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James19999

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Series: Expanded

Series: Expanded Series: Combined

Baiting the Hook

A crafty femboy finds a way to make his fantasy come true.

Transgender & Crossdressers 12/01/2024

H 4.77 12.1k 51 9 98

Forbidden Fruit is Sweeter

A young man is secretly feminized by his sister's friend.

Transgender & Crossdressers 09/07/2024

H 4.75 69.6k 210 32 397

Left to Their Own Devices

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

Transgender & Crossdressers 03/23/2024

H 4.82 57.2k 193 20 357

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

Transgender & Crossdressers 01/02/2024

H 4.76 73.8k 175 18 336

The Femboy and the Tomboy

A shy college student meets the girl of his dreams.

Transgender & Crossdressers 01/02/2023

H 4.71 74.7k 256 31 457

Chris gets more than he bargained for at the gym.

Transgender & Crossdressers 09/04/2022

H 4.66 63.3k 146 18 293

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

Transgender & Crossdressers 04/26/2022

H 4.74 66.4k 143 12 247

An encounter with an old classmate takes an unexpected turn.

Transgender & Crossdressers 12/15/2021

H 4.66 51.6k 105 13 197

Study Group Surprise 2 Parts

Transgender & Crossdressers06/10/2023

144k 311 41 524

1

Study Group Surprise

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

Transgender & Crossdressers 09/14/2021

H 4.72 88.8k 189 21 351

2

Study Group Surprise Pt. 02

James embraces being a femboy.

Transgender & Crossdressers 11/30/2021

H 4.79 55.1k 122 20 173

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