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r/SissyUpskirt

16,791 subscribers

Notice: This subreddit is not actively monitored, so the posts here are only a small subset of what exists on reddit.

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True upskirt Like what you see? Oops, I forgot panties What are you doing down there?
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to r/SissyUpskirt by Secret-NJ-Sissy
2 days ago
Preview thumbnail for Does anyone like what they see image
Does anyone like what they see
Like what you see?
to r/SissyUpskirt by Secret-NJ-Sissy
2 days ago
Preview thumbnail for Does this skirt look good on me? image
Does this skirt look good on me?
Like what you see?
to r/SissyUpskirt by SissySuki
1 week ago
Preview thumbnail for Oops! image
Oops!
Like what you see?
to r/SissyUpskirt by BJBambi
2 weeks ago
Preview thumbnail for My little clitty image
My little clitty
Like what you see?
to r/SissyUpskirt by Kaleidoscope117
2 weeks ago
Preview thumbnail for hehe mwah image
hehe mwah
Like what you see?
to r/SissyUpskirt by BiFunInTheSun
2 weeks ago
Preview thumbnail for I can’t help but slowly tease you a little before you get the full show 😘 image
I can’t help but slowly tease you a little before you get the full show 😘
Like what you see?
to r/SissyUpskirt by Goon2theMoon2
1 month ago
Preview thumbnail for New Sissy image
New Sissy
Like what you see?
to r/SissyUpskirt by Switch_us
1 month ago
Preview thumbnail for I think my panties are in the way image
I think my panties are in the way
Like what you see?
to r/SissyUpskirt by BiFunInTheSun
1 month ago
Preview thumbnail for Something so sexy about being a sissy image
Something so sexy about being a sissy
Like what you see?
to r/SissyUpskirt by BiFunInTheSun
1 month ago
Preview thumbnail for Inch by inch until you’re up my skirt 🤭 image
Inch by inch until you’re up my skirt 🤭
Like what you see?
to r/SissyUpskirt by BiFunInTheSun
1 month ago
Preview thumbnail for Sexy, Soft, Shaved Legs in Lingerie and Sultry Stilletos image
Sexy, Soft, Shaved Legs in Lingerie and Sultry Stilletos
Like what you see?
to r/SissyUpskirt by BiFunInTheSun
1 month ago
Preview thumbnail for I love dresses and skirts image
I love dresses and skirts
Like what you see?
to r/SissyUpskirt by BiFunInTheSun
2 months ago
Preview thumbnail for Tell me I’m beautiful and make me feel loved while you enter me image
Tell me I’m beautiful and make me feel loved while you enter me
Like what you see?
to r/SissyUpskirt by AprilRose2342
2 months ago
Preview thumbnail for Want to see what’s underneath? image
Want to see what’s underneath?
Like what you see?
to r/SissyUpskirt by cosmicframework
1 month ago
Preview thumbnail for Oooo you're making me twitch down there 😋🍆 image
Oooo you're making me twitch down there 😋🍆
Like what you see?
to r/SissyUpskirt by cosmicframework
1 month ago
Preview thumbnail for Is that you down there making me twitch? 😳🍆 image
Is that you down there making me twitch? 😳🍆
Like what you see?
to r/SissyUpskirt by sub_thick_cock
2 months ago
Preview thumbnail for Do you like these epics of my new skirt I sent to a guy on Grindr? image
Do you like these epics of my new skirt I sent to a guy on Grindr?
Like what you see?
to r/SissyUpskirt by BiFunInTheSun
2 months ago
Preview thumbnail for Fuck Me Friday image
Fuck Me Friday
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to r/SissyUpskirt by BiFunInTheSun
2 months ago
Preview thumbnail for Lick my toes, eat my ass, and FUCK me 🫦 image
Lick my toes, eat my ass, and FUCK me 🫦
Like what you see?
to r/SissyUpskirt by BiFunInTheSun
2 months ago
Preview thumbnail for Up the front or the back? image
Up the front or the back?
Like what you see?
to r/SissyUpskirt by __BiTcHiMaCoW49__
2 months ago
Preview thumbnail for [OC]😈 image
[OC]😈
Like what you see?
in Orange County, CA
to r/SissyUpskirt by BiFunInTheSun
2 months ago
Preview thumbnail for Super Slutty Sissy Upskirt 💕 image
Super Slutty Sissy Upskirt 💕
Like what you see?
to r/SissyUpskirt by BiFunInTheSun
2 months ago
Preview thumbnail for Fishnet Fun image
Fishnet Fun
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to r/SissyUpskirt by BiFunInTheSun
2 months ago
Preview thumbnail for Freshly Shaved Friday 🪒 image
Freshly Shaved Friday 🪒
Like what you see?
to r/SissyUpskirt by BiFunInTheSun
2 months ago
Preview thumbnail for Freshly Shaved Friday 🪒 image
Freshly Shaved Friday 🪒
Like what you see?