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sissy punishment pictures and galleries

getting ready for my naughty sissy bf...how should i punish him for fapping while he was away? (xpost from r/pegging)



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Daddy has me plugged and caged now. He says every upvote will add a day to my punishment



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Striptease in the work bathroom. You can punish me if you please.



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Punishment (or reward?)



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Punishment by a reddit user (x-post from r/sissies)



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Punishment for Laziness (x-post from /r/BDSM_Artwork)



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Punished...



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Mistress Bella Bathory Punishes Her Sissy Slut



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Felt horny and decided I had to punish myself.



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Ishtar's sissy population is docile and well behaved. Punishment is rare, and morale is high among my citizens.



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Boys on r/tightdresses finally caught me, how would you punish me?



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Punish



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If I don't obey, please punish me



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This bad girl needs to be punished



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I want a stud to spank me for being a bold girl, I want to feel him harden as he punishes me...



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