How Curiousity Changed the Boy

by Little Katie

  

Part one: Got to start sometime

Eight year old David carefully poked his head out of the bedroom window and checked both ways to make sure no one was coming down the hall. He didn't want to get caught while he looked around the pink and white room that had a huge canopy bed and was litered with stuffed animals. After all, this wasn't his room, it wasn't even his house. This room belonged to Misty,his five year old neighbor. David walked as quietly as he could and gently pulled open the top drawer of the white dresser. He was amazed at the variety of colors the little girls underware came in and how soft they felt as he picked one up in his hands.

"What do you think you're doing," a stern voice said from the doorway.

David didn't need to look to know that it was his sister. He quickly put his hands behind his back as he turned towards Cathy.

"Answer me."

"I'm not doing nothing."

"Nothing huh? Let me see what you have behind your back then."

Slowly David handed the pastel pink pair of panties to his sister.

"And why were you playing with these?"

"I wasn't playing," David said in his defense.

"Then what were you doing?"

"I was just looking, thats all. I didn't do nothing with them."

"Come with me," Cathy placed the panties back in the top drawer and closed it before leading her little brother into the master bedroom. She was sixteen and it was her job to babysit tonight. Usually she only had to watch David after 10 p.m. while her mother worked the graveyard shift. But, tonight she started at 4 while her mother and Will went out on a date. Will, Misty's fathe, and her mother had been growing increasingly close the past two years. Cathy thought that maybe that closeness was causing her little brother to misbehave.

"Your not going to tell mom, are you?" David asked as he sat on the king sized bed.

"I don't know yet."

David looked down at his swinging feet and pouted.

"What's going on with you, you're usually so well behaved."

"I was just looking."

"And yesterday you were just looking through my things.

I could tell because you don't know how to fold things right."

"I just want to know what girls stuff looks like."

"And is that why you were looking up Misty's skirt before."

David blushed, he didn't think anyone knew what he was doing as he sat on the floor while Misty ate a snack at the kitchen table.

"So why do you want to know what girl stuff look like," Cathy asked as she sat next to her brother. She put her arm around him to reassure David that she wasn't mad but just wanted to know what was going on.

"I just wonder what it's like to be a girl."

"You do?"

"Sometimes at night, right before I fall asleep, I pretend I'm really a girl in my head."

"Okay, I think I understand. Stay here for ten minutes for going through peoples things for not asking and then we will talk again. Okay?"

"Okay," David pouted at being punished and watched his sister leave the room.

Cathy walked down the hall and into the living room where the five year old was still watching some cartoons.

"Catty," Misty said in her small voice, "You missed a good part."

"It's okay, I had to talk to David for a little bit."

"Ooooh, is he in trouble again."

"Just for a little while."

"Did he break something again," Misty asked, remembering the last time David was in trouble he broke one of his sister's perfume bottles.

"No, he just is confused."

"About what?" Misty asked half paying attention to the television.

"I think he wants to know what it's like to be a girl."

"Really," Misty hit the button to shut on the remote to shut the television off.

"Yes, but I don't know what to do."

"Make him girl tonight," Misty sang.

"And how do i do that?

"Make him pretty and dress pretty."

"Do you think that would help," Cathy played along even though the idea had come to her as she left her brother.

Misty violently shook her head yes.

"But if we did it I'm sure that he wouldn't want my mom or your dad to know. Would you be able to keep a secret?"

Misty again shook her head yes.

"Let me ask him if he wants to and if so you can help make him pretty. Okay?"

"Yes, yes, yes," misty sang and clapped.

Cathy walked down the hall, first stopping at Misty's bedroom and then to the master bedroom.

"Is my time up?" David asked.

"Yes, but I want to ask you something."

"Okay."

"Do you really want to know what it's like to be a girl?"

David's face turned red with embarressment as he gently shook his head yes.

"Would you like to try it for a night?"

"What do you mean?"

