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He spit on my hole and worked a finger in and out. I was shaking as he took his cock and rubbed it around my tight hole. 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 pain. 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 intense as he pushed into my virgin ass. It felt that my ass was stretched to the breaking point as he kept working more and more of his dick in me. My hands were clutching the sheets and I was grunting to deal with the pain. My ass hurt so much as he fucked me, but I looked up at him and realized he was enjoying the intensity of my face and tightness of my ass. I started to. So I put my short black dress back on, brushed my blonde wig, put the plug back in, fixed my lipstick and makeup and out the door we went. It is an open foyer and from the hallway from our room on the 3rd floor I could see down to the lobby area and there were people milling about. Got on the elevator with him as he's holding my arm and there were two guys probably in their early 60's already on there. They said hi and Jim said hi and I just smiled because I have a man's voice and feigned a sore throat. As I was in the moment, I dropped my little bag, then bent over to give them a shot of my thong, part of the plug and bottom of my smooth tanned ass (from lying naked in the sun on Monday at my house). I picked it up, turned around and smiled. They smiled back and asked if we wanted to have a drink with them. Jim said sure and I nodded yes. Got off the elevator and Jim told them we would meet them in a few minutes.We headed through the lobby, me in my 4" heeled short CFM boots and the.
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