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jesswintersof

jesswintersof

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jesswintersof activity

Heels πŸ”’ Chastity πŸ”’ What else do you think should have a lock..

Heels πŸ”’
Chastity πŸ”’
What else do you think should have a lock?

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Locktober day 8. Today is also my birthday !

Locktober day 8. Today is also my birthday !

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Day 5 of locktober Xxx spooky month calls for some spooky st..

Day 5 of locktober Xxx spooky month calls for some spooky stockings

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Just a girl and her toys

Just a girl and her toys

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My new pfp! Now with titties πŸ˜πŸ–€ what do you think?

My new pfp! Now with titties πŸ˜πŸ–€ what do you think?

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Locktober isn’t till tomorrow, but I was always taught the i..

Locktober isn’t till tomorrow, but I was always taught the importance of being early πŸ™‚β€β†•οΈ

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What do you mean, β€œsee you in a few HOURS?!”

What do you mean, β€œsee you in a few HOURS?!”

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Do you like athletic trans girls? πŸ’ͺ πŸ₯°

Do you like athletic trans girls? πŸ’ͺ πŸ₯°

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Do I need a college degree for this position?

Do I need a college degree for this position?

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Hey everyone !! Can't wait to start sharing more posts regul..

Hey everyone !! Can't wait to start sharing more posts regularly again!! I had a bit of reconstruction being done on my house (including my room) so I didn't have much to work with in terms of space but I'll be back making hot content for you all when it all settles down (will be soon!). Thanks for your patience and I appreciate all your support. If you're reading this it means you didn't leave me so I REALLY love you and thank you for being patient..!
With love,
Jessica

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Double the machines double the fun..

Double the machines double the fun..

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hey babes (; sorry that its been such a long wait (since ive..

hey babes (; sorry that its been such a long wait (since ive posted) but i havent abandoned my page or anything i have just been busy with my gf...
speaking of which.. there will be some videos of that soon too.. stay tuned ❀️❀️

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how to train your kitten πŸ˜‰

how to train your kitten πŸ˜‰

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an average saturday night... just wishing i had the real thi..

an average saturday night... just wishing i had the real thing though ;')

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looking for some fun baby? πŸ’™

looking for some fun baby? πŸ’™

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sunday night plaps, now with more plaps in more places!

sunday night plaps, now with more plaps in more places!

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people always ask me what my max is.. probably 8-9 of you gu..

people always ask me what my max is.. probably 8-9 of you guys πŸ˜‰

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ugh, daddy, i just got home.. are you really collaring me al..

ugh, daddy, i just got home.. are you really collaring me already ?

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I tried on a few of my old cages πŸ˜‰

I tried on a few of my old cages πŸ˜‰

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Im having a lot of hot fun with this little red toy.. would ..

Im having a lot of hot fun with this little red toy.. would be hotter if it was with you though ;)

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This is the moment she knew there was nothing she could do…

This is the moment she knew there was nothing she could do…

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There really is the only way to get me to shut up and obey πŸ˜‰

There really is the only way to get me to shut up and obey πŸ˜‰

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Just wait til you see what the bigger one does to me ..

Just wait til you see what the bigger one does to me ..

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be sure to train your sissy's mouth too! lock her neck so sh..

be sure to train your sissy's mouth too! lock her neck so she can't get the dildo out of her mouth.

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Pink lingerie makes me feel like a slutty girl πŸ™‚

Pink lingerie makes me feel like a slutty girl πŸ™‚

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just a girl and her toys...

just a girl and her toys...

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want to see me get this HUGE plug inside me?

want to see me get this HUGE plug inside me?

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similar to one of my last posts… posting it is better than d..

similar to one of my last posts… posting it is better than deleting it !

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Always plugged like a good girl

Always plugged like a good girl

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