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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
4.48 195.8k 46 25 10
First Time With A Guy 2 Parts
by girlboybootsie
Gay Male& more 09/22/2022
356.4k 66 14 39
1
First Time With A Guy

He dresses as a girl, then meets a guy

by girlboybootsie
Gay Male 01/19/2002
H 4.59 300.3k 60 9 35
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 56.1k 6 5 4
Feminine Fantasy Come True

Crossdresser has first experience with a man.

by girlboybootsie
Transgender & Crossdressers 09/19/2004
H 4.5 204.3k 38 16 5
First Time With My Best Friend Ch. 01

His best friend discovers him in panties.

by girlboybootsie
Transgender & Crossdressers 05/02/2003
H 4.52 258.5k 58 9 22
My First Visit to a Gay Club

Bootsie's lost virginity.

by girlboybootsie
Gay Male 08/22/2002
4.11 113.3k 15 4 4
First Experience With A Man 2 Parts
by girlboybootsie
Gay Male10/06/2022
308.3k 34 12 13
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
4.44 195.3k 22 4 11
2
First Experience With A Man Ch. 2

Jake prepares me for visit to BDSM club.

by girlboybootsie
Gay Male 07/10/2002
4.44 112.9k 12 8 2
Shemale Adventure Ch. 1

Bootsie meets Chris in gay bar for first gay experience.

by girlboybootsie
Fetish 03/18/2002
4.38 79.2k 11 2 2
Halloween Transformation 3 Parts
by girlboybootsie
Fetish10/03/2022
515.1k 72 10 27
1
Halloween Transformation Ch. 1

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

by girlboybootsie
Fetish 02/23/2002
4.49 224.4k 49 2 18
2
Halloween Transformation Ch. 2

Jennifer transformed agrees to be Barbie's sex slave.

by girlboybootsie
Fetish 03/02/2002
4.38 150.6k 10 2 5
3
Halloween Transformation Ch. 3

Jennifer has first bisexual experience.

by girlboybootsie
Fetish 03/12/2002
H 4.61 140k 13 6 4
Transformed Into A Shemale

He's changed by a handsome hunk.

by girlboybootsie
Fetish 02/02/2002
H 4.64 397.2k 75 12 20