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I was about to leave the club with a string of failed pick-ups when I saw her, dressed in a knee length black spandex dress with a slit up to her navel. Her naked hip was on display as she crossed her legs. She was sitting alone at the bar, sipping a whiskey sour. I thought I’d give it one more shot and I strolled up to her with my opening line of “a whiskey sour is not meant to be sipped alone”.

She looked up at me and, in a very commanding tone, said “sit down, and keep me company then”. I immediately sat down, transfixed by her stare. I started making small talk with her when she grabbed my thigh. Not only did it catch me by surprise, it turned me on.

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She answered my question and made no mention of what just happened. I asked her where she worked and her hand crept further up my thigh until it was near my penis. She looked at me and sucked her maraschino cherry. At the same time, she took my cock in her hands and stroked it up and down.

We hailed a cab and made our way to her place. I was fingering her sweet pussy and enjoying the wetness while she was stroking my very hard dick all the way to her place. She consumed my kisses with a hunger I hadn’t experienced in a while.

We kissed all the way up the stairs and once we were in her apartment, she made me take off my clothes and close my eyes. She kissed my neck and very stealthily, tied a blindfold over my eyes. I was so caught up in the whole thing that I did not even notice her cuffing me to the bed until I heard the clang of the handcuffs.

She asked me if I trusted her, and if I wanted her. The answer to the second question was definitely yes, so I went along. I felt a slight thrill at the prospect of what was to come next.

She wrapped my hard dick with an ice cold washcloth, and I lost it. Then, when I had deflated, she put a metal ring around my penis. I wanted to protest, but she immediately shushed me by letting me suck her fingers. They were covered with her wetness and it tasted sweet.

I began to swell again until the metal ring was too small for my cock. I wanted the pain to stop when she sat on my dick and began riding it. It hurt, but it was still the most intense pleasure I had ever experienced.

I could feel myself coming to an orgasm. The only problem was that the cock ring wouldn’t let me have one. Her screams and moans get louder and louder, and then she starts writhing around on my dick. She had her orgasm. That makes one of us.

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Last Modified: June 27th, 2009
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