"I mean we will let you be a girl tonight and dress up and have fun."

"Are you teasing me?"

"Not at all. I don't mind that you are curious and Misty would probably love having a girl playmate for the night."

"But I don't know how."

"Don't worry, we'll help. So do you want to?"

"Yeah," David said quietly, so quiet that Cathy could barely hear him.

"Good, then go into the bathroom and put these on." Cathy handed her brother a pair of white panties that had a smiley faced flower on the front.

David took them in his hand, they felt just as soft as the pink pair that he had taken before.

"The flower goes in the front," Cathy could tell her brother was comfused by which was the front or the back. "Come out as soon as your done and we will get you something nice to wear. Okay?"

David slowly walked into the master bedroom, a part of him feared that his sister was going to say she was joking and make him look silly. When he got into the bathroom he quickly closed the door and was almost overpowered by the smell of pot pouri. He pulled off his heavy sneakers and then put his dirty socks in them so they wouldn't be lost. He then pulled off his dirty t-shirt and laid it over the towel rack. David then took off his Jeans and placed them over the tub. He looked at himself in the mirror and saw his scragaly shoulder length brown hair, small frame and dingy briefs. He slowly removed his underwear and looked at the reflections extremely small privates. Even for a seven year old David wasn't nearly as developed as he should of been. Upset at what he saw David quickly pulled up the white panties and once again looked at himself in the mirror. Not much of the reflection had changed, it was still him and no magic had occured like he secretly wished.

The panties felt a little snug, but they also felt soft and comfortable and that brought a slight smile to David's face. He looked at himself closer in the mirror and noticed that he didn't even have a slight buldge in the feminine undergarments. He pulled the elastic band out to have a look, but unfortunately his penis was still there. It was just too small to make a difference.

David walked back into the master bedroom his sister and Misty were sitting on the bed awaiting his arival. Instinctively David covered his middle with his hands before they could have a good look.

"Don't be silly David," Cathy said, "it's just us girls here."

"Oh i forget," David answered as he hesitently put his hands at his side.

"So what do you think Misty?"

"A lot of work to go, but the undies are cute on her."

Misty started giggling like crazy, causing David to blush.

"The first thing we need to do is give you a girl name," Cathy said."

"How about Davida," the panty clad boy said.

"Nah, I don't think so. How about we use your middle name because I don't know a female version of David."

"Lee?"

"Yeah, how about we make it Lise."

David smiled.

"I see you like it," Cathy grinned back.

"Nice to meet you Lisa," Misty said and then returned to her giggling.

"So what am I going to wear," David asked as goosebumps lined his arm.

"First we got to make you a little presentable and then clothes. Okay?"

"So what do we got to do first?"

"First we got to clean you up and do somehting with that hair. It's a good thing it's nice and long and I have something to work with."

Cathy and Misty led the small boy to the kitchen. Cathy set up a step stool in front of the sink so David could reach the faucet. He turned on the water so it was just the right temperature to his liking.

"Stay here with misty until I come back," Cathy instructed as she made her way to the bathroom. A few minutes later she was back in the kitchen, her hands full with towels and various bottles.

"We're going to use all that," David asked, astonished by all the different products.

"Don't you want to look the best you can for the first time you're a girl," Cathy said as she set the bottles on the counter near the sink.

"Yeah, I guess.' David tried to curb his enthusiasm but

the smile he flashed made Cathy know better,

"The first thing we need to do is get a little glow in your face," Cathy said as she unscrewed the lid off a short blue container.

David didn't object much when Cathy wet a pink circular cloth. Even though it felt much rougher then anything he had ever used he knew that his sister would do the right thing for him. After his face was sufficiantly scrubbed, it was lathered with a pink and white bar that smelled a little like his mother's perfume. After the suds were rinsed off David's face got scrubbed again and then Cathy dipped two fingers into the wite creme that was in the short blue container. Cathy applied the creme liberally to her Brother's face. The strong alcohol smell almost knocked the little boy backwards.

