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She wrapper her body around mine, while I stared up at the ceiling in unbelievable pleasure. After a few minutes of recovery, Debbie informed me she was ready for penetration.I grabbed the condom from my night stand, and she unwrapped it over my once again hard dick. I grabbed some lube, and she lathered it generously all over my cock, then flipped over on her back next to me. Her eyes just screamed "put it in me!" I mounted her, and put myself in position, then gently pushed myself inside of her. At first I only stuck my head in, then pulled out. Then I went a little deeper, then out again. With each increase in depth I went, Debbie's face twisted up a little more from the pleasure...and the pain. Finally I went in as a deep a stroke I could go, then started swaying my hips back and forth, my cock diving in and out of her. The look of pain on her face subtly went away, and a look of euphoria son took over her entire expression. She grabbed my back, clawed it and scratched it, dug her. It was surprisingly supple."Okay, my executive service is 12 good whacks with this on the bare ass kneeling on the bed, or for the novice, six lying down. As it's your first time - and it is your first time, isn't it?"My throat was dry, so I just nodded, not trusting my voice."As you're a novice, you can take six lying down. After that I'm usually off to my next appointment, leaving the poor businessman to finish his business on his own, but this is off the books and if you're good... you know the deal." I'm all about my boys taking their punishment, so there's no warmup beforehand. I'm going to cane you once every thirty seconds to let the full effect sink in. It will hurt like hell, but will all be over in three minutes. You'll have six raised stripes on your ass afterwards, and you'll remember me every time you sit down for a few days, and you'll probably be bruised for a couple of weeks."Her fingers were gently stroking my erection as she matter-of-factly explained how she was.
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