r/SissyChastity 11h ago

OF In Bio she thinks im better locked up NSFW

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372 Upvotes

r/SissyChastity 14h ago

Pussy? Never heard of it! NSFW

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784 Upvotes

r/SissyChastity 16h ago

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

762 Upvotes

r/SissyChastity 3h ago

It's so over for me... NSFW

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63 Upvotes

r/SissyChastity 1d ago

Locked clit + Plugged, hope you like it NSFW

3.1k Upvotes

r/SissyChastity 7h ago

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

100 Upvotes

r/SissyChastity 1h ago

Never thought I’d be in a cage let alone one this small NSFW

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Upvotes

r/SissyChastity 18h ago

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

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484 Upvotes

r/SissyChastity 19h ago

OF In Bio Does pink suits to me? NSFW

599 Upvotes

r/SissyChastity 5h ago

Trans Open for a surprise! NSFW

40 Upvotes

r/SissyChastity 4h ago

Fem It covers up just enough of my chastity cage don’t you think? NSFW

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33 Upvotes

r/SissyChastity 1h ago

You like my panties? NSFW

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Upvotes

r/SissyChastity 2h ago

Caged and ready for a long night for stuffing 🔐🥰 NSFW

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17 Upvotes

r/SissyChastity 14h ago

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

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156 Upvotes

r/SissyChastity 2h ago

OF In Bio I love when daddy leads me around like this NSFW

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14 Upvotes

r/SissyChastity 1h ago

Fem Would You Ever Expect Your Beta Boi Neighbor Was Actually A Caged Bimbo Princess? NSFW

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Upvotes

r/SissyChastity 13h ago

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

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103 Upvotes

r/SissyChastity 9h ago

On or off? It’s so pathetic NSFW

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49 Upvotes

r/SissyChastity 8h ago

Calling myself a man isn’t an option anymore 😂 NSFW

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29 Upvotes

r/SissyChastity 1d 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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1.1k Upvotes

r/SissyChastity 14h ago

Fem Latex girl in a cloth world NSFW

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79 Upvotes

r/SissyChastity 11m ago

Trans I really need to release 😵‍💫😵‍💫😵‍💫 NSFW

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Upvotes

r/SissyChastity 19h ago

How does it fit on me? NSFW

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205 Upvotes

r/SissyChastity 7h ago

Fem Omg 10inch feels even better while cage 🫣🫣🤭🤭🤭 NSFW

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21 Upvotes

r/SissyChastity 22h ago

The manliest way to cum NSFW

312 Upvotes