Every photo from the other night ! 🖤
Every photo from the other night ! 🖤
2022-11-15 03:55:33 +0000 UTC View Post
jesswintersof2 posts
I’d looove to be bent over while in this skirt … One of my ..
I’d looove to be bent over while in this skirt …
One of my big fetishes is being able to get fucked in a skirt 😸
I’ll be coming back with more stuff this week!!
I’ll be coming back with more stuff this week!!
2022-10-30 08:11:13 +0000 UTC View PostI can’t help but *giggle* whenever I remember how much of a ..
I can’t help but *giggle* whenever I remember how much of a sissy I am 🤭
2022-10-22 21:11:50 +0000 UTC View Post
Just my new banner full image. Enjoy it pleasee
Just my new banner full image. Enjoy it pleasee
2022-10-05 22:06:45 +0000 UTC View Post
🤍🤍🤍 it would be hot to me if I just stumbled upon my own pic..
🤍🤍🤍 it would be hot to me if I just stumbled upon my own pics as sissy captions circulating the sissy community someday 🤍🤍🤍
It’s an innocent enough fantasy but sissies love the exposure!
More of this skirt? Maybe I’m plugged under this skirt.. 😳
More of this skirt? Maybe I’m plugged under this skirt.. 😳
2022-09-27 11:17:45 +0000 UTC View Post✅ cooking ✅ cleaning ✅ sucking cock ✅ locked in chastity
✅ cooking
✅ cleaning
✅ sucking cock
✅ locked in chastity
My newest skirt I want to be fucked in 😅
My newest skirt I want to be fucked in 😅
2022-09-13 17:47:52 +0000 UTC View PostI'll be your femboy sissy maid!
I'll be your femboy sissy maid!
2022-09-08 12:49:55 +0000 UTC View PostOh I LOVE going to class like this..caged up and in my littl..
Oh I LOVE going to class like this..caged up and in my little tiny skirt...
2022-08-31 09:16:12 +0000 UTC View PostNew miniskirt… cute leggings… some sexy vids are on the way...
New miniskirt… cute leggings… some sexy vids are on the way.. !
2022-08-24 12:55:59 +0000 UTC View Post
Oh I’m wearing a plug during this by the way… naturally
Oh I’m wearing a plug during this by the way… naturally
2022-08-21 03:45:23 +0000 UTC View PostThanks for liking me enough to follow me here. Even though n..
Thanks for liking me enough to follow me here. Even though not all of my O.F. posts are nudes / lewds , you guys get pretty much all my posts before I upload them anywhere else. Thanks for being here! :)
2022-08-12 12:20:46 +0000 UTC View Post
Just an innocent selfie but I have naughtier pics coming soo..
Just an innocent selfie but I have naughtier pics coming soon I promise ;)
2022-07-28 05:49:59 +0000 UTC View PostT-Shirt and Panties. Just lounging around…
T-Shirt and Panties. Just lounging around…
2022-07-03 10:05:59 +0000 UTC View PostI’ll be removing lower quality / older pics and replacing th..
I’ll be removing lower quality / older pics and replacing them with newer versions with better picture quality, lighting, etc as I also go deeper into my feminization.. (weight loss, longer hair, body hair removal etc, nicer clothes.)
Thank you for being here,
Jessi <3
Little caged sissy got her wrists and ankles cuffed.. chaine..
Little caged sissy got her wrists and ankles cuffed.. chained her collar to the bedpost too......... poor her :(
2022-06-21 04:55:18 +0000 UTC View PostI’m a simple girl, buy me some clothes, and give me some coc..
I’m a simple girl, buy me some clothes, and give me some cock <3
2022-06-11 15:02:16 +0000 UTC View PostJessica in her fairy dress trying to cum.. 🤭 She's been at i..
Jessica in her fairy dress trying to cum.. 🤭 She's been at it for a while now 🤭🤭
2022-06-01 01:35:04 +0000 UTC View PostI can’t wait to stick my new big squirting dildo up my ass a..
I can’t wait to stick my new big squirting dildo up my ass a million times omg.. and with my machine…good lord..
2022-05-24 06:06:14 +0000 UTC View PostGood sissies paint their little toes pink don’t they? <3
Good sissies paint their little toes pink don’t they? <3
2022-05-19 02:26:03 +0000 UTC View PostWith my hair down, i can hide being gagged in public.. but w..
With my hair down, i can hide being gagged in public.. but would you really do that to me..? <3
P.S. I rely on this filter a lot…it makes things easier sometimes.. sorry 😇 <3
Getting my sissy pussy ready for bigger and better things
Getting my sissy pussy ready for bigger and better things
2022-04-03 21:10:17 +0000 UTC View PostJessica getting lightly railed by her fuck machine...Outdate..
Jessica getting lightly railed by her fuck machine...Outdated content...she takes it way bigger now...
2022-02-03 12:18:50 +0000 UTC View Post