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jesswintersof

jesswintersof

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jesswintersof activity

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

Sissy Training Level 1: Able to give a bj while taking a pounding in my ass ...
Sissy Training Level 2: Taking it harder and faster in my ass by a bigger cock, still able to focus on giving a good BJ !!
Sissy Training Level 3: Able to control the speed of my blowjob while a huge cock is pounding me deep and fast .. not so easy to concentrate when I'm being railed this hard !

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Grinding, riding, leaking .. ๐Ÿ”’๐Ÿ˜ตโ€๐Ÿ’ซ๐Ÿ’ฆ

Grinding, riding, leaking .. ๐Ÿ”’๐Ÿ˜ตโ€๐Ÿ’ซ๐Ÿ’ฆ

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

Starting to love these stockings and dress combo a bit more โ€ฆ ๐Ÿ–ค๐Ÿ˜

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

I never thought I'd be in this situation.. Being spit roasted by my toys and fuck machine, dressed up as a sissy girl who needs to be taught a lesson & all I can think about is the day where these toys are the real thing, both having their way with me at the same time. I even think about how If I didn't have to balance with my arms I'd want another two - one in each hand.
I'm such a horny little sissy all the time now, this is all that goes through my head..

I love it

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๐Ÿ–ค๐Ÿ”’๐Ÿฉท

๐Ÿ–ค๐Ÿ”’๐Ÿฉท

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

I know I have a few fans here and there who lightly dabble in furry/pet stuff โ€ฆ this oneโ€™s for you guys ;)
(Theyโ€™re all a lil similar cause I didnโ€™t know what ones would come out goodโ€ฆ) figured Iโ€™d post all of them!! Fuck it!! Enjoy ๐Ÿ˜‰

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

Not much to show off tonight but I have something real hot coming for you all this weekend ๐Ÿ˜

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

You lovely peeps get to see this lil outfit before everyone else ๐Ÿ’•๐Ÿ’• hehe
Love uuu

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

Bad news Jessica, you're not going anywhere until you cum like a real girl!

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Ready for a wild night ? ;)

Ready for a wild night ? ;)

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

I did this recently but I updated my welcome video to all new supporters on this page !! Iโ€™m putting it here for everyone who got the old one when they came but still wanna see the new one :)
Thank you all so much and I have some hot stuff coming ๐Ÿ˜‰๐Ÿ–ค

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Just my new pfp !

Just my new pfp !

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Took a lot of photos last night I hope u like them ๐Ÿ–ค๐Ÿ–ค๐Ÿ–ค

Took a lot of photos last night I hope u like them ๐Ÿ–ค๐Ÿ–ค๐Ÿ–ค

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Believe me, Iโ€™d rather be doing this on you ;)

Believe me, Iโ€™d rather be doing this on you ;)

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

I really like this material against my soft skin hehe and the tail is a lot of fun ;)

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

Just couldnt help myself.. horny as hell, this only made it worse ๐Ÿ˜ฉ๐Ÿ˜ฉ

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Got something fun coming for you guys later ;)

Got something fun coming for you guys later ;)

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

This is my new video & message for welcoming new fans&friends to this page . Posting it here for ALL you awesome peeps!! My old one was outdated a bit, it was from last year.

I donโ€™t wear the blonde wig nearly as often and I donโ€™t do as much light filtering either. I stopped faking the way I look a long time ago. Gotta keep it ๐Ÿ’ฏ with you guys, Iโ€™m always evolving and trying to take it to the next level .
Thank you all so much!
-Jessica๐Ÿ’•

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

Some selfies for u guys nothing crazy just yet but.. got something nice coming soon ;)

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

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

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

After the scare I had with my Twitter account being weird (I know it wasnโ€™t only me, I know itโ€™s all of Twitter being stupid and lame right now..) I still couldnโ€™t help but remember how much I appreciate that I have a lot of you here supporting me on this page and it honestly means the world. If I lose my Twitter with almost 7k followers Iโ€™ll at least know you guys have my back. The plans to make stuff besides โ€œsolo contentโ€ and pretty outfit pics is still on. So if youโ€™re ready to see a sissy suck some real cock and then lose her virginity.. itโ€™s coming soon ;)

Love u guys!!
-Jessica

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

Do you like fucking sissies up their little skirts?
I like to be fucked up through my skirts. ;)

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Some fun stuff coming to this page soon I promise ๐Ÿ˜‰

Some fun stuff coming to this page soon I promise ๐Ÿ˜‰

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Here are a couple pics i took tonight ๐Ÿ’• theyโ€™re exclusive to..

Here are a couple pics i took tonight ๐Ÿ’• theyโ€™re exclusive to this page only they wonโ€™t be on my preview page or Twitter. This is just for you guys . ๐Ÿ˜‹๐Ÿ˜‹๐Ÿ˜‹๐Ÿ’•

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

Omg... here's over 10 minutes of me getting railed by the big toy & my machine, my miniskirt pulled up, on all fours on my bed and LOVING it ..

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Me-me-me-owww ๐Ÿ”’

Me-me-me-owww ๐Ÿ”’

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When someone asks what I do when Iโ€™m alone and have free tim..

When someone asks what I do when Iโ€™m alone and have free time / bored โ€œohh, you know, watch the sports, play those good olโ€™ Xboxstation video games, haha ๐Ÿ˜…โ€

What I really doโ€ฆ ๐Ÿ˜‡

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Obedience?๐Ÿ˜ณ

Obedience?๐Ÿ˜ณ

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Just a cute little pic for you daddies out there .. ๐Ÿ’• have s..

Just a cute little pic for you daddies out there .. ๐Ÿ’• have something coming to the page very soon ..
Love u all so much <3

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Took some selfies for u guysโ€ฆ barely any makeup on.. โ˜น๏ธ fuck..

Took some selfies for u guysโ€ฆ barely any makeup on.. โ˜น๏ธ fuck it I hope u like em!! ๐Ÿ’•๐Ÿ’•

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