‘cross-dressing’ stories

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cross-dressing 

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I Forgot My Swim Trunks!

His swim trunks got left behind. Fortunately, she had extra.

4.46
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Pretty... Woman?

A mysterious man offers a lot of cash for an odd request.

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4.74
11k
32
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43
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The Coffee

Wife takes husband’s idea and runs with it.

4.05
10.3k
6
7
18
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The Penalty

Losing at Fantasy Football can have serious consequences.

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4.58
10.8k
16
8
33
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My Stepsister's Sissy Sex Slut!

A stepsister takes control of her stepbrother.

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4.52
31.4k
32
4
87
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Abracadabra

Abracadabra - straight to gay.

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4.61
14.5k
9
1
32

Realtor Saw me Dressed Pt. 02

Realtor caught me dressing up and invited a friend.

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4.75
11k
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3
23

At the Mercy of Mrs. Letchworth Ch. 03

Dollie explores my organs and erogenous zones, whoa!

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4.63
5k
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2
11

Alter Story Pt. 01

A couple finds a cute untamed toy to play with.

3.67
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2
1
16

Undeclared

Sissy finds herself with help from her sister and neighbor.

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4.81
20.5k
52
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103
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My Cross-Dressing Secretary

What happens in the pool stays in the pool.

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4.74
30k
18
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48
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Meeting Charlotte Pt. 01

He complimented my appearance.

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6.1k
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A Secret Shared

A secret shared leads to Dee.

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4.52
6.4k
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3
14
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The Layover with Julie

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

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4.71
11k
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35

I Called Her 'George'

A couple commits to a little gender experiment?

4.23
6.5k
6
4
12
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Filling in for Princess Peach

A husband fills a role onstage.

4.48
7.2k
18
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25
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Another Transformation Story

The following is speculative fiction (wishful thinking).

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4.66
8.4k
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18
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Seren's Secret Admirer

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

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9k
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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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10
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Joey Finds a New App Ch. 49

Joey & Billy head to the mall.

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6.5k
10
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A COVID Journey Pt. 24

Alice and Howard switch.

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4.63
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12

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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4.68
5.1k
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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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2.7k
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Kept Men

Young Lawyer gives special service in building of Biltmore.

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4.58
6.4k
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15
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Not IN Love Ch. 24

Couple cross-dress and she cock stuffs his cock.

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4.79
5.2k
3
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Paula's First Cum in Public

We let Paula cum in public for the first time.

4.06
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11
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Not IN Love Ch. 22

Holidaying at nudist resort exposes transgenders.

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4.75
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The Conductor

Railways and Cross-Dressing.

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4.73
6.6k
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Breaking the Rules Pt. 03

The punishment for coming home drunk continues.

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13.2k
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Wanted: Flexible housekeeper Ch. 01

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

4.1
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9
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13
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Not IN Love Ch. 21

They dress him up and surprise the delivery lady.

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4.71
2.9k
2
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Dream Girl Pt. 02

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

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4.73
51.3k
117
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166

You Deserve Better - Audio

A recent divorcee is offered unexpected submission.

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4.71
15.8k
5
2
18
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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
11.9k
14
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22

How I Became Alison Ch. 11

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

4.39
6.4k
6
1
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Training Your Male Pt. 02

Female superiority and domestic discipline.

4.34
21.7k
15
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27

The Switch

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

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4.57
2.8k
4
2
6
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Come Back to the Place that We Met

A submissive returns to his goddess after a year apart.

4.41
6.2k
3
1
7
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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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4.75
8k
3
0
5

Not IN Love Ch. 14

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

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4.67
5.4k
3
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4

Not IN Love Ch. 13

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

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4.74
7.7k
4
4
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Getting Caught

Friend finds out Sam's secret.

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4.6
34.9k
37
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70

You Deserve Better

A recent divorcee is offered unexpected submission.

4.44
30.3k
22
12
45
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Not IN Love Ch. 11

She gets a golden shower after she pegs him.

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4.65
7.9k
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1
13

Not IN Love Ch. 10

She cross-dresses him and feeds him his juices.

4.49
5.2k
6
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The Scoop

Garbage man or reporter? Assumptions can be misleading.

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4.53
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1
9
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Lynn Becomes a Cuckold

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

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4.65
10k
13
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19
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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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4.73
29.2k
63
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113

Frolicking on the Fifth: Track Meet

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

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2.3k
3
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Old Flames

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

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1
8
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The View From the 23rd Floor Pt. 01

Daniel’s cross-dressing fetish is discovered.

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4.66
39.7k
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122

Shopping with Lynn

I take Lynn shopping with a personal shopper.

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4.63
8.5k
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13

The Maid

The new job has an unusual set of expectations.

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20.1k
31
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48
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Turnabout Pt. 07

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

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The Fraternity Ch. 02

The journey to join the fraternity continues.

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4.72
9k
17
1
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Spanked in Front of the Ladies Pt. 04

A guest couple arrives, bringing things to a head.

4.06
17.1k
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10

Spanked in Front of the Ladies Pt. 03

The next weekend brings some surprises.

4.41
17.9k
7
0
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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4.58
57.1k
85
12
188

Father’s New Wife

Evan plans a special anniversary night.

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4.51
19.2k
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3
47
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My Own Danish Girl

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

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4.57
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9
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16
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The Fraternity Ch. 01

Fraternity has unusual requirements for new members.

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4.67
18.2k
26
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38

Becoming an FLR Servant Ch. 01

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

4.37
65.7k
68
13
147

Such a Sexy Evening

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

2.93
8.9k
1
0
2
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My Sexual Awakening - Mom - Ch. 02

FANTASY is so much better than REALITY!

4.42
55.8k
42
2
71

Out West Ch. 12: Sharpy's Creek

The Ladies reach their destination.

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4.8
3.5k
5
12
6

Natural Inclinations Pt. 08

New looks bring new challenges – and new perspectives.

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4.77
5.9k
4
4
11

The Loan From My Best Friend

Charles makes Jim pay back his debt by becoming Carmen.

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4.63
58.6k
127
23
194
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The Magic Words Ch. 01

Couple falls under the spell of exotic mind control.

3.72
16.2k
4
3
19
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Out West Ch. 08: Jack of Death

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

H
4.81
4k
5
14
8
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