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They're not the biggest, but they'd look nice with your load on!

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A sissy behind bars

WHIPPING - Madame Dita. Best use of a wine cellar.

Pregnant in Prison by Dixie Dalton (Long Video Linked)

WHIPPING IN THE PRISON 1 - Mistress Luna. Submissive is now allowed to look at mistress's buttocks.

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Closet case, lost

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Roblox in 2023... (Vepho3DX) [Roblox]

Sara Malakul Lane in Jailbait (2014)

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Female inmate strip and have to squat and cough

Prison Time - Real Life Hentai

Pathetic to think you could defeat me. Now, could you stop squirming? I’m thirsty, and it’ll be easier for you to stop struggling and let me have my fill [yuri-dom]