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‘cross dress’ stories

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Away from Home Fun Pt. 03

A crossdresser spends their final night with new lover.

by paige_silk in Transgender & Crossdressers 04/18/2023
H
4.79
4.5k
4
0
10

The Thorns Upon the Roses Ch. 04

Abby takes Jess down for a trip to the lake house...

by SarahSal in Transgender & Crossdressers 09/05/2022
H
4.78
10.3k
22
5
24

How I Became a CD SLUT Cum Junky Ch. 02

A Halloween party before the gang bang and I get too wild!

by TonyaTV69 in Transgender & Crossdressers 10/12/2010
H
4.77
124.6k
86
12
94

How I Became a Cheerleader Ch. 11

Guy changes schools, life and sex to fit in.

by DMaster_14 in Transgender & Crossdressers 08/28/2011
H
4.75
63.9k
66
5
72

Elliot Lake Ch. 05

The sun will come out tomorrow.

by grgy56 in Transgender & Crossdressers 08/25/2023
H
4.75
1.9k
1
0
3

Camila and the Halloween party

Camila convinces me to go to a Halloween party dressed up.

by Arrowknee in Transgender & Crossdressers 12/31/2022
H
4.73
43.6k
56
6
99
0

My Ring Pt. 07

Denis and Laraine explore their bodies.

by LittlestSissy in Transgender & Crossdressers 06/12/2023
H
4.73
8.9k
8
5
15

Hallowiener Pt. 03

When you've been caught red-handed, you just have to pay up.

by forummj in Gay Male 06/06/2018
H
4.72
36.9k
66
6
85

My Ring Pt. 06

Laraine and Denis spend the evening together.

by LittlestSissy in Transgender & Crossdressers 05/25/2023
H
4.72
8.8k
8
1
13

My Ring Pt. 05

A girls day, Project 37790B, and an uncertain future.

by LittlestSissy in Transgender & Crossdressers 05/19/2023
H
4.72
8.4k
7
1
12

Falling Under Mommy's Spell Pt. 04

Matty gets a reward and Mommy can't stop herself.

by LittlestSissy in Transgender & Crossdressers 04/18/2023
H
4.71
31.1k
45
16
67

The Making of SweaterTV Ch. 03

The story continues....

by sweatertv in Transgender & Crossdressers 02/04/2016
H
4.71
8.4k
6
0
6

How I Became a Cheerleader Ch. 09

Guy changes schools, life and sex to fit in.

by DMaster_14 in Transgender & Crossdressers 05/21/2011
H
4.69
62.8k
72
8
79

How I Became a Cheerleader Ch. 08

Guy changes schools, life and sex to fit in.

by DMaster_14 in Transgender & Crossdressers 03/26/2011
H
4.69
67k
72
18
78

Gerina's Work Adventure Ch. 03

Having lunch time fun. The end of day draws near.

by grgy56 in Transgender & Crossdressers 11/10/2018
H
4.69
7k
3
0
3

Dear Diary

A Hypnotist helps Joe with his work problems and more.

by MissYellowPanties in Transgender & Crossdressers 03/25/2019
H
4.69
22.5k
23
6
31
0

The Transition Ch. 02: Jamie

Jamie has to decide if he will crossdress for sex.

by Quantarx in Transgender & Crossdressers 06/08/2020
H
4.69
20.5k
21
2
30

Vicky Ch. 01

Victor gets a letter that changes his life.

by WritingMyOwnReality in Transgender & Crossdressers 08/27/2007
H
4.69
82.3k
32
7
37

The New Job Pt. 02

Further consequences in the new job.

by bobberjob in Transgender & Crossdressers 12/29/2023
H
4.68
6.6k
10
4
14

Becoming Mindy Ch. 06

The next morning helps Mindy make a decision.

by mindyrose in Transgender & Crossdressers 04/14/2015
H
4.68
27.9k
15
3
16

Hit the Button Pt. 01

Loving Couple - Wife helps Hubby live his dream.

by CindyTV in Transgender & Crossdressers 09/18/2022
H
4.68
40.9k
45
25
89

How I Became a CD SLUT Cum Junky

True to fact embelished origin of my CD life and cum craving.

