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I ended up telling her, "You are making me so hard right now, I wish you didn't live so far away. I would come over during lunch."She agreed and said, "Oh well ."We talked a little more on and off, through out the morning so we could get some work done. We talked a little work and a little sex. We had a happy hour that was planned for the next day; it would just be Kelly, myself and three other coworkers. She sent me a text "what should I wear tomorrow? I can't decide?" I said, "I don't know, what you are thinking about?"A picture came through on my phone of her in a very short and tight black cocktail dress. She looked so hot and my cock started to get hard again. Then my phone buzzed again and she said, "Maybe a little too slutty for work." Wow, you look so hot, you are started to make me hard," I said."Good that’s the point ," she replied.Then another picture came though, with a caption, "a little too low cut". And it was photo of a dress she had on that showed about 60% of her. Missy eventually stood up. She asked how she was. I told her she was a pro. The best blow job that I ever had. She then asked if I wanted to fuck her. I checked if she meant there in that alley. She definitely did. I agreed. She nervously gave me a condom. This is when I broke character. I double-checked if this is what she really wanted. She enthusiastically said “yes.” I dropped my pants, opened the condom and put it on. She leaned against the wall, pushed her butt out to me and flipped her coat off to the side. Missy was a middle-aged woman and looked that way. She had a little weight on her but was attractive. I slid my condom-covered cock along her slit. She reached for my cock and placed my cockhead in her opening. She was still very wet. I wanted to be gentle. I also didn’t think that she was into dirty talk. I was right on both counts. I slowly began to thrust deeper being careful with her. Her eyes were closed. She was biting her lip. It was not the best fuck of my life..
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