"How's that," Cathy asked.

"It stings," David complained as the tears welled in his eyes. He was unsure if he was tearing because the sting hurt that bad or because the alcohol was so strong.

"Don't worry, only three minutes and then we can get to your hair. Trust me this will make your face nice and you'll be absolutely glowing."

David nodded his approval while he counted away the seconds. He didn't much like washing his face, and this stuff was hundreds of times worst. Finally it was time to remove the creme, and Cathy used great care not to get any of the Noxema in her brothers eyes.

"There you go, looking pretier already." Cathy held a small mirror in front of her brothers face.

David was shocked that he could actually tell the difference and that his face actually did have a glow to it. When he bent down for Misty to touch and check softness shivers went down his spine at the coolness of her touch. He also checked the softness but didn't know how it felt before the treatment. But he trusted his sister and asumed it was definately much softer then before.

"Let's get to that hair now," Cathy said, "its so nice for a girl to have such lovely hair. But, you need to know how to take care of it so its soft and silky like mine and Misty's."

"I don't see the stuff I normally use," David said as he scanned the bottles."

"That's because, you girl, are in for a treat tonight.

Now bend over the sink so we can soak your head."

David did as he was told and bent over the sink as far as he could. His sister took the spray nozel and started wetting his hair. David could feel his sister messaging his hair as the water dripped down the side of his face and neck. He was enjoying the treatment and even though he didn't spend a lot of time doing things with Cathy, he felt like maybe that was going to change.

"Okay," Cathy said as she grabbed a bottle of the counter, "it's time to lather up and make your hair look nice."

"Okay, I'm ready." David said as his voice echoed off the deep stainless steel basin of the sink. A few seconds after he felt a thick glob of shampoo hit the top of his head. The smell of strawberries encompassed him and gave him such a sense of comfort that he almost fell asleep as his sister worked the shampoo in his hair. It took a good five minutes until Cathy finally stopped, but it felt so good that David didn't mind the wait. David kept his head down as he watched the suds twirl down the drain as his sister soaked him again.

"There you go, your hair smells heavenly," Cathy said as she put some more goop in his hair."

"You're washing it twice," David asked a little eagar that she might be doing just that."

"No this is conditioner, it will help strengthen your roots and keep you from getting split ends."

"Cool," David answered even though he had little idea what his sister was talking about.

"Now stand up and turn around so we can wrap a towel around your hair and dry it some."

David turned around while still standing on the step stool. His sister wrapped a soft pink towel around his haid and when he saw himself in the mirror she held up he thought he looked like a muslim.

"So, what do you think," Cathy asked seeing her brother practically mezmorized by the reflection.

"It doesn't even look like me looking back," David said as he noticed his features look a little more delicate.

"Well maybe it's not David looking back, but it's definately you Lisa." Cathy smiled and hugged her little brother. He wrapped his arms around her neck and let his sister carry him to the living room. It was a rare treat for her, a few years ago David had decided he was too big to be carried. She gently placed him on the couch as Misty jumped up and sat next to him.

"How long before my hair dries like this," David asked.

"It should be a little while but we got other things to do before that."

"Like what?"

"I figure with two little princesses here that maybe I could paint your nails."

"Both of us," David asked.

"Yes, if you want. This way we can have some fun and by the time it's finished we can work on your hair."

"Sure," David said and smiled. He saw his sister do her nails a lot of times and always wondered what it was like.

Cathy went to the kitchen and retrieved the things she would need. The first thing Cathy did was trim the children's nails with clippers. Even though her nails had some length to them, she didn't think it was to wise for kids to grow theres out yet. Next she filed each nail down so they were rounded properly. With twenty nails to take care of it took her more time then she realized, but Cathy was proud of her work when she was done. Finally she took out some pink nail polish and painted each nail using great care. Since this was her brother's first time she wanted to make it as perfect as possible so he could have fond memories of this night.

