jesswintersofPage 6

Walking around in my panties !

These are just about as natural as it gets.. except the blon..

One of my all time fave selfies .. !

I was really feeling this skirttt !! It's sooo cute to me !

Some selfies, a PFP...my favorite pink collar of course.. <3

Just showing off my weight loss a bit again.. got a long way..

I like bell bottoms ok… even some of my leggings are bell bo..

Some of my first mirror pics after I lost a bit of weight..

Jean skirt that is just simply too long… (I had to get rid o..

Shorter.. much shorter skirt than my last skirt❤️

Same pic, different filters, PFP from early 2022

A before & after: 2021 vs early 2022 -thinner, better camera..

Sissy cat maid outfit.. complete with chastity and obedience..

I was making myself gag on a dildo here.. wish I would’ve sh..

Still love this skirt !

I’m huge… even real alphas get intimidated 🤭

I got a pair of new pink leggings I really liked… still do!

Yep you guessed it I was still using the cat filter for this..

A dusty mirror pic of my caged clitty and my feet 🙄

When I went from a pink small to a pink nano ☺️

Someone wanted to see my cute pink pedicure!

Two of my older pfps still using a filter lol

Mmmmphh

With socks… without socks… or without panties and skirt 😛

This was my pfp for a short while in 2022.

Hard to take pictures when your wrists are chained 😩💕

Bought myself a cute new choker with lock charm .. 🔒

Early 2022… This is around when I stopped relying on filter..

Sometimes I just wanna play sissy maid.. 💕

A sissy needs to be plugged…. So I did ! 🧎‍♀️

Tbh idr taking theseee ! 💕

Collared, cuffed, ready to be owned…

“Let’s compare my caged clitty to a good size toy..”

Presenting myself as a good sissy maid for you all💕

This orange dress makes a return… and I love this pink skirt..

Teasing a little… 🤍

Chained to the bed.. locked on.. nowhere to go..

Some of my favorite heels

A 2021 video of me desperately humping a pillow and vibing m..

Video from 2021! Sissy Jessica practicing on her pink dildo ..

Collared, chained, handcuffed behind the back. 🔒

Oops idiot sissy accidentally turned her webcam on !!

The first time I stepped outside dressed .. even if I kinda ..

“A sissy tgirl’s bed after a shopping spree” ahaa ! 💕

Clitty pic from 2021!!

I used to think *this* was a short skirt.. this is wayyyy to..

These heels are mega hot!!!