James19999

Stories

Stories

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Stories

Stories by James19999

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Series: Expanded Series: Combined

Left to Their Own Devices

A shy femboy and his roommate's athletic sister experiment.

Transgender & Crossdressers 03/23/2024

H 4.82 26.2k 90 15 163

A strong woman brings out a young man's femininity.

Transgender & Crossdressers 01/02/2024

H 4.75 47.2k 108 13 202

The Femboy and the Tomboy

A shy college student meets the girl of his dreams.

Transgender & Crossdressers 01/02/2023

H 4.72 57.2k 193 28 335

Chris gets more than he bargained for at the gym.

Transgender & Crossdressers 09/04/2022

H 4.65 53.5k 123 14 235

A new sissy's first time with the fit MILF next door.

Transgender & Crossdressers 04/26/2022

H 4.72 56.3k 109 11 190

An encounter with an old classmate takes an unexpected turn.

Transgender & Crossdressers 12/15/2021

H 4.64 45.8k 94 12 171

Study Group Surprise 2 Parts

Transgender & Crossdressers06/10/2023

123.6k 273 37 417

1

Study Group Surprise

James explores his feminine side with his crush's roommate.

Transgender & Crossdressers 09/14/2021

H 4.73 75.5k 163 19 272

2

Study Group Surprise Pt. 02

James embraces being a femboy.

Transgender & Crossdressers 11/30/2021

H 4.78 48k 110 18 145

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