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Jess asked what that was for, and I told her she was to wear that tonight in place of any type of underwear. Looking down at her naked pussy, I could tell she was already wet with anticipation.I told her that today, while we’re out and about, she was to dress as sexy and slutty as she’d like, all to please me. I told her I might fuck her at anytime, anywhere today, and she was to be ready. She was giddy with anticipation as she went to her closet and drawers to pick out an appropriate outfit.What she came up with shocked even me. She brought out a flouncy red skirt, a white tube top, and very sexy flip flops, none of which I’d ever seen before. Oh, and not a stitch of underwear. I must’ve had a puzzled look on my face, and before I could say anything, Jess spoke up and told me that these were clothes she’d worn on "dates" in her previous, promiscuous life. She also said that rather than throw them all away, she decided she preferred to share them with the man she loved. My rock hard. That night, I went to her bed and pulled her bottoms off. Then I laid down at right angles to her body, and placed her legs over mine. She was on her back and I on my side. We formed an ‘X’ at our sex. I started rubbing my cock up and down her slit, and about the second stroke it was plenty wet, probably from both of us. I kept rubbing up and down, going in a little further each time, and a little higher to the top of her slit. Whenever I touched the top of her slit she would jerk her hips involuntarily. I figured out later that I had been hitting her clit. I was more interested, though, in the wet hole. I kept slowly pushing farther in, until I felt resistance. When I felt it, I asked if I should go further, to which she whispered, “No”. So, I didn’t.After a few more minutes of this intense rubbing, I sat up and Elaine asked if I was going back to my bed and I said, “Yes.” She said, “Wait, can I make you shoot your stuff?” Oh damn, a girl was going to jack me off!! For the first.
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