by TonyaTV69 in Transgender & Crossdressers 10/11/2010
H
4.67
183.4k
143
16
173

A Beautiful Teacher

A cross dresser runs into his sexy teacher.

by PANTY_FAN in Transgender & Crossdressers 01/09/2019
H
4.67
86k
138
18
191
0

Learning to Crossdress Pt. 04

Seduced by a Beautiful Older Lady.

by crossdressme70 in Mature 11/05/2016
H
4.67
34.8k
27
7
29

A Game within a Game Ch. 03B

A kidnap - a healing

by doberinca in Transgender & Crossdressers 03/06/2012
H
4.67
19.7k
8
5
11

The Perfect Age Ch. 06

A sissy 'girl' meets her first real lover.

by keptsissy in Transgender & Crossdressers 01/08/2015
H
4.66
74.4k
43
4
51

My Summer as a Girl Pt. 06

Time for the big reveal.

by RightButSexy in Transgender & Crossdressers 11/13/2018
H
4.65
19.8k
14
1
18

My Summer as a Girl Pt. 07

He comes home drunk and she wants to punish him.

by RightButSexy in BDSM 02/12/2019
H
4.64
13.2k
10
4
14

A Game within a Game Ch. 03C

A cure - new sensations: subspace.

by doberinca in Transgender & Crossdressers 03/07/2012
H
4.64
18k
7
7
9

Owned:Fantasy Becomes Reality

Married white man submits to big black dom boss.

by silkstockingslover in Gay Male 07/30/2011
H
4.64
369.4k
242
43
323
0

Accommodating the Rugby Men Ch. 04

Dozens of Rugby hulks do a pansy boy in a mini.

by Cumfusion in Gay Male 12/30/2010
H
4.63
49.9k
26
5
32

Consent Ch. 03-04

Jack struggles in vain to resist the pull of fantasy.

by sublocked in Transgender & Crossdressers 01/10/2016
H
4.63
42.2k
35
8
47

Falling Under Mommy's Spell Pt. 05

It's mommy's world and Maddy is living in it.

by LittlestSissy in Transgender & Crossdressers 10/26/2023
H
4.63
18.6k
29
4
54

The Thorns Upon the Roses Ch. 03

Jess meets some new faces around campus...

by SarahSal in Transgender & Crossdressers 09/04/2022
H
4.63
10.2k
14
1
15

Falling Under Mommy's Spell Pt. 02

Mother decides some changes are in order.

by LittlestSissy in Transgender & Crossdressers 02/24/2023
H
4.61
43.2k
47
16
66

My Summer as a Girl Pt. 04

Cross dresser has trouble back at school.

by RightButSexy in Transgender & Crossdressers 08/14/2018
H
4.61
20.9k
16
0
18

The Thorns Upon the Roses Ch. 02

Joshua's first day of classes is also his last...

by SarahSal in Transgender & Crossdressers 09/03/2022
H
4.6
12k
17
3
22

The Princess Frog Ch. 01

It wasn't just a kiss that changed me.

by grgy56 in Transgender & Crossdressers 10/20/2021
H
4.6
14.7k
28
0
48

Beau Peep

Both sheep and virtue are lost.

by grgy56 in Transgender & Crossdressers 10/06/2021
H
4.6
8.5k
10
1
17
0

My Summer as a Girl Pt. 01

College intern is forced to cross dress for grocery money.

by RightButSexy in Transgender & Crossdressers 06/04/2018
H
4.6
79.9k
77
8
109

How I Became a Cheerleader

Guy changes schools, life and sex to fit in.

by DMaster_14 in Transgender & Crossdressers 10/10/2010
H
4.59
335.8k
476
24
617

Away from Home Fun Pt. 02

Another night of fun in a hotel for a crossdresser.

by paige_silk in Transgender & Crossdressers 03/01/2023
H
4.59
7k
6
2
8

My Ring Pt. 04

Larry and Denise continue their "training".

by LittlestSissy in Transgender & Crossdressers 05/12/2023
H
4.59
12.5k
7
3
15

The Perfect Age Ch. 04

Sissy 'girl' is a virgin no more.

by keptsissy in Transgender & Crossdressers 12/17/2013
H
4.58
109.9k
66
7
76

The Client

As an escort, meeting a client leads to unexpected situation.

