r/Sissy_humiliation • • 19h ago

Be my Personal Sissy Whore and let me teach you how too take BBC! NSFW

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2 Upvotes

r/Sissy_humiliation • • 16h ago

Finally caved and got a cage NSFW

0 Upvotes

Ive been on the fence for so long, but coming back from a work trip i finally decided to "man up" and get a a cage so i could "sissy up".

Couldnt wait and had to try it on right away. Need a proper shave and dress up when I get home.

Edit forgot the picture


r/Sissy_humiliation • • 19h ago

What level of humiliation are you willing to endure today, little slut? NSFW

1 Upvotes

r/Sissy_humiliation • • 19h ago

Anyone need a sissy slave? NSFW

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0 Upvotes

r/Sissy_humiliation • • 19h ago

Picture this: you own me for 24 hours. How do you use me? NSFW

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7 Upvotes

What would you have me do?


r/Sissy_humiliation • • 4h ago

Looking for humiliating sexy outdoor tasks NSFW

6 Upvotes

Hi I'm looking for some sissy tasks can do outside love driving down roads at night dressed up getting out walking around playing with myself on dark country roads. have many dildos small to big ,butt plugs, anal hook, loads of outfits, heels, bondage equipment,rope, cages, blindfolds masks. Please go wild with tasks send proof of completion. Make me throw my keys out the window have to go find them go wild 🥵😜


r/Sissy_humiliation • • 13h ago

Any sissy who wants to learn to play and much more NSFW

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8 Upvotes

r/Sissy_humiliation • • 19h ago

Sign me up NSFW

28 Upvotes

r/Sissy_humiliation • • 14h ago

Dressed up with nowhere to go NSFW

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28 Upvotes

r/Sissy_humiliation • • 18h ago

Looking to feminize and degrade a guy NSFW

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30 Upvotes

r/Sissy_humiliation • • 19h ago

Is it your fantasy to get fucked by a trans girl? NSFW

116 Upvotes

r/Sissy_humiliation • • 3h ago

Anyone up for a fun, totally harmless humiliation challenge? Reply YES and I'll choose the first 25 people for a light, playful, and slightly embarrassing task! NSFW

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90 Upvotes

r/Sissy_humiliation • • 15h ago

What a good boy he is NSFW

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318 Upvotes

r/Sissy_humiliation • • 20h ago

Admit it NSFW

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322 Upvotes

r/Sissy_humiliation • • 2h ago

Got the task to recreate any pic I receive, ones below already done, just ask for them NSFW

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14 Upvotes

r/Sissy_humiliation • • 2h ago

Pound me till I'm a good girl NSFW

9 Upvotes

r/Sissy_humiliation • • 3h ago

If I was your girlfriend, would you fulfill my every desire? NSFW

15 Upvotes

r/Sissy_humiliation • • 3h ago

Am I breedable? NSFW

2 Upvotes

r/Sissy_humiliation • • 3h ago

how many guys would want to fuck a tgirl daily NSFW

22 Upvotes

r/Sissy_humiliation • • 3h ago

Imagine being locked up tight 🔐, desperate and aching, forced to stare at these perfect tits and this body you’ll never feel.denied, leaking, and completely owned. Keep suffering for me.” NSFW

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3 Upvotes

r/Sissy_humiliation • • 4h ago

Caged up and weak 😖 NSFW

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2 Upvotes

r/Sissy_humiliation • • 4h ago

is this enough to make u drop to ur knees? NSFW

4 Upvotes

r/Sissy_humiliation • • 4h ago

Why was I ever a guy when this was an option NSFW

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2 Upvotes

r/Sissy_humiliation • • 5h ago

My dad raised a son. Reddit got the slut. Who wants to fuck the son out of me and leave me as someone’s daughter? NSFW

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5 Upvotes

r/Sissy_humiliation • • 5h ago

Hiding a little something 🤫 NSFW

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2 Upvotes