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‘cross dressing’ stories

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A Simple Life Ch. 60-71

Fun and games with friends followed by some fun for two.

by grimbous in Transgender & Crossdressers 01/21/2024
H
4.94
3.7k
7
6
14

A Simple Life Ch. 72-83

An interesting breakfast and a much needed recharge.

by grimbous in Transgender & Crossdressers 03/14/2024
H
4.92
2.8k
10
0
15

A Simple Life Ch. 36-49

A slice of life of a soft man and a gently dominant futa.

by grimbous in Transgender & Crossdressers 08/12/2023
H
4.9
7.7k
22
4
35

A Simple Life Ch. 27-35

A slice of life of a soft man and a gently dominant futa.

by grimbous in Transgender & Crossdressers 07/09/2023
H
4.9
7.1k
23
6
35

Truth or Fantasy 15: Rush Hour

Commuting rush hour in Tokyo.

by 1sfshermale in Transgender & Crossdressers 01/15/2020
H
4.88
6.1k
7
1
10

Family Ties Ch. 03

Sam meets Danielle, his new daughter.

by 104havesome in Gay Male 11/24/2023
H
4.88
3.3k
7
1
12

Truth or Fantasy 16: Honey B

A wonderful admirer in the park.

by 1sfshermale in Transgender & Crossdressers 02/14/2020
4.88
3.3k
2
0
3

Eric Olafson, First Journeys (Vol 2)

Follow Eric as he steps off his home world for the first time.

by VanessaRaven in Sci-Fi & Fantasy 10/04/2020
H
4.88
3.2k
4
1
13
0

Lisbeth Moon

Lisbeth Moon joins ASS - Agency For Sexual Satisfaction.

by Raazor in Fetish 03/18/2024
H
4.88
4.4k
6
2
20
0

A Time for Giving and Discovering

Staying at a Spa for Christmas reignites a couples sex-life.

by Cristal_di_Canta in Transgender & Crossdressers 12/01/2023
H
4.87
14.4k
17
6
45
0

Sadie's Travels

Naive Southern girl finds love in the big city.

by MercuryLove31 in Lesbian Sex 07/09/2011
H
4.85
152.1k
189
0
210
0

Lost Suitcase Adventure - Pt. 02

The fun continues and Jesse makes a choice.

by WhyNotUs in Transgender & Crossdressers 01/21/2024
H
4.85
11.7k
32
5
46

The Looking Glass

The Birth of Addiction.

by Son_of_Battles in Transgender & Crossdressers 06/07/2020
HW
4.84
146.5k
200
67
304
0

Lost Suitcase Adventure

Lost bag & friend's clothes fit better than her husband's.

by WhyNotUs in Transgender & Crossdressers 01/18/2024
H
4.84
28.2k
92
14
140

Camming Down the Rabbit Hole Ch. 07

Technical trouble causes outage, but the show must go on.

by Dani_does_Dallas in Transgender & Crossdressers 10/22/2021
H
4.84
17.8k
40
11
45

A Ladyboy Syndrome Ch. 04

He has been turned surely? What a joy.

by Heathcoat in Transgender & Crossdressers 05/05/2024
H
4.83
3.1k
3
0
3

Comforting Pete

Consoling friend reluctantly agrees to help in other ways.

by WhyNotUs in Transgender & Crossdressers 07/07/2023
H
4.83
40.9k
136
16
211

Comforting Pete meets Trophy Wife

Characters from 2 stories meet in Vegas- Picks up from CP 4.

by WhyNotUs in Transgender & Crossdressers 07/23/2023
H
4.83
8.7k
18
2
32

A Simple Life Ch. 50-59

Another slice of Avery's life, the highs and the lows.

by grimbous in Transgender & Crossdressers 11/26/2023
H
4.83
3.3k
11
6
19

Boiling the Frog Ch. 02

A look in a mirror reveals a face Scott's never seen before.

by AutumnUnbound in Transgender & Crossdressers 02/20/2024
H
4.82
5.7k
15
7
24

Finding the Perfect Fit Pt. 16

Jamie spreads his legs for Gen and she performs.

by Joshana in Transgender & Crossdressers 02/26/2020
H
4.82
10k
17
5
23

The Agency Ch. 16

It's thenight of Michelle's graduation party.

by Ms_Allison in Transgender & Crossdressers 01/26/2022
H
4.82
10.7k
15
9
25

Camming Down the Rabbit Hole Ch. 06

New outfits and a trip to the shops with an unexpected bonus.

