Tricked and Treated

I should have known better. As a matter of fact, I DID know better.

Betty was beautiful and cheerful as well as head cheerleader. She was popular, friendly and a good student. Most certainly she was the alfa girl in school. The problem was that she had an impish streak a mile wide. I knew that. I still let her persuade me to come to school dressed as a girl. To be honest I wasn’t a bad-looking girl. I wasn’t petite but I was lean and had quite beautiful hair that was my pride and that I kept longish. I wasn’t an outcast or anything like that but I most definitely wasn’t one of the alfa males. Oh, did I mention that my name is Taylor, Taylor Archer?

I knew very well that Betty had something planned for me. I still thought it was worth it. Just having her attention for a day or two was worth it. I had not expected her to make this so elaborate. I was invited to train with the cheerleaders. Her brother Bob, the quarter-back (the twins really were a power to be recognized with in school) asked me for a date. Teachers gave me comments like “looking good today Taylor”. For all purposes the school treated me like a girl. A cute girl. What was Betty up to? When would she pull the rug? Still the date with Bob was nice. He even asked for another later that week. Still, it was obvious that he was doing it as part of his sister’s scheme.

I have to admit that I liked all the positive attention. Training with the cheerleaders was fun and to be honest I was making rapid progress. Dating Bob was nice, despite being a set-up. I decided to enjoy it as long as it went on. Even wearing skirts and bras had become second nature. I also changed with the rest of the cheerleaders.

Still, I worried about Betty’s plans. It really must be something spectacular. I had expected to have the rug pulled at Homecoming. Nothing. I just had a great time as Bob’s date. There were other occasions equally good for my humiliation or rather to be made fun of. I was going out of my mind. WHEN was she going to do it? Still, I suddenly found myself a regular cheerleader. I spent more and more time with Bob. Spending time with Bob inevitably meant spending time with his balls as well. We fooled around. With the ball. Bob spent hours tossing with me. The ball that is. I played the wide receiver to his quarterback. More and more serious as time went on. I had started to really like the big boy.

I was looking forward to Halloween. That was the obvious time for the grand finale of Betty’s scheme. The big Halloween party was at Betty’s and Bob’s home. Betty had once more persuaded me to do something outrageous. You should have seen my outfit. Whatever little there was of it. I was relieved. Here it comes. And then I could go back to being a more or less normal boy. It had been fun while it lasted but the suspense was killing me. I’d miss spending time with Bob but that was obviously just a part of Betty’s plan.

Since I knew what was comming I decided to just have fun until the big moment. I had a great time. Even the peck Bob gave me when leaving me on my porch was something special. Just a peck but it was the first one. What the hell was he and his sister up to?

November came and went. Christmas was approaching and with that the end of the semester. When was Betty going to make her move?

One day the last week before Christmas Bob and I were throwing the ball around.

Bob: ”Would you like spending New Year with my family skiing? My parents are fine with it if you wonder. Separate bedrooms of course.”
Me: “What? You can’t be serious.”
Ok so Betty’s plans were even more convoluted than I had realized.
Bob: “Most definitely. My parents like you. And another thing, would you mind changing teams? I know it’s a big ask but …”
Me: “Changing teams? Becoming a real girl?”
Bob: “Oh, not that! Coach saw us fooling around with the football. He thinks you could be a good wide receiver. We sorely need a good one. I know you like being a cheerleader but I beg you to consider this.”
Whatthehell, what was he and Betty up to?
Me: “I can’t take this any longer. Why are you doing this?”
Bob: “Isn’t it obvious? I want to you to change in the same locker room as me.”
Big smile on a big boy face.
Me: “Not that! I just can’t take it any longer. WHEN is Betty going to pull the rug?”
Bob: “Oh, that. She had planned to do that at Halloween but we all liked the new you too much so we wouldn’t let her. So, what about New Year skiing?”



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