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r/sissydresses

1,661 subscribers
Show off your sissy outfits, bonus points if you're wearing them! Although it's called sissy dresses, you can post any outfit you want as long as it's sissy related. We want to see those puff ball sleeves, pretty layered petticoats, satin dresses, and you being the prettiest little sissy you can be.

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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Prissy Sissy Sissy Slut Little Sissy Sissy Maid
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to r/sissydresses by Background-Elk-8155
2 months ago
Preview thumbnail for I got this new satin rumper yesterday and I love it 😍 image
I got this new satin rumper yesterday and I love it 😍
to r/sissydresses by Background-Elk-8155
2 months ago
Preview thumbnail for Who likes my new dress and boobs image
Who likes my new dress and boobs
Little Sissy
to r/sissydresses by Background-Elk-8155
2 months ago
Preview thumbnail for I think the dress looks so nice image
I think the dress looks so nice
to r/sissydresses by Background-Elk-8155
2 months ago
Preview thumbnail for I love the Print on these panties image
I love the Print on these panties
to r/sissydresses by Bullys_n_Barbeez
11 months ago
Let's talk about how the Sissy kink can effect relationships....
to r/sissydresses by Bullys_n_Barbeez
11 months ago
I want to lock a cock, shrink a cock, abuse a cock, turn someone into a girl, and I want to find a new cuckold...
to r/sissydresses by Bullys_n_Barbeez
11 months ago
I want to lock a cock, shrink a cock, abuse a cock, turn someone into a girl, and I want to find a new cuckold...
to r/sissydresses by Bullys_n_Barbeez
11 months ago
Being single makes sissy play easier but what about the closeted married sissies??
to r/sissydresses by Bullys_n_Barbeez
11 months ago
Staying in a sissy mindset....
to r/sissydresses by Bullys_n_Barbeez
11 months ago
DISCREET Sissy Training
to r/sissydresses by Bullys_n_Barbeez
11 months ago
Sabrina's Secret Sissy Society
to r/sissydresses by Bullys_n_Barbeez
11 months ago
Sissy Roll Call
to r/sissydresses by Bullys_n_Barbeez
11 months ago
How many of those things would you let me do to you?...
to r/sissydresses by Bullys_n_Barbeez
11 months ago
The holidays are here that means it's time for you to be a complete ho ho ho ho! 🎅
to r/sissydresses by Bullys_n_Barbeez
11 months ago
Sissies over 40....
to r/sissydresses by Bullys_n_Barbeez
11 months ago
Stop just watching from the sidelines......
to r/sissydresses by _Vortex_thb
1 year ago
Preview thumbnail for Black or white? image
Black or white?
to r/sissydresses by _Vortex_thb
1 year ago
Preview thumbnail for Do you like me in these outfits? 🥺 image
Do you like me in these outfits? 🥺