From the look of pain that I saw on his face when I said those words, I think he got my point. I know that Tracey was looking forward to our date, I c...uld tell from the look on her face when I saw her the next day. I had a fairly good reputation as a nice guy by that point and I wasn’t hard on the eyes. I had enough money saved to do it up right and I made sure Cory knew to bring a little extra cash and that he knew this wasn’t the kind of date where he could wear jeans. Tracey Turner and. “Four!” -spank- “five!”-smack!- “six!” Harder still. “Seven!” I cried, tears welling in my eyes.He continued like this as I counted each strike, never in the same spot, and tears had started to run down my cheeks. Yet even as I cried the sting felt delicious, making me wetter even as it hurt.At fifteen, he spanked right on the base of the plug, jolting it deeper for just a moment. “Fifteen!” I cried out in a mix of pleasure and pain. He could see I was getting wetter and the next landed half on. More

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