LewdJess NSFW GIFs and Nudes - Discover Unknown Content

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12/30/2019

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.

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

u/LewdJess 2 years ago

290

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

She drank too much last night

u/LewdJess 3 weeks ago

11

She drank too much last night

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

r/SissyChastity

u/LewdJess 2 months ago

53

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

Caught something in the net…

u/LewdJess 1 year ago

3

Caught something in the net…

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

u/LewdJess 2 years ago

3

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

Would be a shame if something happened to these keys

r/SissyChastity

u/LewdJess 2 months ago

45

Would be a shame if something happened to these keys

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

r/SissyChastity

u/LewdJess 2 weeks ago

31

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

“Sorry sissy but the boxer briefs are staying in the past. This is your underwear now…”

r/ForcedFeminization

u/LewdJess 1 week ago

4

“Sorry sissy but the boxer briefs are staying in the past. This is your underwear now…”