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And finally, when it seemed that no more punishment could be possible, Winona was dealt another dozen strokes of the cane on her injured buttocks by t...e headmistress for having gained less than 60% on the weekly Latin comprehension test along with five other similarly challenged students. ?I do hope this is the last lesson you will need to learn on this matter,? said the headmistress on that occasion, although as became apparent the following day this was quite clearly not going to be the case.. Then I grab two pillows and put them in the middle of the bed. "Lie face down on those, so they're pushing your ass in the air. And try to relax." You comply as I grab some moisturizer from the hotel bathroom. A handful goes on my cock as I rub it slowly, relishing the lewd view of your beautiful ass thrust up at me. I take some more moisturizer and dab some on your butt, using a finger to work it inside. Your eyes widen as you realize I want to try anal, and you shift your waist to get more. More

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