skinnysailor

Stories

Stories

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Following

129

Stories

Stories by skinnysailor

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Series: Expanded Series: Combined

Jill's Punishment 2 Parts

by skinnysailor

Transgender & Crossdressers04/09/2024

10.4k 17 4 36

1

Jill's Punishment Pt. 01

When will she ever learn.

by skinnysailor

Transgender & Crossdressers 03/24/2024

4.27 6.6k 9 3 23

2

Jill's Punishment Pt. 02

Meet the Robinsons.

by skinnysailor

Transgender & Crossdressers 04/09/2024

H 4.57 3.8k 8 1 13

Pool Hunting Ch. 02

Sarah's new assignment.

by skinnysailor

BDSM 03/17/2024

4 2.4k 2

Rick and I Ch. 02

Cora finds out.

by skinnysailor

Gay Male 02/29/2024

4.33 1.6k 3 4

Rick and 2 Parts

by skinnysailor

Gay Male02/29/2024

4.6k 5 8

1

Rick and I Ch. 01

How we met.

by skinnysailor

Gay Male 02/27/2024

4 3k 2 4

2

Rick and I Ch. 02

Cora finds out.

by skinnysailor

Gay Male 02/29/2024

4.33 1.6k 3 4

Mum's boy toy.

by skinnysailor

Gay Male 02/19/2024

4.14 4.4k 5 1 14

Gwen gets a young one.

by skinnysailor

BDSM 01/14/2024

4.2 3.4k 1 5

Meeting at a Park Ch. 02

Claire's story.

by skinnysailor

Transgender & Crossdressers 01/06/2024

4.26 2.8k 4

A son-in-law's duty.

by skinnysailor

Transgender & Crossdressers 12/22/2023

H 4.5 10k 9 2 19

Old lovers re-unite.

by skinnysailor

Transgender & Crossdressers 12/11/2023

H 4.61 3.8k 3 7

My introduction.

by skinnysailor

Group Sex 11/15/2023

3.91 4.8k 1 5

Meeting at a Park

An arranged meeting?

by skinnysailor

Gay Male 11/01/2023

4.12 3.8k 6 1 9

Debbie is the amusement.

by skinnysailor

BDSM 10/22/2023

4.04 6.8k 4 12

Weekend Service 3 Parts

by skinnysailor

BDSM& more 10/04/2023

17.5k 6 18

1

Weekend service Ch. 01

First you break it.

by skinnysailor

BDSM 07/30/2023

4.13 6.9k 2 8

2

Weekend Service Ch. 02

Next you feminize it.

by skinnysailor

Transgender & Crossdressers 08/15/2023

4.33 5.5k 3

3

Weekend Service Ch. 03

Then you enjoy her.

by skinnysailor

BDSM 10/04/2023

4.13 5k 4 7

Sensory Depravation

Sissy's world is silent and dark.

by skinnysailor

BDSM 09/02/2023

4.46 7.4k 1 1 5

Weekend Service Ch. 02

Next you feminize it.

by skinnysailor

Transgender & Crossdressers 08/15/2023

4.33 5.5k 3

A boarding school reunion.

by skinnysailor

Transgender & Crossdressers 07/21/2023

4.43 5.5k 1 7

Legislation hasn't kept up with technology late 21st century.

by skinnysailor

Sci-Fi & Fantasy 06/19/2023

4 2.9k 4

He got dumped.

by skinnysailor

Gay Male 06/09/2023

4.13 4.2k 1 3 4

Donna's Sissy 4 Parts

by skinnysailor

Transgender & Crossdressers& more 06/16/2023

61.9k 39 11 82

1

Mark's feminization.

by skinnysailor

Transgender & Crossdressers 01/17/2022

H 4.53 40.7k 30 6 56

2

Donna's Sissy Pt. 02

Jean's story.

by skinnysailor

Group Sex 02/04/2022

4.49 8.2k 4 1 8

3

Donna's Sissy Pt. 03

They switch partners.

by skinnysailor

BDSM 03/05/2022

4.27 7.4k 4 2 10

4

Donna's Sissy Pt. 04

Home care for sissy.

by skinnysailor

BDSM 06/06/2023

4.24 5.4k 1 2 8

Phillip's Birthday

An intimate celebration.

by skinnysailor

Gay Male 04/12/2023

4.41 5.8k 1 1 5

She controls Linda's problems.

by skinnysailor

BDSM 03/20/2023

4.25 11.5k 5 12

Jayson Meets Angel

A saturday night party.

by skinnysailor

Group Sex 02/27/2023

4 5.2k 2 5

An arranged marriage.

by skinnysailor

Sci-Fi & Fantasy 02/12/2023

4.11 2.6k 2 4

Paul 2 Parts

by skinnysailor

Sci-Fi & Fantasy& more 06/12/2023

5.4k 2 9

1

A cock's story.

by skinnysailor

Sci-Fi & Fantasy 05/27/2022

3.9 3.8k 1 6

2

Paul's re-united with Ms. Kendra.

