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13

Stories

Stories by girlboybootsie

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Series: ExpandedSeries: Combined
Crossdresser Fantasy Come True

Closet crossdresser finally has first experience with a hunk.

by girlboybootsie
Transgender & Crossdressers 10/04/2007

4.47 191.8k 43 24 47

First Time With A Guy 2 Parts
by girlboybootsie
Gay Male& more 09/22/2022

351.5k 59 14 88

1
First Time With A Guy

He dresses as a girl, then meets a guy

by girlboybootsie
Gay Male 01/19/2002

H 4.58 296.4k 53 9 81

2
First Time With A Guy Ch. 02

Bootsie continues first experience with two hunky men.

by girlboybootsie
Transgender & Crossdressers 09/24/2007

H 4.51 55k 6 5 7

Feminine Fantasy Come True

Crossdresser has first experience with a man.

by girlboybootsie
Transgender & Crossdressers 09/19/2004

H 4.5 201.8k 33 15 36

First Time With My Best Friend Ch. 01

His best friend discovers him in panties.

by girlboybootsie
Transgender & Crossdressers 05/02/2003

H 4.51 252.8k 54 9 69

My First Visit to a Gay Club

Bootsie's lost virginity.

by girlboybootsie
Gay Male 08/22/2002

4.1 111.2k 15 3 18

First Experience With A Man 2 Parts
by girlboybootsie
Gay Male10/06/2022

305.2k 34 12 45

1
First Experience With A Man Ch. 1

Strong hunk seduces me into dressing as a sexy girl.

by girlboybootsie
Gay Male 06/23/2002

4.44 193.5k 21 4 31

2
First Experience With A Man Ch. 2

Jake prepares me for visit to BDSM club.

by girlboybootsie
Gay Male 07/10/2002

4.45 111.7k 13 8 14

Shemale Adventure Ch. 1

Bootsie meets Chris in gay bar for first gay experience.

by girlboybootsie
Fetish 03/18/2002

4.39 78.4k 11 2 13

Halloween Transformation 3 Parts
by girlboybootsie
Fetish10/03/2022

511.5k 68 10 84

1
Halloween Transformation Ch. 1

He's transformed into girl & discovers lust for men.

by girlboybootsie
Fetish 02/23/2002

4.49 222.8k 45 2 54

2
Halloween Transformation Ch. 2

Jennifer transformed agrees to be Barbie's sex slave.

by girlboybootsie
Fetish 03/02/2002

4.38 149.5k 10 2 14

3
Halloween Transformation Ch. 3

Jennifer has first bisexual experience.

by girlboybootsie
Fetish 03/12/2002

H 4.61 139.1k 13 6 16

Transformed Into A Shemale

He's changed by a handsome hunk.

by girlboybootsie
Fetish 02/02/2002

H 4.64 392.6k 77 12 91

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