"What do you think," Cathy asked when she was finished.

"It's pretty," Misty said happily.

"Yeah," David agreed even though the smell of the enamil made him want to sneeze."

"I'm glad you like it Misty and Lisa," Cathy smiled as she watched her brother admire his frestly painted nails.

"Is it time to do my hair," David asked as he looked down at his wiggling toes.

"Yes, it is time," Cathy said as she removed the towel from around her brother's head.

"Good," David smiled as he sat sideways on the couch so his sister could sit behind him.

"Now this is going to be a little different then what you're use to, but you're going to look absolutely precious."

"Okay," David answered as he felt his sister brush the back of his head.

"I'm going to give you pigtails like Misty, okay?"

David looked at his little friend and thought that her hairstyle looked cute. "Yes, that is okay."

Cathy took out two hairties from a small package that was laying on the coffee table. She parted her brothers hair down the center and then clumped the hair from the right side and masterfully placed the hair tie to keep the propper look. She did the same thing on the left side and was happy that they were perfectly matched on the first try.

"How's that feel Lisa?"

David took a few seconds before he answered until he figured out that he was the Lisa she was rfering too. "It feels okay, it's kind of nice."

Cathy then brushed the hair that was in front forward to make bangs. She sprayed some grape smelling hair spray on them to help keep them in place. To add the final touches she added a sunflower hairclip on each side of her brother's head.

Cathy took a step back to see her creation. "Oh my God," she exlaimed at seeing the small child sitting there, smiling with his huge dimples and small button nose.

"Did it come out that bad," David asked.

"Not at all, you look like an absolute angel."

"Really?" David blushed at the complement.

"It doesn't look like Lisa was ever a girl," Misty added.

"Well I think Lisa has been sitting in her panties long enough and it's about time she got dressed in somehting pretty, don't you?" Cathy asked the five year.

Misty nodded and led David to her room by the hand.

"We won't but you in nothing too fancy because we are just staying here all night, okay Lisa?"

David was quicker to answer as he was growing more accustomed to his female name. He nodded as he looked in the closet with his sister.

"Here we go," Cathy pulled out an outfit from the closet.

"This will be perfect."

David looked at the Jumper style cotton dress that was littered with sunflowers from top to bottom. He thought for a few seconds until finally a smile came to his face. "I like it."

"Usually I would let you dress yourself but we just did your hair and we don't want it to get messy."

David agreed with his sister and lifted his arms in the air. Cathy carefully placed the dress on him and situated it properly on his small frame. She then took a pair of white sandles out of the closet that she knew were still to big for Misty. Luckily they fit him perfectly and after all that time her brother was finally transformed into a little sister.

"Why don't you go look at yourself in the full length mirror in the bathroom."

David didn't know why he started to skip off to the bathroom but he could hear his sister and friend giggling as he left. Usually it annoyed him when they giggled at him but this time he enjoyed it. He went into the bathroom and closed the door.

After ten minutes went by Cathy was getting worried at what was keeping her brother so long. She gently knocked on the door and listened closely at the door.

"Come in," David said after a few seconds while his eyes were fixated on the image of the little girl that stared at him from the mirror.

Cathy walked in slowly and looked at David and the tears that were in his eyes. "Are you okay?"

"Is that really me," David asked as the both looked at the mirror.

"Yes that is really you, is that okay."

"I didn't think I'd look pretty."

"Is that a good or bad thing?"

"Good," David finally smiled again.

"Okay, then lets get back to the living room and have a good night."

David followed his sister back to the living room and sat down on the couch opposite of Misty. They spent an hour together as David was taught how to play patty cake as they waited for the Pizza that Cathy ordered to arrive.

"I bet that no one would know you aren't a real girl," Cathy said as she sat on the couch with the children she was watching.

"You really think so," David said with obvious excitement in his voice.

"I bet that when they deliver the pizza the guy won't even give it another thaught."

"I don't know, he's seen me before."