by Dani_does_Dallas in Transgender & Crossdressers 10/13/2021
H
4.82
19.6k
38
8
42

His Sweet Boy Ch. 06

After Ben cums.

by Her11 in Gay Male 08/27/2020
H
4.82
19.9k
40
85
54

Nephrite (The One Week Chronicles)

A One Week Chronicles Story.

by Louise69 in Transgender & Crossdressers 08/16/2017
H
4.81
12.3k
13
4
16
0

The Agency Ch. 11

Dress shopping, flirting, party plans & in bed with Babette.

by Ms_Allison in Transgender & Crossdressers 09/02/2021
H
4.81
15.6k
21
10
31

Becoming My Sister Pt. 09

Aimee’s first public appearance continues…

by fantasy_writer_2023 in Transgender & Crossdressers 01/19/2024
H
4.81
5.7k
17
2
23

A Second Chance Ch. 04

Kris and Matt slow it down but move forward.

by jerseyblue in Romance 05/26/2013
H
4.81
22k
7
2
7

And When I Return Ch. 14

The climax return of Jason to his wife Jenna.

by sublocked in Transgender & Crossdressers 02/27/2015
H
4.81
37.5k
33
25
35

Comforting Pete Ch. 02

John hangs w Pete as John but would rather be w him as Jess.

by WhyNotUs in Transgender & Crossdressers 07/14/2023
H
4.81
12.7k
41
7
53

Comforting Pete Ch. 04

Jessica moves in w Pete and meets a new friend on vacation.

by WhyNotUs in Transgender & Crossdressers 07/20/2023
H
4.8
7.9k
23
12
33

Mother May I...? Ch. 06

Continuing as we mean to go on.

by betamale08 in Fetish 04/11/2023
H
4.8
3.6k
6
0
9

A Bowsette Cosplay

Max's alter ego Roxy comes out of preparing for a Cosplay.

by RoxyDragovan in Transgender & Crossdressers 11/19/2021
H
4.8
25.3k
56
7
93

Lisa, Scott and Me Pt. 05

Scott arranges for us to meet up with Jacob and his partners.

by DDorset53 in Gay Male 08/31/2023
H
4.8
5k
11
3
12

Crossdresser Leaves the Closet

Cross dresser finally takes those first steps out.

by seams_straight2me in Transgender & Crossdressers 05/06/2021
H
4.8
19.7k
21
1
38

Gardening Wild Ch. 04

The story continues with Ben becoming Betty. Lisa also finds.

by SteppingOut58 in NonConsent/Reluctance 02/29/2024
H
4.8
2.9k
3
0
6

Dan's dreams come True Ch. 02

Dan's adventures at the hands of Caroline and Suzanne go on.

by JenniferTaylorTV in Transgender & Crossdressers 01/16/2020
H
4.8
24.2k
25
9
31

How I Became a Cheerleader Ch. 10

Guy changes school and sex to fit in.

by DMaster_14 in Transgender & Crossdressers 08/08/2011
H
4.8
97.1k
81
11
88

The Agency Ch. 13

Michelle enjoys Brenda, then returns to home with Babette.

by Ms_Allison in Transgender & Crossdressers 10/27/2021
H
4.79
9.6k
14
6
23

Chris' Adventures Ch. 02

Chris is caught in his wife's lingerie by the neighbor.

by curiousone43 in Fetish 02/22/2018
H
4.79
23.7k
17
1
24

L/J's (A One Week Chronicles Story)

A night of celebration at L/J's.

by Louise69 in Transgender & Crossdressers 10/05/2017
H
4.79
11.1k
5
5
8
0

Sally's Ch. 04

Olivia introduces Brad to the house staff.

by seat542 in Fetish 07/29/2011
H
4.79
19.9k
5
1
6

Becoming My Sister Pt. 08

Aimee’s first public appearance.

by fantasy_writer_2023 in Transgender & Crossdressers 01/09/2024
H
4.79
9.5k
18
4
24

The Agency Ch. 15

Michelle marks her 3rd month w/ a date night with Big Mikey.

by Ms_Allison in Transgender & Crossdressers 12/29/2021
H
4.79
13.7k
23
13
32

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
4.6k
4
0
10

Girly Girl

He falls for her and her love of the feminine.

