‘cross-dressing’ stories

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Active tags
cross-dressing 

Category

The Penalty

Losing at Fantasy Football can have serious consequences.

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4.59
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7
32
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My Stepsister's Sissy Sex Slut!

A stepsister takes control of her stepbrother.

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4.5
29.1k
26
4
73
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Abracadabra

Abracadabra - straight to gay.

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4.56
12.6k
7
1
29

Realtor Saw me Dressed Pt. 02

Realtor caught me dressing up and invited a friend.

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4.76
10.5k
17
3
23

At the Mercy of Mrs. Letchworth Ch. 03

Dollie explores my organs and erogenous zones, whoa!

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4.63
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11

Alter Story Pt. 01

A couple finds a cute untamed toy to play with.

3.59
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1
13

Undeclared

Sissy finds herself with help from her sister and neighbor.

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My Cross-Dressing Secretary

What happens in the pool stays in the pool.

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28.4k
17
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43
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Meeting Charlotte Pt. 01

He complimented my appearance.

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3

A Secret Shared

A secret shared leads to Dee.

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14
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The Layover with Julie

Julie takes pantyboy out for a night, gives him a surprise.

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10.5k
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32

I Called Her 'George'

A couple commits to a little gender experiment?

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6.3k
5
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10
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Filling in for Princess Peach

A husband fills a role onstage.

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23
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Another Transformation Story

The following is speculative fiction (wishful thinking).

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Seren's Secret Admirer

A cross-dressing author has a wild night with a fan.

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38
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The Rise of Rachel Price T-Girl Pt. 13

Denver lured to clubs as Rachel, meets dressmaker Samantha.

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Joey Finds a New App Ch. 49

Joey & Billy head to the mall.

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18

A COVID Journey Pt. 24

Alice and Howard switch.

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Not IN Love Ch. 26

Couple cross-dress and enjoy changing roles.

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The Rise of Rachel Price T-Girl Pt. 08

Denver competes against others as the best girl for Levant.

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5k
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Not IN Love Ch. 25

The delivery lady is not what she seems and gets a big tip.

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Kept Men

Young Lawyer gives special service in building of Biltmore.

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4.56
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14
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Not IN Love Ch. 24

Couple cross-dress and she cock stuffs his cock.

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5k
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Paula's First Cum in Public

We let Paula cum in public for the first time.

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Not IN Love Ch. 22

Holidaying at nudist resort exposes transgenders.

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The Conductor

Railways and Cross-Dressing.

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Breaking the Rules Pt. 03

The punishment for coming home drunk continues.

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Wanted: Flexible housekeeper Ch. 01

The job ad seemed humorous, but the duties were no joke.

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12
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Not IN Love Ch. 21

They dress him up and surprise the delivery lady.

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4.72
2.7k
1
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Dream Girl Pt. 02

Get the girl... or become a girl for BBC.

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114
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You Deserve Better - Audio

A recent divorcee is offered unexpected submission.

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15.4k
5
2
17
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Grampa STILL Doesn't Know! Tee-hee!

Bimbo Nurse Jayne is back, ready to suck some old man cock!

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4.56
11.6k
14
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23

How I Became Alison Ch. 11

Sucking cock and making bank... then some unsettling news!

4.39
6.2k
6
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Training Your Male Pt. 02

Female superiority and domestic discipline.

4.32
21.1k
13
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25

The Switch

Mart spanks cross-dressing femme, with an unexpected twist…

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2.7k
3
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Come Back to the Place that We Met

A submissive returns to his goddess after a year apart.

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6k
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Not IN Love Ch. 15

Two woman and one man use dildos to Daisy chain each other.

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Not IN Love Ch. 14

Two women dress him up again and he does them anally.

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Not IN Love Ch. 13

Two women dress him up in women’s clothes and use him.

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7.5k
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6

Getting Caught

Friend finds out Sam's secret.

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4.6
34.4k
36
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You Deserve Better

A recent divorcee is offered unexpected submission.

4.44
29.8k
22
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45
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Not IN Love Ch. 11

She gets a golden shower after she pegs him.

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Not IN Love Ch. 10

She cross-dresses him and feeds him his juices.

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The Scoop

Garbage man or reporter? Assumptions can be misleading.

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Lynn Becomes a Cuckold

Lynn's wife learns of us and her cross-dressing.

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9.8k
11
10
17
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You Ought to be in Pictures

Making gay porn won't mean I'm gay, they said.

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111

Frolicking on the Fifth: Track Meet

Carla's torrid 4th of July weekend continues at the track.

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Old Flames

A visit with two friends with whom he has a history.

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8
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The View From the 23rd Floor Pt. 01

Daniel’s cross-dressing fetish is discovered.

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120

Shopping with Lynn

I take Lynn shopping with a personal shopper.

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8.3k
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The Maid

The new job has an unusual set of expectations.

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19.8k
31
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47
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Turnabout Pt. 07

It’s really happening. She’s gone out to get laid. Oh my!

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15

The Fraternity Ch. 02

The journey to join the fraternity continues.

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Spanked in Front of the Ladies Pt. 04

A guest couple arrives, bringing things to a head.

4.06
16.7k
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10

Spanked in Front of the Ladies Pt. 03

The next weekend brings some surprises.

4.41
17.5k
7
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13

Sissy Maid to Mom and Sister Pt. 01

Andy gets caught by his sister in her panties and it's fine.

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81
12
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Father’s New Wife

Evan plans a special anniversary night.

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43
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My Own Danish Girl

A trip to the local cinema and an experience to remember.

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9
4
16
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The Fraternity Ch. 01

Fraternity has unusual requirements for new members.

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Becoming an FLR Servant Ch. 01

My FLR Wife Introduces Me To Her Bull, Master James.

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63.8k
66
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142

Such a Sexy Evening

After a day's shopping some friends meet for drinks.

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8.8k
1
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2
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My Sexual Awakening - Mom - Ch. 02

FANTASY is so much better than REALITY!

4.42
55.4k
42
2
71

Out West Ch. 12: Sharpy's Creek

The Ladies reach their destination.

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12
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Natural Inclinations Pt. 08

New looks bring new challenges – and new perspectives.

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The Loan From My Best Friend

Charles makes Jim pay back his debt by becoming Carmen.

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56.9k
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23
184
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The Magic Words Ch. 01

Couple falls under the spell of exotic mind control.

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15.9k
3
3
19
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Out West Ch. 08: Jack of Death

The legend of Jack Anders is born - and wounds are healed.

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4.8
3.9k
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14
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Out West Ch. 06: Kansas Nights

On the river Martha becomes Jacob.

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Out West Ch. 05: Morning After

The women find their places in the quartet.

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4.6k
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14
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Out West Ch. 02: "Kate and Pixie"

Pixie and Kate dress for the journey.

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4.61
7.5k
4
16
8

Secrets Pt. 10

Togetherness: Kathy, Emily and Daphne.

4.46
5k
2
1
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Tom's First Time

Gay teenager fucks his brother in law.

3.09
16.3k
5
2
19
0

Truth or Dare?

Truth or dare leads to humiliation.

4.27
54.3k
49
0
96
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Secrets Pt. 09

Emily jumps back into their lives.

4.39
5.4k
5
2
10

Protecting My Inheritance Ch. 04

Epilogue - Felicity finds the dress!

3.09
11.4k
6
8
12

Emmy and the Neighbor

Neighbor blackmails Scotty who must blow him.

4.47
15.6k
13
1
22
0

Secrets Pt. 08

Davie joins Daphne.

4.47
4.8k
3
2
8
Active tags
Active tags
cross-dressing
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