Not Crossing The Line - Sex Stories

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Not Crossing The Line

Date: 8/6/2015, Categories: Crossdressing, Author: Spooge, Rating: 5, Source: LushStories

got down on one knee. I thought she was picking something up, but she put both knees on the floor. She had her back to me as she leaned forward. Her body got lower and lower until she rested her head on the floor. Her ass was up in the air. She pulled her skirt up and her panties down, baring her ass to me again. I had my doubts but since she had not spoken I felt I should not speak either. My only course of action was to assume she wanted what I wanted: for me to fuck her in the ass. I had to stand up. My cock was already harder than it had been for months. Jennie had often had this effect on me, yet she never knew it. I wanted her to know that now. I spit on my hand and rubbed it on my cock. Still in heels myself, I carefully stepped closer to straddle Jennie’s upturned ass. Squatting over her was more difficult than normal. With my heels on, I had farther to go to get my cock down to her ass. There was no way I wanted to take off my shoes though. There was something extra sexy about wearing heels and being dressed like a slut while I butt fucked Jennie. My dick rested against her anus. Jennie made no sound or movement. I pushed down. The head disappeared. She let me in and gasped. I continued to bend my knees, letting my weight bring me deeper inside her. I backed out a little, twice, before the full length was inside her. My weight rested on her butt, squashing my sack until it pulled tight around my balls. I lifted my body slowly and let it down again. The safest option ... to please Jennie was probably to be gentle and kind, so I resisted the temptation to pound her ass as hard as I could. Besides, I was wearing heels. The last thing I wanted was to topple over and create an anal sex accident. No doubt, that would destroy her mood. Smooth and steady was the answer. My dick felt the love of her anus, gripping me tightly as I slid back and forth. It was heaven on a stick, my stick and her heavenly ass. She turned to look up at me, “Are you okay?” The question did not make sense. For a moment I felt confused. My vision was blurred, so I blinked a few times. There was Jennie’s butt, right in front of me. It was half covered by her skirt and she was leaning on the table in front of me. One of my Jennie fantasies had taken over my thoughts and I lost track of the real world. My first thought was disappointment that I still have not fucked her in the ass. Then I saw her looking around at me. “Yeah, I’m fine.” The only trouble was that I was a little more than fine. My dick felt as good as I had imagined it did and I was about to cum. That is when I noticed I still had a firm grip on myself. There was no preventing it now. Cum was on its way. I had to act fast. My thoughts had been so distracted that I had no clear plan at all. I had to get up, but didn’t dare let my dick swing free while cumming. I held it against the side of my thigh as I stood up, to be sure Jennie would not see it. She turned around as I was getting up which left no chance to move ...