Leon's Trickery or How I became my Best Friend's treat.


Leon's Trickery or How I Became My Best Friend's Treat
by Lesley R. Charles

I was looking out of my bedroom window, onto my neighbor's backyard, watching Leon practice with his friends from the rest of the football team. I was watching his muscles move, impressed by their size not too big and bulgy but just right. He is tall with quite a manly physique. The late afternoon sun making his blond hair shine like a halo. He was playing on the skin side, meaning he was topless and I loved to look at his chest with it's light coating of hair. As I watched him play, I couldn't help wondering about our friendship as we are total opposites. I am about a head shorter than Leon, and quite slender in build. I am a complete klutz when it comes to sports whereas Leon is great at Football, Soccer and Baseball and is on our school's Varsity teams. I am more quiet and artistic. I prefer to play my records and paint and draw.

Leon has been my neighbor, since I moved here ten years ago. He came over and we become good friends since then. My parents were probably hoping that he would help toughen me up while his parents hoped I would have a more calming effect on him. It has worked somewhat, as Leon tries to encourage me to be myself and stand up for what I believe in. He has been a great support to me.

I get up from the window, and put on some records on my turntable. It helps to ground me when I listen to my records. Right now I am playing People by Barbra Streisand. I agree with her that people who need people are lucky. I do wish the right person for me would come along and let herself be known.

An hour later the phone in my room rings, it is Leon and he wants to ask me something. I wonder what it can be but he don't want to tell me on the phone, he wants to come over and tell me in person. I tell him to come over.

Ten minutes later I hear my mother call me, “Les, your boyfriend is here.”

“Very funny, mom. I wish you would stop kidding me like that.”

I make my way downstairs and meet him in the living room, so that we could have some privacy. My family, mom and dad, are watching television in the den. I follow him in and shut the door.

“Les, I want to ask you out on a date. There is a dance I have to attend and I want you to be my girl.”

“Leon, quit joking and be serious. I am not a girl nor do I want to be one. What makes you think I would do it?”

“Firstly, I am being serious. I have to attend and I want you to dress up and act very feminine. I think that it is something that could be beneficial to you. I think there are things about you that you either don't know about or are afraid to admit to yourself. You have always acted a little feminine, and I think you should accept it. Of course if you want me to force you I can, as I can tell your parents where you were last night when you were supposed to be in bed.”

“You wouldn't snitch on me would you? I have always been a good friend to you, why would you do that?”

“I know you have, and it all depends on your decision. You can agree to help a friend when he needs it. I won't tell anyone about it and it can be our little secret.”

“Let me think on it. When do you have to know?”

“You have five minutes, I have to know now as I have to set it up. The dance is tomorrow night and I have to arrange for your makeover. Unless you want your mom and dad to know?”

“Okay, I will do it. When will I know about it?”

“It will be a surprise. I will see you tomorrow night.”

He left me alone and as soon as he was gone, I wondered if I was making the right decision. I was scared to do it and risk the few masculine points I had. I just hoped I wasn't making a mistake.

I left my house the next morning, not paying attention to my surroundings as I was lost in my thoughts. I didn't notice the two big guys approaching me. I suddenly felt two pairs of strong arms griping me and pulling me towards their van. One was getting my arms behind and back as was tying them together with a length of rope. The other guy was putting a ball gag in my mouth. I was so terrified of what was happening to me.

“Don't worry Princess, you will be fine. We are just going to deliver you someplace where you will be made all beautiful for your Prince Charming. He is our good friend and we want him to have the most beautiful girl there. Do you promise to behave?”

I struggled and tried to get away, but they succeeded in getting me into the van. We traveled for many miles before we stopped.

I was escorted out of the van, by my two male escorts. I noticed that we were in front of a beauty salon that was closed. They forced me to enter the building. I was ceasing to struggle and go along with what was planned for me as I realized it was a lost cause.

Four women came out of the back.

“So this must be Leon's new girlfriend. Well come on girls, we have to get her ready for her big date. I got Leon's instructions right here. He has spelled out how she is to look. He wants to win this contest so bad.”

I was confused about that contest remark and wondered what she meant, but she did not go into further detail and as I was gagged, I was unable to ask.

I won't go into the details, but it was a very thorough process of feminizing me. I ended up denuded of what little body hair I had. They used lasers on it and I was afraid that I was permanently denuded of hair. I was also sporting a C-cup bust-line which was glued on and blended in to look like it was all mine.

I was dressed in a Sapphire blue strapless gown. I had matching three inch Sapphire blue pumps on my feet. I was told to practice walking in them so that I would look more natural in the heels. I was also taught many female mannerisms so that nobody would suspect that I was a boy. My make-up was gorgeous. I must admit I made a beautiful woman.

They had all day to get me ready and that is what it took. Around seven o'clock I was told that Leon was on his way to get his woman. I was also told that I was to respond to being called her and she as that is now what I was.

Leon came in and thanked his friends. “You have done a great job in bringing out her natural beauty. I hope I can convince her not to go back to her tomboy ways.” He chuckled.

He escorted me to his car like a gentleman would and helped me to get in. He drove me to a swanky club where the dance was being held.

We entered and that was when I noticed that all the “girls” there were boys dressed as women, some more convincing than others.

When everyone was there, an older man stepped up to the mike.

“Welcome to this years girl-less dance. I will get to the rules of the contest now. The first prize goes to the couple that has the most natural looking woman. The prize is the woman has to remain female all year and date her boyfriend, her partner tonight, all year and be his girlfriend. Second prize is similar but the time period is six months. Third prize is for three months. All the others can go back to boyhood if they so desire, tomorrow. You will commence dancing in a few minutes and you will be judged at the end of the evening. So enjoy yourselves.”

I was shocked at the announcement. “How am I going to handle being a woman for the next year? Why did you trick me this way? Is this a joke?”

“No it is not a joke, I am serious. I have been attracted to you for a long time. Seeing the results from the beauty saloon, you make a better girl than boy anyway. We will deal with your parents later. Also part of the prize is they will transform your room into a girl's room and provide you with a feminine wardrobe, alas there will be no pants as I have instructed them to make you a girly-girl as I am tired of your tomboy look.”

When the music started, Leon escorted me onto the dance floor. He of course took the man's role and guided me into the woman's role. We kept dancing all night and I was really getting into when I realized that I was in love with Leon and had been for a while. I also was starting to get into the feminine role and was wondering if I could be transgendered. I had never had these feelings before. I decided then and there, that I was going to explore these feelings.

Finally the end was nearing when the older man returned to the mike. “The third prize goes to Ben and his girl Charlene. Second prize goes to Adam and his girl Lily. First prize goes to Leon and his girl Lesley.”

It took me a few seconds to realize that I was now Lesley with an ley and that I had won and was facing a year of being a woman and dating Leon. I wondered what tomorrow would bring.

The End?



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