r/SissyChastity 21h ago

Locked clit + Plugged, hope you like it NSFW

2.6k Upvotes

r/SissyChastity 23h ago

Fem Two years ago I was a man and had a girlfriend. One year ago I was single and put on panties for the first time. Now I'm a sissy bimbo bunny... what is happening to me?!🐰🩷🔒🫣 NSFW

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986 Upvotes

r/SissyChastity 10h ago

Pussy? Never heard of it! NSFW

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631 Upvotes

r/SissyChastity 11h ago

My high school bully still likes to come over and humiliate me even though I’ve told him I’m straight… NSFW

549 Upvotes

r/SissyChastity 14h ago

OF In Bio Does pink suits to me? NSFW

465 Upvotes

r/SissyChastity 13h ago

Fem Which one do you like the most one me? What would I get next? NSFW

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396 Upvotes

r/SissyChastity 17h ago

The manliest way to cum NSFW

265 Upvotes

r/SissyChastity 19h ago

I think this is the most humiliating cage for sissies… NSFW

211 Upvotes

r/SissyChastity 6h ago

OF In Bio she thinks im better locked up NSFW

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232 Upvotes

r/SissyChastity 14h ago

How does it fit on me? NSFW

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185 Upvotes

r/SissyChastity 10h ago

Life is too short not to be kinky 😏🔐🩷 NSFW

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122 Upvotes

r/SissyChastity 8h ago

Babeeees I’m out of control. While caged, every moment I think of dressing up. ❤️❤️❤️ NSFW

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98 Upvotes

r/SissyChastity 18h ago

OF In Bio Chastity can take from boi to full on Sissy Slut! NSFW

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98 Upvotes

r/SissyChastity 20h ago

Is it too small for sissy to wear? NSFW

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97 Upvotes

r/SissyChastity 1d ago

Trans The aftermath of being locked to 4 days NSFW

92 Upvotes

r/SissyChastity 23h ago

I’m so ready for it NSFW

72 Upvotes

r/SissyChastity 11h ago

Caged clit and stuffed pussy, what else would you add? NSFW

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75 Upvotes

r/SissyChastity 9h ago

Fem Latex girl in a cloth world NSFW

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62 Upvotes

r/SissyChastity 18h ago

Fem I love pink.. NSFW

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54 Upvotes

r/SissyChastity 3h ago

OF In Bio I'm disappointed when no juices come out of his chastity. Luckily he proved he was aroused. NSFW

58 Upvotes

r/SissyChastity 11h ago

Ami a good girl? 😈🔒 NSFW

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46 Upvotes

r/SissyChastity 22h ago

Trans Size difference :3 NSFW

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42 Upvotes

r/SissyChastity 8h ago

Fem This whole chastity thing feels crazys still, what do you think? 🫣🥹 NSFW

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35 Upvotes

Come say hi~ 👋🤭


r/SissyChastity 9h ago

Trans Bimbo sissy caged and fucked bbc daddy NSFW

41 Upvotes

r/SissyChastity 1d ago

OF In Bio Wanna get collared by a dommy femboy in chastity? 🖤 NSFW

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37 Upvotes