LewdJess NSFW GIFs and Nudes - Discover Unknown Content

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12/30/2019

I send you these before our date. How do you respond?

r/sissies

u/LewdJess 2 years ago

290

I send you these before our date. How do you respond?

You’d tell me if my skirt was too short right?

r/Feminization

u/LewdJess 2 years ago

3

You’d tell me if my skirt was too short right?

She drank too much last night

r/sissies

u/LewdJess 2 months ago

11

She drank too much last night

Do you think Sissy Claus will bring me a smaller cage for Christmas?

r/SissyChastity

u/LewdJess 1 month ago

31

Do you think Sissy Claus will bring me a smaller cage for Christmas?

It was laundry day. Mommy made me wear her lingerie.

r/Sissy_humiliation

u/LewdJess 2 years ago

6

It was laundry day. Mommy made me wear her lingerie.

Caught something in the net…

r/tbulges

u/LewdJess 1 year ago

3

Caught something in the net…

“Prove that you’re caged” as you wish…

r/SissyChastity

u/LewdJess 1 month ago

9

“Prove that you’re caged” as you wish…

My friends used to always tell me I have ”bedroom eyes”

r/SissyChastity

u/LewdJess 4 months ago

53

My friends used to always tell me I have ”bedroom eyes”

I think my masculinity is staying in 2025

r/SissyChastity

u/LewdJess 1 month ago

8

I think my masculinity is staying in 2025