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by VINguy


Chapter 1

Alex was an only child. Both of his parents were only children. His grandparents wanted a grand daughter. His grandparents had amassed a descent sized fortune over the years. And Alex knew that there was little chance of him ever getting any of it. When his grandparents said they wanted to give him part of their fortune, he couldn’t believe it. Then he found out what they wanted him to do for it. He couldn’t believe it. They wanted him to go through all of high school as a girl. He had two months to think about it before he had to resister for his freshman year. Alex already knew that his family would be moving during the summer, so no one at the new school would know him anyway. Alex knew that if he decided to attend school as a girl, he would have to live as a girl for the entire four years. If he let his guard down for one second, someone would find out that he was a guy. His grandparents said that if any one found out that he was a guy during the four years of high school, he wouldn’t get any money, not even a penny.

Alex was torn by the choice that lay in front of him. Option one, attend high school as a guy, maybe even make the baseball team. Option two, attend high school as a girl for four years, and receive one million dollars. Alex was glad he had two months to think about it. On the one hand, he wasn’t sure if he could make it through four years living as a girl. On the other hand, he always did want to take ballet. This was going to be a hard decision to make.

As summer was winding down, Alex saw something in a store that made his choice so much easier. He saw a bedroom set that he adored. He had always wanted to have a set of sheets and a comforter that had the Disney princesses on it, but he never could because his friends wouldn’t understand. If he could live as a girl he could have a set of sheets that had the Disney princesses on it. When he got home, he gave his answer to his parents. He would live as a girl for all of high school.

Chapter 2

Alex's parents decided to have a yard sale the week before they moved. The plan was to sell as much of Alex's clothes as possible. The more they sold in the yard sale the less they had to take with them. Alex's mother brought him a pair of pink overalls that he would wear the day they moved. As for the rest of the clothes Alex would need, they would buy those in the town they were moving to.

Everything was set. All the necessary arrangements ha been made. The day of the move finally came. Alex helped his parents load the moving van. Alex and his parents got into their van and started off down the road. Just as the were leaving the town that they had called home for ten years, Alex said, "I have been thinking. How am I going to hide the fact that I am boy? What happens when I change for gym the first time? How will I go to the bathroom and not get caught?"

Alex’s mother said, “Honey, you just have to be extra careful. Just remember to always sit down when you go to the bathroom, even if you just have to pee. Girls can’t pee standing up.”

Alex said, “That’s all the advice you are going to give me? Girls pee sitting down. I already knew that. You’re a lot of help.”

Alex’s mother smiled. She said, “Honey, we still have a month before you have to start school. We can work on the way you talk and act during that time.”

Alex said, “What’s wrong with how I talk or act?” His mother replied, “You act like a boy. You need to act like a girl, if people are going to believe you are a girl. You sound like a boy as well. Which is why we need to work on how you talk. It’s not what you say, it’s how you say it that matters.”


Seven and a half hours later, the van pulled up in front of their new house. As the family was getting out, the neighbors noticed them and came over to introduce themselves. They had a girl about Alex’s age. She introduced herself as Wendy.

Alex said, “Hi, I’m Ashley. Nice to meet you Wendy.”

Wendy said, “So what grade are you in?”

Alex said, “I am staring my freshman year of high school when school starts. When does school start anyway? For that matter what school distract are we in?”

Wendy said, “I’m going to be a freshman too. This is so cool. We live in the George Washington High School distract. Classes start back in the middle of August. That is unless you go to private school. They start back at the end of August. The only private school in the area is Madam Beauty’s School for Girls and Sissies. It cost a lot of money to go to school there though. If you were a boy you could go for free. Because Madam Beauty likes to take boys and turn them into sissies. She gives every boy that attends her school some sort of discount. Most of them are there by court order anyway, so the tax payers pay for it. Hey, maybe we would be in the same classes at school. Wouldn’t that just be great?’

Alex replied, “Yeah, great. Hey, Wendy, could you tell me where the mall is? I need to buy some new clothes.”

