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He kept pushing and I winced, Alan stopped and pulled out. He waited for me to get my breath back and then returned to probing my bottom. This time I was prepared for the pain and gritted my teeth and closed my eyes tight as Alan pressed his cock further. Just when I thought I couldn't take the pain any more I felt him slide in deeper and the pain subsided. I held on tight to the back of the sofa as Alan rested there and then gently pushed in a little then withdrew then entered a little deeper. After a few minutes I could feel him stroking all the way in and out and he kept up a slow but firm rhythm, holding onto my hips as he fucked me.My penis was now rock hard and although there was some discomfort it felt incredibly sexy and stimulating as Alan's thrusts became more urgent into my bum which had relaxed to accommodate his thick cock. Alan was moaning and saying "Oh God, Simon, this is good. You're so fucking sexy. You're being such a good boy" and I felt him thrust into me as his. "Uh yes... I was just looking at some of the pictures in your hallway." To which she replied "Good, I could use your help."I stepped into the room to find her only in her bra and panties. She asked me if I could help her hook her bra. Now stupid I'm not. I know any woman can hook her own bra but I was not going to turn down this opportunity. So I honored her request, she thanked me and told me I need not leave the room since I had already seen her in her bra and panties. So I sat on the bed and watched her finish getting ready. All this activity resulted in me growing quite the bulge in my pants of which she did take notice.Soon we were off to the mall I was determined to make the shopping part of the evening a quick hit and I did. With gifts bought we headed out to my car in the parking structure she began to complain about her sex life and that her husband (2nd marriage) just couldn't meet her needs. She said that maybe she should just hire a gigolo. To which I replied, "No need.
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