"When he comes, why don't you give him the money and see what happens."

"I guess I could do it, but what if he does know I'm a boy."

Cathy thaught for a second. "I'll tell him that I made you do itand if you didn't you would of been punished."

"Okay, I guess that will work," David said and then turned his attention back to playing pattycake.

Five minutes passed by until the doorbell rang. David and Misty both ran to the door anticipating the delivery guy.

"Don't open the door until I get there," Cathy said as she walked behind them. When she got to the foyer she nodded her head indicating it was okay to open the door. David nervously did and saw the young adult holding a red bag that held the pizza.

"Hi there, Pizza." The tall brown haired delivery guy said as he pulled the cardboard box from the bag. He had delivered pizza to the house on a weekly basis and always enjoyed seeing Cathy. He had a slight crush on her but didn't know if it was appropriate with her being underage, even though he was just three years older then her.

"Lisa is going to be paying today."

"I see," the guy scanned the children and didn't know which one of the girls was Lisa. "It must be girls night in."

"Yeah," David said with a smile as he handed the money to the gentlemam.

"Well it definately a beautiful bunch of girls," the guy winked at Cathy. He then turned his attention to Davi and got down on one knee. "Now princess you must make sure not to tilt the box or the cheese will slide off the Pizza. Can you be extra careful this way I don't have to drive back out here."

David nodded as he grabbed the box and carefully brought it to the dining room. Misty followed close behind.

"So we're all beautiful," Cathy said as the guy lingered behind.

"Well one more then the others," he grinned while hoping he wasn't going to far.

Cathy smiled at the compliment, "I'm Cathy by the way."

"I'm Ron. I see you don't have the boy with you tonight."

"He's with his uncle and I don't have to babysit him tonight."

"Well those too are almost as cute as you. I've been meaning to ask you if maybe one night you'd like to go to the movies or dinner or something."

"You mean like a date?"

"Yes," Ron took a gulp.

"Sure," Cathy smiled. "Why don't you call later after you figure out what you want to do and when." She wrote here number in the palm of his hand."

"Awesome. I got to get back to work but I get done at 10 , is it okay to call then?"

"For this one time it is ," Cathy said and then watched as Ron made his way back to his red Dodge Ram."

David placed a slice of pizza on a paper plate for Mity and then one for Cathy as she walked into the room before taking a slice for himselt.

"What took you so long," David asked.

"He asked me out on a date."

"A date with a boy, yuck." Misty siad as she took a big bite from the pizza.

"It's not that bad," David answered as he thought about it. "He is kind of cute."

Cathy looked at her brother in shock, "you really think he's cute."

"Yeah, don't you?"

"Of course I do, but I never knew you found boys cute."

"Well not all of them," David protested.

Cathy ate her pizza while trying to figure her brother out. Maybe he was just acting out the role of being a real girl, or maybe something else was different. She wondered if maybe he was going to be gay when he grew up or if this was just a passing phase.

After the meal was finished, one which was unusually clean, the children washerd there hands and face to get any pizza grease off.

"You got about an hour before you have to get ready for bed children."

"Okay," the kids said in unison.

"Come on Lisa, let's play while we can." Misty took David by the hand and led him to her room. She pulled out three of her Barbie dolls and sat on the floor. David sat across from her, and took one of the dolls. The children spread there legs and put there feet together forming a diamond on the floor where they would play. The hour seemed to go by too quickly for both the children.

"Lisa, it's time for you to go back to normal."

"Can I please stay a girl for the night."

"But what if Mom and Will come home and see you like that."

"I don't care, I like it like this."

Cathy thaught for a while and wondered if it was a good thing for her mom to find him looking like a girl. If anything she could just tell her mom they were playing dress up and it was a way to keep the children occupied.

David stood by his sister eagerly awaiting her decission.

"I'll tell you what. You can be a girl all night, but I want your word that you'll go to sleep when I tell you."

"I promise." David smiled.