by pantywriter in Transgender & Crossdressers 11/01/2023
H
4.79
18.6k
41
10
79
0

Finding the Perfect Fit Pt. 15

Jamie struggles and Gen makes him feel good.

by Joshana in Transgender & Crossdressers 02/17/2020
H
4.79
8.4k
14
4
17

Finding the Perfect Fit Pt. 13

A young couple make this night one to remember.

by Joshana in Transgender & Crossdressers 01/28/2020
H
4.79
11k
15
2
20

The Descent Ch. 02 - A Slow Glide

His fall for the Madam accelerates.

by pantywriter in Transgender & Crossdressers 08/29/2020
H
4.79
12.1k
15
5
23

Tits Have Benefits Ch. 08

The girls enjoy their Honeymoon and love at 40,000 feet.

by hottchic in Transgender & Crossdressers 07/23/2011
H
4.78
31.6k
14
2
20

Tits Have Benefits Ch. 05

Will Andrea take it to the next leve?

by hottchic in Transgender & Crossdressers 05/09/2011
H
4.78
39.1k
23
4
27

Toni Ch. 02

Toni makes progress.

by ragal2 in Transgender & Crossdressers 03/02/2024
H
4.78
3.6k
7
2
17

How I Became a Cheerleader Ch. 12

Guy changes school and sex to fit in.

by DMaster_14 in Transgender & Crossdressers 12/27/2011
H
4.78
61.3k
75
7
82

The Rise of Rachel Price T-Girl Pt. 10

Denver is feminized in the image of billionaire's ideal girl.

by racheprice in Transgender & Crossdressers 04/07/2023
H
4.78
6.6k
9
6
10

Pizza Delivery with a Twist Ch. 13

Brie's score card for Saturday.

by PinkPurple in Transgender & Crossdressers 01/21/2021
H
4.78
5.6k
3
3
4

Becca is a Whore Ch. 05

Becca, Madam and julie are great teachers.

by Prossie_Becca in Fetish 11/19/2020
H
4.78
6.6k
2
1
4

Chat Room Hookup Ch. 02

Chat room buddies hook up on the 2nd day of a conference.

by Jay142 in Gay Male 02/24/2018
H
4.78
19.5k
26
5
29

The Agency Ch. 07

Michelle learns a valuable lesson and progresses in her job.

by Ms_Allison in Transgender & Crossdressers 06/04/2021
H
4.78
18.7k
24
10
34

The Agency Ch. 06

A weekend with Babette brings a new level of closeness.

by Ms_Allison in Transgender & Crossdressers 05/30/2021
H
4.78
18.9k
23
8
36

The Agency Ch. 18

Custom clothes shopping for Michelle is an adventure.

by Ms_Allison in Transgender & Crossdressers 04/05/2022
H
4.78
9.2k
16
6
24

The Agency Ch. 08

Michelle has an intense training session and date w/ Brenda.

by Ms_Allison in Transgender & Crossdressers 07/03/2021
H
4.78
19k
29
6
42

The Agency Ch. 09

Michelle continues with Brenda and spends time in the office.

by Ms_Allison in Transgender & Crossdressers 07/18/2021
H
4.78
15.2k
28
7
39

Jamie's Journey Ch. 01

Jamies new world - gay, lesbian, cross dressing and more.

by Tonyspinone in Novels and Novellas 11/19/2023
H
4.78
3.5k
6
3
15

Becca and Julie Get Married Ch. 04

The girls reverse their roles.

by Prossie_Becca in Fetish 01/12/2021
4.78
3.8k
3
1
5

Well, She Finally Asked Me... Ch. 03

..my wife knows, how'd I get so gay?

by jakladd in Gay Male 01/17/2024
H
4.77
8.8k
15
9
26

Jamie's Journey Ch. 02

The thrill of becoming Vicki … where will this lead … ?

by Tonyspinone in Transgender & Crossdressers 01/02/2024
H
4.77
3.9k
7
1
7

Hit the Button Pt. 02

Loving Wife helping Amanda go back to work.

by CindyTV in Transgender & Crossdressers 09/21/2022
H
4.77
15.8k
27
18
40

The Secretary Experience

An accident sends a man towards his destiny as a secretary.

by Tester86 in Transgender & Crossdressers 05/06/2021
H
4.77
35.1k
42
36
70
0

My First Time in Panties Pt. 02

James gets caught by his sister and becomes a cheerleader.

