1. Jessie's Reward


    Date: 11/4/2014, Categories: Crossdressing, Author: JessieCD, Rating: 16, Source: LushStories

    and started rubbing it as I would like to do with myself. Dan started moaning loudly, and his hands were starting to migrate to my crotch. Before he got there, I backed off, and he looked a disappointed. I got down on my knees so I was level with his penis. I started stroking it lovingly until a drop of clear pre-cum graced the tip. I thought to myself it was now or never. It was definitely now. My inhibitions were gone. I wanted to know what it felt to be a woman, and I wanted to know now. I brought my tongue to the tip of his penis and slowly licked the pre-cum off of it. I looked up at him with a smile. He looked at me with amazement and lust in his eyes. As I was looking into his eyes, his soul, I opened my mouth and started taking his penis into my mouth. Even though I never gave a blow job to anyone in my life, I knew instinctively what to do. Soon Dan was moaning and thrusting his pelvis towards my mouth. I was getting my share of his manhood as pre-cum kept oozing out of him. I savored the taste as it coated the insides of my mouth. Finally he backed off. “Damn Jessie! That was some really awesome head that you just gave. I was about ready to bust my nuts into your mouth. But now is not the time.” He lifted me up, and took my pre-cum soaked panties off. I was still in my sexy Red Riding Hood Costume, white thigh high nylons and high heels. “I want you to lift your skirt up Jessie, and sit on me. I want to take you tonight. I want to be the one that completes you and ...
    makes you a woman.” I went and got some lube to place on his penis as he was big, and I wanted to enjoy it and not fight discomfort. After applying lube on him and some at my entrance, I did as he asked. I lifted up the skirt just enough so I could straddle Dan. I stroked his penis several times to get it hard again, then I slowly lowered myself onto him. There was resistance as the tip of his cock pushed up against the ring of my anus. I kept lowering myself down until there was a release followed by some pain and then finally pleasure. After a minute of adjusting to the new sensations, I slowly started to ride Dan’s cock. I felt so full and elated that I finally knew what it was like to be a woman. I could feel the contour of his cock as it slid in and out of my backside. While I was riding him, he lowered my lips to his and we resumed our passionate kissing. Every moment felt like mini fireworks were going off inside me. I didn't want it to end as I had never experienced anything like this before. I was also hoping that this wouldn't be the only time. After fifteen minutes of riding we stopped kissing. “Jessie, your ass is magnificent. I have never felt anything better in my life. Now it is time for me to take control.” While still impaled on his marvel, he laid me on the couch, and pushed my nylon and high heeled clad legs toward my chest so he could deepen the penetration. Dan started at the same pace as at the beginning of our fest, but then he started to speed up. Both ...
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