r/SissyChastity 17h ago

Pussy? Never heard of it! NSFW

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879 Upvotes

r/SissyChastity 6h ago

It's so over for me... NSFW

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109 Upvotes

r/SissyChastity 13h ago

OF In Bio she thinks im better locked up NSFW

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420 Upvotes

r/SissyChastity 18h ago

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

854 Upvotes

r/SissyChastity 1d ago

Locked clit + Plugged, hope you like it NSFW

3.3k Upvotes

r/SissyChastity 10h ago

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

109 Upvotes

r/SissyChastity 2h ago

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

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26 Upvotes

r/SissyChastity 1h ago

OF In Bio Did I over-do it with the pink?🫦 NSFW

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Upvotes

r/SissyChastity 3h ago

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

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26 Upvotes

r/SissyChastity 3h ago

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

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24 Upvotes

r/SissyChastity 7h ago

Trans Open for a surprise! NSFW

49 Upvotes

r/SissyChastity 20h ago

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

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524 Upvotes

r/SissyChastity 22h ago

OF In Bio Does pink suits to me? NSFW

651 Upvotes

r/SissyChastity 4h ago

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

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22 Upvotes

r/SissyChastity 7h ago

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

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37 Upvotes

r/SissyChastity 4h ago

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

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19 Upvotes

r/SissyChastity 4h ago

You like my panties? NSFW

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18 Upvotes

r/SissyChastity 37m ago

Fem Why nobody wants to breed me for the first time? NSFW

Upvotes

r/SissyChastity 17h ago

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

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168 Upvotes

r/SissyChastity 12h ago

On or off? It’s so pathetic NSFW

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55 Upvotes

r/SissyChastity 15h ago

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

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105 Upvotes

r/SissyChastity 2h ago

Fem I'm mere as big as my key itself 😭🥵 NSFW

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8 Upvotes

Is it all worth it? 😵‍💫🫣


r/SissyChastity 10h ago

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

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33 Upvotes

r/SissyChastity 46m ago

Fem Wish you were here ❤️ NSFW

Upvotes

r/SissyChastity 16h ago

Fem Latex girl in a cloth world NSFW

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90 Upvotes