Wendy said, “Why? You just moved here. Didn’t you bring your old clothes with you?”

Alex said, “A lot of them didn’t really fit anymore. Plus some looked like they were made for little kids.”

Wendy said, “I’ll take you to the mall and we can make a day of shopping together.”

Alex said, “Actually, my mom buys all of my clothes.”

Wendy said, “What are you ten? No girl over thirteen lets her mother buy clothes for her.”

Alex said, “Well, I don’t really know what my sizes are.”

Wendy said, “We can find out at the store. Just tell me you know your cup size.”

Alex said, “Cups size? That means boobs right? I don’t really have any boobs.”

Wendy said, “Neither do I. They haven’t developed yet. Just do what I do. Stuff tissue into your bra. We can figure out your cup size at the mall as well.” She turns to her mom and said, “Mom, Ashley and I are going to the mall. We need a ride.”

Chapter 3

Alex and Wendy stood in the check out line. While they were trying on clothes, they realized that they were the same size. So Wendy just figured she would borrow some of the new outfits from Ashley. Because Wendy wasn’t buying any, the pile of clothes was rather small for two teenage girls on a shopping spree. Wendy helped pay for the outfits though, cause she was planning to wear them just as much as Ashley. The two girls paid for their clothes and left the mall. Wendy’s mom drove up to pick them up. They both got into the car. Wendy’s mother drove them home.

Alex said, “So are there any cute boys around here?” mainly because that was the most girly things he could say.

Wendy smiled and said, “Well, there is this one boy. He’s on vacation at the moment. But you should get to meet him before school starts back. He lives on the end of our street. He will be a sophomore this year. Apparently, all the girls at the school have a crush on him. I can’t blame them. He is on the basketball team at the school. In fact he is the star of the team. It doesn’t hurt much that he is hot and smart.”

Alex asked, “What exactly do you mean hot? Just how hot is he? How smart is he?”

Wendy said, “You’ll see when you meet him.” Wendy’s mother pulled into the driveway of Alex’s house. Alex got out and walked inside. When Alex saw his new room for the first time, he was awestruck. The room was embodiment of all things girly. The carpet was a light pink. The walls a slightly darker pink. There was a set of lavender sheets on the bed. There was a pile of stuffed animals on the bed that Alex had never even seen before.

Apparently, Alex’s parents had done some shopping While Alex and Wendy were at the mall. Alex could tell that the furniture was the same. It was just decorated differently. Plus some one had stuck flower stickers on everything. Alex stood there not knowing what to say.

His mother said, “Ashley, honey, do you like your new room?”

Alex just nodded. His mother continued, “ I’m afraid you can’t sleep in here tonight. The paint is still wet. You will have to sleep on the couch tonight.”

Wendy said, “Could she just sleep at my house instead?”

Alex’s mother said, “It’s okay with me if it’s okay with you.”

Wendy’s mother replied, “It’s okay with me. Should I just take Ashley over there now. Or should I come back for her later?”

Alex’s mother said, “Ashley dear, it’s up to you.”

Alex said, “I don’t want to go right now. I need to put all my clothes up. Plus I haven’t had dinner yet.”

His mother said, “Okay, It’s settled. Come back around seven to pick her up.”

Wendy’s mother said, “That’s good cause I need to run do some errands first. I trust Wendy enough to leave her home with a friend. As long as it’s just one friend.”

Wendy and her mother left. As soon as the door closed behind them, Alex said, “Are you nuts? You want me to spend the night there. What happens if they discover the truth?”

His mother replied, “Just look it this way, it’s more practice before school starts.”

Alex said, “I can’t believe this, I haven’t been a girl for twenty-four hours, and I already have an entire wardrobe, an invitation to stay at a girl’s house for the night, permission from my parents to do so, and a pink room. Not to mention, we talked about boys on the way home from the mall.”

His mother said, “You talked about boys? Who started the conversation you or her?”

Alex said, “I did. Why?”