by Arrowknee in Transgender & Crossdressers 12/05/2021
H
4.58
18.8k
28
4
52

A Game within a Game Ch. 01

A cross dresser is being set up, but takes revenge.

by doberinca in Transgender & Crossdressers 12/08/2011
H
4.57
81.2k
54
15
75

His Sissy Bitch Ch. 04

A man's sissy girl is to become his very public little bitch.

by keptsissy in Transgender & Crossdressers 09/03/2011
H
4.57
234.6k
103
11
109

You Got the Part! Ch. 02

Riley takes over.

by Checkmate215 in Transgender & Crossdressers 06/17/2013
H
4.56
45.7k
19
1
20

I Finally Go Clubbing While Dressed

I decide to go clubbing as I finally go out while dressed.

by Arrowknee in Transgender & Crossdressers 11/24/2021
H
4.56
18.6k
31
7
44
0

My Summer as a Girl Pt. 03

Aunt Janey and I star in our first big online show.

by RightButSexy in Transgender & Crossdressers 07/10/2018
H
4.56
27.5k
20
3
25

A Very Hard Working Girl

Sexy slut does what she does best, services men.

by keptsissy in Transgender & Crossdressers 02/23/2012
H
4.56
133.3k
67
5
78
0

Crossdressing and the Delivery man

Chris takes a delivery of a different sort.

by whields in Transgender & Crossdressers 01/09/2022
H
4.56
18.6k
31
6
37
0

A Game within a Game Ch. 03A

A new friend.

by doberinca in Transgender & Crossdressers 03/05/2012
H
4.55
16k
9
3
11

Cleaning the Garage

Helping a neighbor has never been such fun.

by forummj in Transgender & Crossdressers 06/13/2018
H
4.55
58.1k
101
7
116
0

Falling Under Mommy's Spell Pt. 03

Matt's life changes under Mommy's control.

by LittlestSissy in Transgender & Crossdressers 02/28/2023
H
4.55
36.9k
42
17
60

The Perfect Age Ch. 05

A girly-boy loses a dirty old man but gains a lover.

by keptsissy in Transgender & Crossdressers 12/28/2014
H
4.55
66.8k
44
5
52

Stuck at Home Ch. 01

Getting (p)antsy under quarantine.

by grgy56 in Transgender & Crossdressers 04/19/2020
H
4.52
26.2k
26
4
45

A Favor for My Best Friend Ch. 03

I continue to let my friend use me as a sex toy to avoid dad.

by Verysecret93 in Gay Male 08/01/2013
H
4.52
97k
60
5
73

A Game within a Game Ch. 02C

Dr. Cathy - a visit to a psychiatrist.

by doberinca in Transgender & Crossdressers 02/25/2012
H
4.51
26.9k
7
3
9

I'm Now Called Dee Ch. 03

First time going out presenting as my new persona.

by RomeoDelta in Transgender & Crossdressers 02/11/2018
H
4.51
23.2k
13
1
16

Conversation with Gabriella Ch. 01

Gabriella explores her sub while all share her wife.

by stacey_lynne in Transgender & Crossdressers 06/22/2006
H
4.51
63.5k
14
0
22

The New Job Pt. 03

The "problems" with a new job continue.

by bobberjob in Transgender & Crossdressers 01/05/2024
H
4.51
5.9k
7
3
10

What's Your Price?

Young man gets introduced to a new life.

by Checkmate215 in Transgender & Crossdressers 06/05/2013
H
4.5
146.1k
35
17
48
0

My Summer as a Girl Pt. 02

Meet my aunt's new producer for her internet shows.

by RightButSexy in Transgender & Crossdressers 06/12/2018
H
4.5
33.6k
25
4
29

Away from Home Fun

A crossdresser gets more than they bargain for in a hotel.

by paige_silk in Transgender & Crossdressers 01/28/2023
4.49
17.9k
18
3
33

Weekend Games Ch. 02

Andie & Tammy continue their fun.

by SissyAndi in Transgender & Crossdressers 02/15/2015
4.49
28k
11
3
13

Freshman Year Ch. 02 - The First Assignment

A freshman boy continues his journey into submission.

