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I knew what he wanted and also knew he would not ask me to do it. Jake has wanted me to take him anally yet every time we have tried it hurt and I stopped him, Jake is not huge but not small either . I thought to myself you are hurting this man physically and mentally so I slid off of him and got back onto my hands and knees. He got up and entered me from behind again and slid easily into my sopping wet pussy and began to move slowly in and out. After a few strokes I reached back and took him in my hand and positioned him right at my ass and pushed back into him, Jake asked if I was sure I wanted this! My answered was pushing back a little harder and felt him begin to enter me. As the head got all the way in it began to hurt so I did something I had never done before I slammed my ass back into him and he sank all the way into me, It hurt like hell and I froze there hoping it would get better, Jake asked if I was alright I told him to give me a minute to see. the pain was awful at. I couldn't wait another second; I dove into her pussy, licking and sucking gently, but frantically. She was so wet, and her juices were so exquisite, I almost came again. I was squeezing her ass cheeks with both hands while I tongued first her hole and then her clit, then I moved my right hand from under her and entered her pussy with my middle finger. Once again I marveled at how tight she was. Forty years old, and had a kid, but was tight as any much younger woman I'd ever fucked. (I found out later that she practiced her Keagle exercises religiously. It paid off, that's for sure.)As I continued attacking her clit, I slowly stuck another finger in her pussy, finger fucking her. She was so much more responsive to my ministrations than Ingrid ever was, which turned me on to higher and higher heights of passion. After what felt like hours of this, but was probably only about five minutes, she moaned "Oh, Rob, I need you to fuck me now!"I stood up, and crawled on the bed. She shifted.
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