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r/sissydressing

218,862 subscribers
A community based around the hyper-feminized sissies. Silk, frills, satin? Yes! Petticoats, maid uniforms and bimbo aesthetics? Yes! Toys, makeup and sex? Of course! This is a place for everything sissy from Clothes to fashion to artwork and stories. All sissies and admirers are welcome.

Moderators

Updated Mar 21, 2024
u/PTRiot Active
Added 3 years ago
Also moderates: r/HighHeelTgirls, r/AsianSissies, r/SissyPositive, r/StonedSissies
u/BotTerminator Active
Added 3 years ago
Also moderates: r/yaoigif, r/benzodiazepines, r/RedditorCum, r/chicagor4r, r/MississippiR4R, and 156 more...
u/crusty_sissty Active
Added 3 years ago
Also moderates: r/SissyPositive, r/StonedSissies
u/SissyPositive Active
Added 3 years ago
Also moderates: r/HighHeelTgirls, r/AsianSissies, r/SissyPositive, r/StonedSissies

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

New Top (24hr) Top (Week) Top (Month)
to r/sissydressing by Time_Concern_3547
5 hours ago
Preview thumbnail for Love dressing up like a sissy slut image
Love dressing up like a sissy slut
to r/sissydressing by Objective_Shop4682
2 days ago
Preview thumbnail for My favorite pictures from the last couple years image
My favorite pictures from the last couple years
to r/sissydressing by Sissy_HollyQuinn
5 hours ago
Preview thumbnail for Let's see how much of a bigger bimbo slut you can make me into. 💋 image
Let's see how much of a bigger bimbo slut you can make me into. 💋
to r/sissydressing by lilbuttslut4u
3 days ago
Preview thumbnail for I feel so pretty in this slutty pink bodysuit and tiny little cage! image
I feel so pretty in this slutty pink bodysuit and tiny little cage!
to r/sissydressing by kinkykitty_00
3 days ago
Preview thumbnail for I want to make you a fan of this femboy butt 💕 image
I want to make you a fan of this femboy butt 💕
to r/sissydressing by kinkykitty_00
3 days ago
Preview thumbnail for Cute submissive femboy at your service 🥰 image
Cute submissive femboy at your service 🥰
to r/sissydressing by SissyJackie1223
3 days ago
Preview thumbnail for New Sissy image
New Sissy
to r/sissydressing by lilbuttslut4u
3 days ago
Preview thumbnail for Been liking the blue a lot recently, what do you think? image
Been liking the blue a lot recently, what do you think?
to r/sissydressing by Imaginary_Lion_5828
2 days ago
Preview thumbnail for I love riding cock 🥒🍑🤤🥵 image
I love riding cock 🥒🍑🤤🥵
to r/sissydressing by Agile-Context2374
1 week ago
Preview thumbnail for I’ll dress up to suck you off!! That will make it ok, right?? image
I’ll dress up to suck you off!! That will make it ok, right??
to r/sissydressing by betafinn969
3 days ago
Preview thumbnail for Wanted to be properly dressed before bedtime😘 image
Wanted to be properly dressed before bedtime😘
to r/sissydressing by Living_Occasion2443
1 week ago
Preview thumbnail for Let me send you something too think about😉 image
Let me send you something too think about😉
to r/sissydressing by lilbuttslut4u
3 days ago
Preview thumbnail for I absolutely love this new set, what do you think? image
I absolutely love this new set, what do you think?
to r/sissydressing by Time_Concern_3547
1 week ago
Preview thumbnail for Take me home and I pose like this in front of you, what are you doing next? image
Take me home and I pose like this in front of you, what are you doing next?
to r/sissydressing by simone8722
1 week ago
Preview thumbnail for New clothes 👗👠👌 image
New clothes 👗👠👌
to r/sissydressing by SissySuki
1 week ago
Preview thumbnail for I’m waiting! 💋 image
I’m waiting! 💋
to r/sissydressing by Imaginary_Lion_5828
2 days ago
Preview thumbnail for It makes me so horny to feel your cock slide inside me 🥒🍑🥵🥵 image
It makes me so horny to feel your cock slide inside me 🥒🍑🥵🥵
to r/sissydressing by galaxyboy710
1 week ago
Preview thumbnail for Do you like what’s under my shorts? 🍑 image
Do you like what’s under my shorts? 🍑
to r/sissydressing by biglizardlover88
1 week ago
Preview thumbnail for Can I be your little kitty 🐱 image
Can I be your little kitty 🐱
to r/sissydressing by psillypup
1 week ago
Preview thumbnail for feelin slutty today image
feelin slutty today
to r/sissydressing by galaxyboy710
1 week ago
Preview thumbnail for Always love a VS sale 💗 image
Always love a VS sale 💗
to r/sissydressing by humblecold2553
1 week ago
Preview thumbnail for I am such a little cock addict image
I am such a little cock addict
to r/sissydressing by Free-Yogurtcloset597
1 week ago
Preview thumbnail for With or without? image
With or without?
to r/sissydressing by Kaylasweets25
1 week ago
Preview thumbnail for What do you think of my outfit? image
What do you think of my outfit?
to r/sissydressing by VyanXinazO3z0
1 week ago
Preview thumbnail for EDIT REPOST: This was my first first ever public bathroom pic I took at a center where I voted lmaooo, at least I came in as a regular human being (original post deleted) image
EDIT REPOST: This was my first first ever public bathroom pic I took at a center where I voted lmaooo, at least I came in as a regular human being (original post deleted)