Blazo can host a tattoo party.

2.17
499
000

The Feminine Psychology of Sissies

The Homosexual Psychology of Femme Sissies.

0
3.9k
9
6
15
0

Wonderful World of Pornography Ch. 09

Izzy meets his new friends at the premiere.

H
4.64
3.8k
3
0
12

Working In and Out Ch. 07

Riley tries his hand at swimming.

H
4.82
4.2k
2
0
12

Congi Que 02

Congi Que helps the peep booth store get a city award.

3.33
353
1
0
1

Welcome Walsmart Shoppers 01

A husbands kinky fantasies come true.

4.44
9.1k
12
2
29

Unexpected Adventure Pt. 02

A holiday meeting brings about tremendous changes.

H
4.71
2.3k
1
0
5

Panty Boys Ch. 03: Nylons and Nighties

Mark and Kevin move beyond wearing just panties.

H
4.82
11.8k
32
9
42

Congi Len 02

Congi Len is still collecting crumpled up $10 bills.

2.33
313
000

Blazo 01

Blazo is abandoned alone for a weekend.

2.33
1.1k
00
2

Lost Suitcase Adventure - Pt. 02

The fun continues and Jesse makes a choice.

H
4.85
11k
31
5
44

First Time Stoned Sex with Brother

Married straight guy gets stoned and seduced by brother.

4.48
14.3k
37
8
63
0

Congi Bar 03

Congi Bar is a Trap who is told of a trap door in a booth.

2.33
547
1
0
1

More Vegas Nights Pt. 02

Continuing where we left off with the street walker.

H
4.72
3.2k
7
4
8

Sweet Treat Ch. 06

Crossdressing husband Stefany's first porn to camera.

H
4.5
3.5k
6
0
8

Congi Que 01

Congi Que works at the seedy adult bookstore, so what?

2.2
696
1
0
1

Crossdressing in the Bedroom

Crossdressing in the bedroom - how it started.

H
4.64
6k
7
5
10
0

Athena Corp Chronicles Ch. 05

The path to divinity is paved with female domination.

4.43
5k
6
0
13

Hypnotized by the Pool?! Pt. 06

Cassie miscalculates again. This time at a cosplay shop.

H
4.56
4.9k
3
1
11
Active tags
Active tags
crossdressing
Separate tags with commas. More info in the FAQ