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She swished the cane through the air a couple of times. The sound of a cane is scary at the best of times. When it is just about to be applied to your bottom, it is terrifying.Julie placed the cane on the lower half of my bottom and tapped it a couple of times. I knew where the stroke was to land. By watching, I knew when the stoke was to land. The sight of Julie drawing back the cane was wonderful. The pain of the stroke was dreadful. I cried out, stamped my feet wriggled on the desk and somehow managed to avoid standing up.“One,” called Julie. “Five more to go.”I watched the next stroke being delivered again, the second stroke was easier, not much easier but easier.After the fourth stroke, Julie looked in the mirror and asked. “Are you enjoying watching me punish you?”“Yes, it is very erotic. I do not know why but watching you is helping.”“Would you like me to take off my bra and then you can see my breasts swing when I cane you?”“Yes, yes, please.”“If you want that, will you. Then she agreed to meet me for lunch the next day. I woke early and dressed carefully. I wanted to make a good impression but not to come off as too preppy. I had made us reservations at a favorite restaurant where I knew they would not mind what I wore. So I slipped on a pair of Dockers and a navy cashmere sweater. I had my car pull up out front of her family’s Park Avenue apartment. The doorman stood aside as she swept regally out and moved right into my car as if she owned it…or perhaps me. She was dressed in her usual elegant manner…a Donna Karan dress and shoes, carrying a Coach bag and wearing Manolo Blahnik heels. She was beautiful. She was classy. And I wanted to fuck her bad. I mean I wanted to fuck her. But I also wanted to fuck her in a hard ruthless manner that could be described only as bad. But first, lunch. Our table was in a darkened corner and we ordered drinks as we looked at the menu. The nice thing about being rich and unemployed is you can drink alcohol whenever.
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