"Okay both of you get undressed to your undies."

David and Misty got undressed right there in the room. Each placing there clothes neatly on the bed and the sandles back in the closet where they belonged. Cathy pulled out two nighties. She put the pink one with the pictures of candy on Misty, the material covered her to the top of the knee and flowed as she spun away when Cathy was finished. Cathy then put the light grey nighty that said girls rule on her brother. It came down to his mid thigh and when he sat down on the bed he flashed his sister without realizing it. Cathy giggled at seeing it, but decided not to correct him just yet. She took the hair ties and hair clips out of his hair and then let him join Misty in the other room to catch the last hour of Cartoons on Nickelodeon before it was time to go to bed.

It was almost 9 O'clock and the childre's bed time when the beams of a car's lights filtered through the window. Cathy was hoping that the children would of been in bed by the time that her mom and Will came home. Unfortunately that wasn't the case and her mind raced as she searched for possible excuses to explain why her brother was in a nighty.

"Hi, we're home." Bill called out when he and Amy walked through the door.

Amy looked at the couch and looked confused, "Where is your bro," she stopped midsentence when she noticed David's tell-tale cherry shapped birthmark on his thigh.

"Hi momma," David said durring the odd silence.

"And what is going on here?"

"Cathy let me be a girl tonight."

"Did she now," Amy said with obvious anger in her voice.

"Yes, I got to wear a dress and got my hair pretty and."

"It sounds like you had a full day," Amy cut her son off. "I think Cathy should take you home and tuck you into bed and wait for me to get there."

"Yes mom," Cathy answered and lifted her brother into her arms to carry him home.

"Can you believe that, treating my baby like a girl. Who knows what's been going on while I've been out putting a roof over their heads."

"What are you getting so worked up about," Will tried to calm her down.

"Turning him into a little girl that's what."

"It doesn't sound like he objected much."

"But still," Amy searched for other reasons to be mad.

"He was probably just curious to what girls did and our girls helped him out a little bit. It seemed like he had a good experience."

"And if he wants to continue this?"

"Let him continue, what harm can it cause."

"It can mess him up in the head that's what harm."

"Look, if he's curious about what it's like to be a girl he is gong to be curious. If he gets a chance to quench that curiousity then the quicker he will stop behaving this way."

"You really think so?"

"Sure and he looked cute as all get out."

"And you will be supportive?"

"Of course I will," Will embraced her and gave her a peck on the lips. "If he wants to be a girl for a little while I think we can manage."

"Maybe, let me talk to Cathy before I go to work and see what is up. Will you talk to him tomorrow morning , you're usually more insightful then I."

"Sure thing, and maybe we can get him to behave a little better in the process."

"We'll talk more tomorrow," Amy gave her boyfriend a small kiss and then walked to her house.

"Mom, I can explain," Cathy said defencively as her mom came into the kitchen.

"I sure hope you can."

"He was just curious as to what it was to be a girl and so we just dressed him up. We didn't do nothing bad."

"So this was all his idea?"

"Yeah, I swear."

"Well tomorrow morning take him over to Will's house for breakfast so they can talk about this. Leave him dressed like he is now."

"Your going to make him stay a girl?"

"That's really up to him I think. We'll talk more about this tomorrow, I got to get ready for work."

"Okay," Cathy said and then went into the living room to watch some t.v. It was the first time all night that she could watch some more mature programing.

Amy walked into her son's bedroom. David was still awake when his mother turned on the light. "Hi sweety," Amy said as she sat on the bed.

"Hi momma," David smiled.

"It looks like you had a lot of fun being a girl tonight."

"Yeah it was cool."

"Will wants to talk to you about it tomorrow, is that okay?"

"Am I in trouble?"

"No not at all. I just think it is something you should talk to another guy about and I have to get to work pretty soon and can't talk with you tonight."

"Okay Momma."

"Good night angel."

"Night momma," David said and then closed his eyes in order to got o sleep.

  

  

  

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