James19999

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Stories

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Stories

Stories by James19999

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Series: Expanded

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 32.6k 104 16 195

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

Transgender & Crossdressers 01/02/2024

H 4.76 51.3k 121 13 228

The Femboy and the Tomboy

A shy college student meets the girl of his dreams.

Transgender & Crossdressers 01/02/2023

H 4.71 59.9k 198 28 347

Chris gets more than he bargained for at the gym.

Transgender & Crossdressers 09/04/2022

H 4.64 55k 124 14 240

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

Transgender & Crossdressers 04/26/2022

H 4.72 57.7k 112 11 196

An encounter with an old classmate takes an unexpected turn.

Transgender & Crossdressers 12/15/2021

H 4.64 46.5k 95 12 173

Study Group Surprise 2 Parts

Transgender & Crossdressers06/10/2023

126.7k 274 38 431

1

Study Group Surprise

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

Transgender & Crossdressers 09/14/2021

H 4.72 77.6k 164 19 282

2

Study Group Surprise Pt. 02

James embraces being a femboy.

Transgender & Crossdressers 11/30/2021

H 4.78 49.1k 110 19 149

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