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Right? There's always a cost that someone has to pay."I waited for his answer."I sometimes get rather bored," he said. "So, sometimes I go out and look for something exciting. Today's adventure is an easy one, in some ways, and for a good looking young guy like you, I suspect it will be very easy."He paused, and I waited in silence as the limo continued to move through the traffic."So, here's the deal. Here's what you have to do to earn that envelope of cash. Okay? I want you to set right where you are and masturbate. Also, I don't want you to just masturbate, I want you to ejaculate, as well. Do that, and the money's all yours. Simple as that." He smiled once again as he finished saying that. He added: "And don't worry! I'm not going to try and touch you, or anything of the sort. You set there, and I'll set here, and that's that really. How about it? Feeling adventurous?"So, yes, you probably guessed it, I took the cash, and I jerked off in front of him!It was a strange situation in. However, I’m very experienced at punishing wayward boys, so you’re about to experience the most pain yet. I always give the boys I punish a way to demonstrate that they’ve learned their lesson. Listen carefully. I’m going to spank you in a new way, then use the cat, then a small cane I carry as well. This will hurt quite a bit, and you’ll show me you learned your lesson by not dancing. You are to keep your feet on the floor at all times until I tell you to dance. I will send the sharp leather tendrils of the cat across your bottom 20 times, then use the cane for the traditional six of the best. If you dance during the cat, I’ll start the 20 over. If you dance while I cane you, the six begin anew. Is this clear?“Yes, Miss Anna,” Teddy choked out in a terrified whisper. “Repeat the instructions.”“No dancing for 20 cats and six canes.”“That’s correct.” She placed both spanking implements in her mouth. Without warning, she thrashed the punished crossdresser’s bottom with the flat of her.
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