by skinnysailor

Erotic Couplings 01/24/2023

4.67 1.6k 1 3

An FLR marriage.

by skinnysailor

BDSM 01/04/2023

4.27 16.5k 8 3 19

Making Tara 2 Parts

by skinnysailor

Transgender & Crossdressers06/11/2023

15.2k 7 1 19

1

Her wife's servant.

by skinnysailor

Transgender & Crossdressers 10/25/2022

4.33 10.7k 6 1 13

2

Making Tara Ch. 02

Once a dog, always a dog.

by skinnysailor

Transgender & Crossdressers 12/14/2022

4.4 4.5k 1 6

Marriage Counceling

Help is available to save a marriage.

by skinnysailor

BDSM 11/29/2022

3.24 6.7k 4 2 11

Our Housekeeper

Good help is a blessing.

by skinnysailor

Erotic Couplings 11/08/2022

4.24 8.1k 4 1 10

Sweet Little Piece

Their first date.

by skinnysailor

Gay Male 10/16/2022

4.05 5.5k 3 1 6

Meeting His Wife

Awkward meeting at first.

by skinnysailor

Group Sex 10/01/2022

3.61 9.6k 5 12

Mother's Guest 2 Parts

by skinnysailor

Transgender & Crossdressers& more 06/11/2023

35.3k 19 51

1

An FLR Family.

by skinnysailor

Transgender & Crossdressers 04/13/2022

4.11 22.1k 15 35

2

Mother's Guest Pt. 02

Edie gets initiated.

by skinnysailor

Anal 09/03/2022

3.94 13.1k 4 16

Meeting at the Seminar

How they met.

by skinnysailor

Transgender & Crossdressers 08/27/2022

4.34 7.5k 2 2 8

An FLR couple.

by skinnysailor

BDSM 07/16/2022

4 16.3k 8 4 24

A Weekend With Her

Sissy is only allowed to watch.

by skinnysailor

Exhibitionist & Voyeur 06/19/2022

H 4.53 13.3k 7 25

Unit 2 Parts

by skinnysailor

BDSM& more 06/11/2023

11.3k 1 6

1

Special condominiums.

by skinnysailor

BDSM 12/10/2021

4.12 7.9k 1 5

2

It's different in #19.

by skinnysailor

Transgender & Crossdressers 03/31/2022

4.24 3.4k 1

Donnie gets lucky.

by skinnysailor

Gay Male 03/20/2022

4.18 5.2k 2 1 7

A sissy's magic night.

by skinnysailor

BDSM 01/28/2022

4.36 4.9k 3 4

Victoria's Party 2 Parts

by skinnysailor

Gay Male06/11/2023

5.4k 4 6

1

Victoria's Party Ch. 01

Fighting S.A.D.S.

by skinnysailor

Gay Male 12/25/2021

4.14 3.6k 1 2

2

Victoria's Party Ch. 02

Was Wolfgang sure?

by skinnysailor

Gay Male 01/07/2022

4.33 1.8k 3 4

The Renter 2 Parts

by skinnysailor

Gay Male& more 06/10/2023

16.7k 9 4 15

1

How we became a couple.

by skinnysailor

Gay Male 10/29/2020

4.3 12k 6 3 10

2

The Renter Ch. 02

An awkward meeting.

by skinnysailor

Transgender & Crossdressers 11/10/2021

4 4.6k 3 1 5

Weekend at Home

Wanda talks about 'her' weekend.

by skinnysailor

BDSM 10/26/2021

4.08 6.5k 4 9

Meeting At The Supermarket

A gay encounter.

by skinnysailor

Gay Male 10/09/2021

4.22 14k 1 5 3

Greeting New Members

Two couples click.

by skinnysailor

Group Sex 09/19/2021

3.42 14.9k 5 7

His new life begins.

by skinnysailor

Anal 08/31/2021

3.62 15.6k 4 3 5

A pony girl.

by skinnysailor

Sci-Fi & Fantasy 08/20/2021

4 5.2k 2 1 5

Gordon needs help.

by skinnysailor

BDSM 08/05/2021

3.86 4k 4 10

They role play.

by skinnysailor

Loving Wives 07/08/2021

3.95 11.1k 3 8 10

A sissy girl gets a surprise.

by skinnysailor

Transgender & Crossdressers 06/28/2021

4.49 24.5k 13 4 23

She's high maintenance.

by skinnysailor

BDSM 06/17/2021

3.89 6.9k 3 5

A girl's weekend.

by skinnysailor

Transgender & Crossdressers 05/17/2021

4.28 14.6k 10 15

Captured 2 Parts

by skinnysailor

Sci-Fi & Fantasy06/09/2023

18.1k 6 5 8

1

He's a prisoner of war.

by skinnysailor

Sci-Fi & Fantasy 08/03/2019

4.4 13.5k 6 2 8

2

Captured Ch. 02

Jack is given away.

by skinnysailor

Sci-Fi & Fantasy 04/05/2021

3.79 4.6k 3

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