A Girl is Born

"…finally."

It was 5:00 P.M., and he knew he had several hours to himself. Quickly, he got into his weekly routine, having done it so many times before that he could finish it rather quickly. Every Saturday, Sam's parents would leave from around 6:00 to 11:00, going out to dinner with some friends. And with his sister, Courtney away at college, he finally had some time alone to be himself, or herself. When his sister left for college, she had so many clothes that she just couldn't bring them all with her. She left a lot of the extra frilly and generally feminine ones at home, along with the extra sets of makeup that she didn't need.

After taking out the wig and breastforms he kept under his bed, Sam quickly leaped to Courtney's room; the faster he could start, the more time he could spend as a girl. He put on one of her pink panties and slid them up. After that, he took a matching bra and strapped it on. Being rather thin, and with the long brown wig, he already looked like a girl. He then chose his favorite pair of jean shorts. While usually a pair of girl's shorts on hairy legs can be a dead giveaway, he had smooth and freshly shaven legs. He liked to swim a lot, so no one thought anything of the weekly shavings. He looked through her closet and finally found the perfect top. It was an off-the-shoulder blue top, and it showed off his cleavage, something that he liked. The top was finished off with a cute belt, and he couldn't be happier.

Next came the slightly harder part: applying the makeup. When he first started crossdressing, it would take him forever, but after watching a lot of tutorials and practicing every week, he could finally do it. He started by adding hot pink lip gloss that shined with every step he took. After perfecting his lips, he started working on his eyes, carefully adding the perfect amount of mascara to give his lashes that fuller look. He added some rouge and just a little bit of eyeshadow and then went to the full body mirror in Courtney's closet.  He was close, but he wasn't done yet. He and his siter were both retty much the same sizes in everything, even shoe sizes. He picked out a nice pair of 3 inch high heels and put them on.

He started doing some poses and admiring himself in the mirror. "Hey girl!", he said to himself. "You're such a hottie!" Then all of a sudden he remembered what he bought a few days ago. "OMG, you know what would look so good right now! That supercute purse I bought!" He strutted back to his room, looking for the purse he kept hidden in his closet. "Watch out, boys, I'm coming!" After he found it, he started thinking about what he should do that night. Should he finally try to go out in public? He was so deep in thought, that he couldn't hear the lock of the door turn nor the footsteps climbing up the stairs.

He decided that for now he'd just watch some T.V., maybe going on his computer later to take some pictures. But as he walked through the door, he saw his sister Courtney walking to her room. He stood frozen, "why is she here?!" he kept wondering. Courntey, having heard some footsteps, turned around and saw the perfectly made up girl coming out of her brother's room.

"Oh, hey. I didn't think anyone else was home. Are you one of Sam's friends?"

"Uh…" Sam was stunned. He wasn't so good at faking a girl's voice yet, which was one of the reasons he didn't want to leave the house. Sure he looked feminine, but once someone heard his voice, he was sure he'd be found out. "Um, yeah. We are, uh, going to a movie later."

"That was it", he thought. Now he was done for. He thought for sure that she'd know her brother's voice. He wanted to just leave, but he couldn't. "I'm just going to wait outside.", he said.

"No, stay! I like getting to know my brother's friends! What's your name?"

"A…Ashley. Yeah, Ashley."

"It's nice to meet you, I'm Courtney!  Hey, that's a really cute top! I think I have one that looks just like it."

"Great minds think alike?"

"Actually, I think I have a pair of those heels too. And the rips on those jeans look like the ones on that pair I got a few months ago. Who are you?"

"I'm just a friend of your brother's." She was starting to very suspicious.

"I'm calling the cops", she said. She was pretty sure someone just broke in to her home and stole her clothes. Why someone would only steal clothes was beyond her, but stranger things have happened.

"No, wait!" Damn! He was so worried that he forgot to change his voice! Instead of being soft and feminine, it was low and deep. Courtney stopped dead in her tracks. Slowly, she turned around. She hadn't seen her brother in a long time, but she could recognize his voice.

"Sam? Is that… is that you? Oh my god! It is! It is you! Why are you dressed up like a girl? Why are you wearing my stuff?"

"I'm so sorry, Courtney! I just wanted to try it on! I swear I'll never do it again. Really, I—"

"Now hold on a second there, Ashley. Never say never. You like wearing my clothes so much? Alright, I've always wanted to have a sister anyway. We're going to have ourselves a little deal. If you don't want me telling anyone of this little…'incident', then you have to do something for me."

"What…what do you want me to do?" He was starting to get worried. He just liked dressing up, nothing more. He didn't want to be Courtney's sister. He just wanted the night to end already.

"Well first of all, it looks like you need some fashion advice. You're cute, but you'll never get guys like that. You need tops that will more accentuate your assets, not to mention you need to do something with that hair, style it or something."

"I—"

"Shh, it's okay. What are sisters for? Shame though, I'm going back to college tomorrow, I was just going to surprise mom and dad." She thought for a  second. "It's okay! I'll just videochat with my sister every week! And you come come visit me and all my girlfriends at college! I can teach my sister the art of seduction!"

"Please, I'll do anything else! Real—"

"Let's get started! I'm going to pick out some clothes! Oh, I'm so excited! This will be so much fun!"