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After pealing it open and pulling the lubed condom out, I reached over and took it from him. I wanted to put it on him myself. His penis wasn’t impressive. About five inches and thin but rock hard. It was nothing like the ones that I’d seen online. I suspected that they were photo shopped and now I knew they were. I rolled the condom onto his penis, first upside down then correctly, and pulled him on top of me. As he continued to grope and kiss me, his penis found my waiting hole. I was quite wet and thought that his penetration would feel fine. The head went in smooth, but when he tried to push in the shaft, my hymen resisted. He then pulled the head out and gave me a hard thrust. My hymen tore and the pain was incredible. I just bit my lip, gripped his shoulders and endured it. He withdrew some and reinserted a couple of times until he was fully inside me and it hurt like hell. “Are you ok?” he asked looking at the headboard more than my face. I just nodded and kept biting my. One Month Later Anna sat lounging at the local pool working on a tan when her phone buzzed beside her. She looked at the new text message. It was from Lee’s wife. Nelly: Hey Anna! Wondering if you were doing anything tonight? I’m going out with friends and Lee has to work late. Just wanted to see if you would be interested in watching the kids for us tonight? Anna thought for a minute, knowing she had no plans. She missed the kids and could use the extra cash. They usually paid her pretty good. Anna: Sure, I don’t have anything going on tonight. What time do you want me there? Nelly: does 5 work? Lee works till 8 or 9 and I probably won’t be home at all tonight so I’ll just leave a check with him. Anna: sounds great, can’t wait to see the kids! It was 2 P.M. now. That left Anna about two and a half hours to get home and find something to wear. Normally she didn’t care what she wore to babysit, but knowing the kids went to bed at 8:30 and Lee would be the only one coming.
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