My first Craigslist arranged spanking was, without a doubt, my most memorable.The man who responded to my CL ad told me that he was a retired high school principal. He had paddled many male students but he always wished he could have administered an old-fashioned OTK bare bottom spanking. This interested me greatly. His conditions were that it would be a real punishment spanking, for actual misbehavior that warranted corporal punishment and, that he would be totally in control.As with his students, there would be no safe word. He would decide the nature, duration and intensity of the punishment. He also told me that prior to the spanking we would have a lengthy discussion about my misbehavior why I wanted to be spanked by a male. This was intimidating but at the same time was in line with what I wanted, so I agreed to his terms.I was to be at his home on Saturday afternoon, On my trip to his house I had misgivings about what I was getting into but was determined to see it. . I've just watched a lot of porn." She winked at Michael once more with her beautiful long eyelashes. "So when am I next going to see you Grace? I am very looking forward to claiming your virginity." He sat up and patted her on the head. Grace looked disappointed."Wait, are you not going to fuck me tonight?" She asked in shock."I have trouble getting aroused these days honey, if i'm honest I can't believe you managed to get me hard and actually make me cum! I would love to try again tomorrow though this has been so much fun Grace." Michael tried to seem as grateful and confident as he could but he knew deep down that his cock had once again let him down.Although she wore a smile on her face Grace couldn't help but feel unfulfilled, now that she had tasted a mans ass she wanted it 24/7. They both stood up and Michael put his clothes back on, using the reflection in the bar window Grace picked off a few bum hairs from her face and popped them in her mouth. Michael tried giving back.
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