jesswintersof

mini photo shoot for y'all before i go out 😉

this is so hot. for over 7 minutes, i was on my knees suckin..

theres nothing better than when strong men grab your hair to..

i spit roast myself between my machine and my wall, reinforc..

a little obsessed with my butterfly flat cage 😭😍

she had me crawl around with my plug in like a pet, then tol..

she knows how much i love her tits.. i asked her if she woul..

bad girl punishments vs. good girl rewards

Just a lil something to let y'all know I'm back 😉 expect fun..

Sissy in pink and white enjoys horsecock dildo 😵‍💫

Lost pet... needs owner !

Back from vacation! Here are some ol ' Christmas photos 🙂

video of me putting on my full chastity belt and bra. 2025....

You never know what a regular looking girl could be hiding h..

I'm working so hard on trying to take the whole thing..! Use..

Cute lil metal chastity just to go with my white outfit and ..

I think my girl has found a new home 🙂

How bad do you wanna see how much I could be hiding under my..

Collared, chained, then whipped... is how I normally would w..

Remember when I said I don't rly dom... well about that.. pu..

I don't do ahegao faces often.. rare pic lol

{RE} I know I look a little Dommy here but trust me I just w..

Babessss I love you alllll!! Btw , got some new toys for thi..

Omfg what have I done , now what am I going to rub??

Dressing up, chores, and dancing 🙂‍↕️

Weekend is almost here. I’m going to post a good amount of h..

Idc if this is sexy or not. I’m a Star Trek nerd 😭

omg i cant rememebr which one is the best one.. so here just..

Hey babes.. glad to be back. Enjoy these teaser photos... Th..

Heels 🔒 Chastity 🔒 What else do you think should have a lock..

Locktober day 8. Today is also my birthday !

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

Just a girl and her toys

My new pfp! Now with titties 😍🖤 what do you think?

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

What do you mean, “see you in a few HOURS?!”

Do you like athletic trans girls? 💪 🥰

Do I need a college degree for this position?

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

Double the machines double the fun..

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

how to train your kitten 😉

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

looking for some fun baby? 💙

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

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

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

I tried on a few of my old cages 😉

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