jesswintersofPage 4

Sissy Training Level 1: Able to give a bj while taking a pou..

Grinding, riding, leaking .. 🔒😵‍💫💦

Starting to love these stockings and dress combo a bit more ..

I never thought I'd be in this situation.. Being spit roaste..

🖤🔒🩷

I know I have a few fans here and there who lightly dabble i..

Not much to show off tonight but I have something real hot c..

You lovely peeps get to see this lil outfit before everyone ..

Bad news Jessica, you're not going anywhere until you cum li..

Ready for a wild night ? ;)

I did this recently but I updated my welcome video to all ne..

Just my new pfp !

Took a lot of photos last night I hope u like them 🖤🖤🖤

Believe me, I’d rather be doing this on you ;)

I really like this material against my soft skin hehe and th..

Just couldnt help myself.. horny as hell, this only made it ..

Got something fun coming for you guys later ;)

This is my new video & message for welcoming new fans&friend..

Some selfies for u guys nothing crazy just yet but.. got som..

POV, you caught sissy Jessica cheating on the exam ..

After the scare I had with my Twitter account being weird (I..

Do you like fucking sissies up their little skirts? I like t..

Some fun stuff coming to this page soon I promise 😉

Here are a couple pics i took tonight 💕 they’re exclusive to..

Omg... here's over 10 minutes of me getting railed by the bi..

Me-me-me-owww 🔒

When someone asks what I do when I’m alone and have free tim..

Obedience?😳

Just a cute little pic for you daddies out there .. 💕 have s..

Took some selfies for u guys… barely any makeup on.. ☹️ fuck..

I was only going to do pics for this little photo shoot but ..

🦵

Sissy needed an upgrade 🔐

Just some unfiltered selfies !

Take me out somewhere nice ? 💕

What is even the point of this thing ? 🤔

It’s not Wednesday but when’s it ever a bad time to show off..

Here they areee, all my selfies from the other night ! When ..

i want to suck and sit on your thick cock daddy, then i want..

Properly locked away clitty. No better way for a sissy to le..

Some seeeelfiessss :)

I just had to get fucked by my toys tonight I couldn’t help ..

Love these pink sweats !

When I wake up so desperately horny I reach for my clitty wh..

Pretty rare to see me naked… isn’t that ironic.. but true!! ..

Am I a good gurl? Of course I’m a good gurl !!

fuck, i love riding reverse cowboy on my big toys ! this fel..

What good little sissies do to pass the time, huh ..

Sissy maids services are more than just housework you say ? ..

No good sissy pet is complete without her cute little tail!