by Pantyboy5678 in Transgender & Crossdressers 05/21/2024
NEWH
4.77
6.1k
17
4
32

Lisa, Scott and Me Pt. 03

Lisa and Scott arrange to have me gang banged.

by DDorset53 in Gay Male 07/09/2023
H
4.76
11.3k
24
1
32

Becoming My Sister Pt. 06

‘Aimee’ goes further down the rabbit hole...

by fantasy_writer_2023 in Transgender & Crossdressers 12/19/2023
H
4.76
12.7k
25
3
31

Taste of True Friendship Ch. 10

Dan took a week off.

by Benny_Blank in Fetish 03/04/2009
H
4.76
13.6k
2
0
2

Discovering Amber Ch. 06

We take amber out clubbing opening up new possibilities!

by Ms_Allison in Transgender & Crossdressers 02/10/2019
H
4.76
35.1k
20
2
27

My Life as a Maid Pt. 01

Down on his luck Gerry is rescued by an old school friend.

by MissYellowPanties in Transgender & Crossdressers 08/01/2017
H
4.76
32.8k
43
14
55
0

Lucille and Mrs. Miller Pt. 04

The Next Day.

by MaryGrangerx in Fetish 10/01/2015
H
4.76
29.7k
14
6
14

Jemima's Tale Pt. 06

Being naughty puts Jemima in a very precarious position...

by jemimaheart in Transgender & Crossdressers 10/21/2014
H
4.76
14.8k
2
0
2

How I Became a Cheerleader Ch. 05

Guy changes schools, life and sex to fit in.

by DMaster_14 in Transgender & Crossdressers 11/12/2010
H
4.76
93k
82
6
88

Slave Immigrant Ch. 05

Jones visits a Free Zone Mall. Small taste of freedom.

by OldGuy1026 in Sci-Fi & Fantasy 09/14/2009
H
4.76
13.4k
00
2

My First Time in Panties Pt. 01

My first time trying on my mom’s panties…more to come!

by Pantyboy5678 in Transgender & Crossdressers 05/19/2024
NEWH
4.76
8.9k
38
5
54

Finding the Perfect Fit Pt. 14

The end of a semester brings stress and relief.

by Joshana in Transgender & Crossdressers 02/09/2020
H
4.76
9.4k
15
3
16

Joey Finds a New App Ch. 50

Joey and Billy meet more friends.

by Daddy_0H in Transgender & Crossdressers 04/29/2023
H
4.75
5.1k
9
1
18

Mother May I...? Ch. 05

Meeting your future past.

by betamale08 in Fetish 04/10/2023
H
4.75
4.5k
7
1
16

Chloe 10

Explorations beyond the rabbit hole.

by xDarkAngel0 in Transgender & Crossdressers 02/23/2022
H
4.75
4.8k
7
1
11

Hose and a Hard-On Ch. 02

Alex' threesome with Adam and Lori gets Hot!

by TaraJean in Fetish 03/27/2011
H
4.75
46.3k
31
13
32

Not So - New Experiences

Can't call it a new experience if you do it twice!

by writerfromoz in Gay Male 07/27/2017
H
4.75
20.2k
15
9
17
0

A Game of HORSE Pt. 03

Brandi takes charge.

by emelle78 in Transgender & Crossdressers 06/11/2021
H
4.75
21.4k
31
9
38

Becoming My Sister Pt. 10

Aimee is taken to Jim’s bed…

by fantasy_writer_2023 in Transgender & Crossdressers 01/21/2024
H
4.75
7.6k
29
2
39

Cockatoo Pt. 38

Jamie finds trouble looking for whoever trashed the room.

by nikkiesilk in Transgender & Crossdressers 10/04/2017
H
4.75
8.3k
9
2
10

Bedwetter Ch. 02

A man adjusts to new routines in his relationship.

by Satanicsissybitch in Fetish 10/02/2021
H
4.75
30.6k
28
10
42

Pizza Delivery with a Twist Ch. 15

Tuesday hypnosis video viewing party night.

by PinkPurple in Transgender & Crossdressers 02/07/2021
H
4.75
4.6k
2
0
2

Pony Boy Ch. 10

It all comes tumbling down.

by ChestersBoi in Gay Male 07/01/2014
H
4.75
13.6k
6
3
6

Becoming My Sister Pt. 05

Things take an unexpected turn for ‘Aimee’…

by fantasy_writer_2023 in Transgender & Crossdressers 12/15/2023
H
4.75
15.5k
28
6
40
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