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Finally after teasing me a bit he pushed in and all of a sudden I felt this very intense, sharp pain, and pulled away. I was almost crying from the p...in. Scott then suggested I stroke myself to help me relax more. He stood and positioned me on my back, butt hanging over the edge. He then pushed my legs back and had me spread my cheeks. He leaned forward and pushed the head of dick in my ass. I realized I was trapped and all of sudden his dick pushed into my tight ass. The pain was. Mary-Ann nodded, "Go slow at first. Haven't had anything in there for a decade."He rubbed his glans in the mess of fluids, and used his hand to coat his tool in lubricant. Then he positioned himself at her entrance, and pushed in.Both Mary-Ann and John gasped deeply as the head of his cock slipped up and inside her. The slightest push slipped his dick deeper into her, so he put his hands on her hips and bottomed out. It was extremely tight. Her face was one of distress, but not of pain. Her. More

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