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I slowly pushed it in to her birth canal. About half of my cock head entered before I hit the hymen. I looked into her eyes and asked, "Are you ready?... Again she shook her head yes. I said, this is going to hurt for a short time, I will be as gentle as I can. Please do it, daddy, she said.I looked at Karen, and she shook her head yes. I put a little more pressure against her hymen, and slowly kept increasing it. Suddenly, I broke through, and I could not stop myself. I ended up completely. We'd all go get some food, have some wine, then head to their place and settle in. It seemed like a well planned, safe environment. I showed up the next night all cleaned out and lubed. Not too much lube cause some guys hate that but enough to help the process along painlessly ;) We ended up ordering out because she (the wife) lets call her Sara, remembered that I said I was not out yet and she didn't want to make me feel uncomfortable. After a few glasses she opened up saying she's been asking. More

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