His mother said, “you started it. Willingly? See you are becoming the perfect little girl already. Why else would talk to your new friend about boys?”

Alex said, “Can we focus here. What am I supposed to do tonight? What do I say?”

His mother replied, “You can talk about boys more. Or you can ask her to show you how to do your make up. I will teach how to do it next week. But for now just ask her to do yours for you. If she ask you to do hers just say that you’re not that good at doing it yet, because you haven’t worn any in your life. If she ask why just say that you used to be a tomboy. If she ask why you are acting like a girl now, tell her you grew out of it. Or you could just say we are making you act like the girl you are. Ask her to show you how to put your hair into a pony tail while you’re at it. And most importantly, have fun and relax.”

Alex turned to his dad and asked, “Are you going to say anything?”

His father replied, “This was your idea. You have to deal with it yourself. Listen to your mother. She knows what she is talking about. Believe it or not she was a girl once herself.”

Alex said, “That’s all the advice you are going to give?” Both of his parents nodded. He said, “This is just great.”

Chapter 4

Alex stood in the front room. He was a nervous wreak. He was holding a bag that had several of his new dresses in it. He had mixed feelings about this night. On the one hand, he didn’t want to go over to Wendy’s house. On the other hand, he looked at the opportunity to sleep at girl’s house as a learning experience. He stood trying to figure out what to say if for some reason Wendy should find out the truth. His thoughts were interrupted by the doorbell.

Alex’s mother opened the door. She said, “Come on in. Ashley, honey, Wendy and her mother are here. Are you ready to go?”
Alex reluctantly said, “I guess so.” He walked into the front hall.

Wendy hugged him. She said, “You don’t know how much this means to me. I don’t really have any friends.”

Alex asked, “Why is that?”

Wendy said, “Well, I’m kind of a social outcast. Just because my parents don’t make as much money as some of the other kids. So my house isn’t as big as theirs, I don’t see how that would give them a reason to treat me differently. Just so you know, some people might treat you bad because you are my friend.”

Alex said, “Any one who doesn’t want to be friends with me because I am friends with you isn’t the type of person I want to be friends with anyway.”

Wendy smiled. She said, “Let’s go.” Wendy, her mother, and Alex all walked out of Alex’s house. Because Wendy just lived down the street, they all walked to her house. As soon as they got inside Wendy’s house, she grabbed Alex by the hand and lead him to her room. The sight that greeted Alex when Wendy opened the door to her room was what Alex was expecting. The room looked like a typical girl’s room, if that girl was six or seven. There were dolls and teddy bears thrown around haphazardly. There was a poster on the wall that had the Disney princesses on it. The sheets on the bed had Disney’s Tinkerbell on them. Wendy said, “Now you see the other reason why I am a social misfit.”

Alex sat down on the bed. He thought it felt weird. He lifted the sheets and saw a plastic sheet under the sheets. He looked up at Wendy and said, “Is there something you want to tell me?”

Wendy said. “I have a bed wetting problem. I was involved in a car accident when I was nine. As a result I have no night time control whatsoever. Some of the girls at school found out about and they tease me about it. Thankfully it isn’t too bad. Most of them do acknowledge that it isn’t my fault. I only get taunted about it once or twice every couple of weeks.”

Alex said, “Sorry, I had no idea.”

Wendy said, “How could you? We just meet today.” Alex started to ask Wendy a question, but before he could Wendy said, “Hey you want to watch a movie?”

Alex said, “What do you have?”

Wendy said, “Pretty much everything the Disney Princesses collection.”

Alex thought about it for a minute and said, “Can we watch The Little mermaid?”

Wendy said, “That’s my favorite one.” They went to the front room. Wendy asked her mother if they could watch the movie. Her mother smiled and put the movie in the DVD player and started it. Wendy asked if they could have some popcorn and cokes during the movie. Her mother agreed and went into the kitchen to make it. She returned a few minutes later with two glasses of coke. She went back into the kitchen to get the popcorn and her coke. When she sat down on the couch she started the movie.


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