by GoHot45 in Gay Male 02/18/2021
4.49
10.3k
12
2
15

My New Pet

F/m- a recently switched sub gets what he really wanted

by whisperingsubmission in BDSM 06/17/2010
4.48
74.5k
28
2
39

How I Became a Transvestite

A man's journey into crossdressing.

by RomeoDelta in Transgender & Crossdressers 06/15/2018
4.48
29.9k
17
2
21
0

Sissy Bottom Has a Nite Out Ch. 03

More cross-dressing fun with buddy & wife.

by lostsoul1974 in Gay Male 10/08/2005
4.48
110k
32
7
39

Initiation to Sexual Adventure

18-year-old hedonist is taught the finer things.

by Lyon in First Time 03/28/2005
4.48
64.3k
7
2
8

Falling Under Mommy's Spell Pt. 01

A cross dresser and his mother discover their secret sides.

by LittlestSissy in Transgender & Crossdressers 02/21/2023
4.48
60.1k
80
12
180

The Sophomore Ch. 01

Adam has an unexpected Halloween.

by femenistika in Transgender & Crossdressers 07/14/2022
4.47
16.7k
29
8
45
0

First Contact

First time experiencing going female.

by bobberjob in Transgender & Crossdressers 06/08/2023
4.46
11.7k
11
8
14
0

Adam Loses a Bet Ch. 03

Amy was maid to do it.

by Amy_wants_more in Transgender & Crossdressers 11/06/2020
4.46
69.9k
56
8
70

Little Black Dress

He finally got him to wear his little black dress.

by tommy22co1978 in Gay Male 12/02/2007
4.45
87.7k
15
4
21
0

The Best Double Dare

My first night as a sissy boy.

by JD8hrs in BDSM 08/27/2023
4.45
12k
8
2
23

My Father-In-Law's New Bride Ch. 04

Wife helps daddy with bride's new training.

by regina_allen55 in Transgender & Crossdressers 10/09/2005
4.44
197.3k
74
14
82

Super Heroes Ed. 02

The super girls get going.

by grgy56 in Transgender & Crossdressers 02/08/2020
4.44
6k
2
0
2

The New Job

The new job has consequences.

by bobberjob in Transgender & Crossdressers 12/20/2023
4.44
13.5k
14
7
33

Honey Ch. 4

Slaveboy joins Cynthia & her cross-dressing husband.

by Heironymous in Fetish 10/31/2001
4.44
75.4k
5
5
9

The Client Ch. 02

After discovering who my client was, I hoped to see him more.

by Arrowknee in Transgender & Crossdressers 02/19/2022
4.43
6k
5
2
10

Uncle Jacks Off

A young man finds out he likes to be used.

by SpoonThief in Transgender & Crossdressers 10/27/2011
4.42
61.1k
32
7
39
0

Nana's Diary Ch. 05

A night at the club.

by humaleiated in Fetish 08/18/2019
4.42
9.6k
2
0
5

A Charity Case

Can a Guy Dress for Success in an All Girls Hotel?

by pocketrocket in Novels and Novellas 12/03/2014
4.41
16.1k
10
2
16
0

I Love My Breasts!

And how things developed.

by grgy56 in Transgender & Crossdressers 12/13/2018
4.4
39.5k
31
5
41

The Frill Of It

Boss takes your love of lingerie from fantasy to reality.

by decimus in Transgender & Crossdressers 02/28/2007
4.4
64.3k
7
2
13
0

Growing Up Male & Becoming a Girl

Dressing as a girl.

by TammyPanty in Transgender & Crossdressers 03/15/2019
4.4
40.3k
24
2
40
0

Truth or Fantasy 07: Photos

Photos at the local dogging spot.

by 1sfshermale in Transgender & Crossdressers 09/17/2019
4.39
5.4k
5
0
6

Cheryl's Revenge

Cheating boyfriend sissified and left cold.

by grgy56 in Transgender & Crossdressers 04/01/2010
4.39
108.7k
54
5
64
0

Home in the Hills Pt. 01

He went for counseling...

by ValoryG in Transgender & Crossdressers 12/06/2019
4.37
15.4k
5
5
10

One Sissy's Night Ch. 02

Continuation of a sissy boy's night out.

by Devient_Mind in Transgender & Crossdressers 10/11/2014
4.36
48.3k
19
10
24
12
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