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That's a huge 'depends'," I said."Why not give it a try? You won't know until you do," said Momoko.Sadly, Momoko made a very convincing case.I pictured a date at a fancy restaurant, where I was wearing the dress,and I looked like a complete clown. The couples at the other tables --all of them people from my class, for some reason -- were laughing atme.Some of the other boys in my class were going through puberty. I wasn'tone of them. My voice had not dropped yet and I sometimes heard theoccasional comment that I looked like a girl. If I could use that to myadvantage, maybe I really did have a shot with Momoko.Besides, it wasn't like I hadn't ever done it before. When I was a kid,mom would dress me up in my sister's clothes and pretend we were twinsisters. We'd go to the playground and confuse the other kids bypretending to be each other. The only things that set us apart were ourgender and our personalities.That was back then, when I was a kid. Most kids could probably go eitherway. Apologise to Jenny immediately.” I mumbled an apology, not knowing where to look. “What was that supposed to be, I told you to apologise to Jenny.” “I am very sorry, Jenny, I …… er….”. “That is not good enough, I think I will punish him in front of you Jenny, as he saw you being caned. Would that make you feel better?” Jenny nodded as she finished getting dressed. “Right, take off your clothes, Jim, Jenny is going to watch while I cane you.” I stood there trying to think how I could get out of this. “Take them off. Now!” I had no option and took off everything except my pants. “Those too,” she said, putting her fingers in the waistband and sliding them off. My swollen cock sprang out as she pulled them down and I couldn’t help noticing Jenny’s excited reaction. “Bend over,” she instructed making me stand astride the piano stool. She stepped up close and told me I would receive 12 strokes of the cane. Then she turned to Jenny, and handed her the cane. “I think you can.
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