Disclaimer: I do NOT own Durarara! or it's characters, I only own the OC people and other things you might not recognize.

A/N: This is everyone's favorite author Momo. I've been reading a lot of stories with OC's (mainly from Lystriuos, you rock!) and I thought about an OC story that's been in my mind for awhile. I know for a fact if I make it a really long story, it'll take me forever to finish it (I have like five other stories I'm working on), so this'll be a short story of mine, (maybe five/six chapters). I've been adoring Izaya x OC stories at the moment (some Shizuo x OC too ;), so I think you can guess what the coupling in the story is :D. I hope you enjoy it, and please R&R. So Have Fun~

Summary: Meeting her really sent his mind thinking about another game to awake the lovely Dullahan's head. How he'll set everything into motion is the challenge.
An Izaya/OC pairing slight Shizuo/OC, A Drama/Romance

Inspirations: I was inspired by a few fanfic's I read by Lystrious, so thanks for the ideas, and good job on the stories :)

Chess Board
By Momo7902

Chapter 1:
Finding All the Pieces

Izaya skipped happily down the sidewalk, a bag in his hands as he made his way back home. He felt good after tricking another ditsy girl who wanted to commit suicide with him. But now, he felt sort of bored. All the girls were the same in this town, one way or another. Either they wanted attention, they were unhappy with their life, or they wanted a boyfriend. It annoyed him that no girl here was different. There is Anri-chan though, Izaya thought. But he didn't feel like dealing with her just yet.

Aren't there any entertaining girls around here? Even the guys are starting to bore me, he thought. Suddenly, Izaya looked to his left and down an ally he saw a girl crouched down hugging her knees. He came to a halt so he could get a good look at her.

Her shoulder length brown hair and ragid bangs covered her eyes. She wore a black zip up jacket and a short pink skirt with black high-tops. Izaya couldn't tell if she was asleep or not, but from her breathing, he guessed she was awake.

He felt somewhat amused to see her; he hasn't seen this girl around Ikebukuro before (and he was the type of person to know everyone in town). Izaya made his way over to the girl, standing before her like a king as he grinned menacingly at her. "Are you sure it's alright for you to be sleeping out here in the middle of winter?" Izaya asked.

The girl looked up at him, astonished to see someone (especially a boy) was talking to her, Izaya assumed. He tried to read her tired looking eyes. All he pulled up was that she's homeless, and she's been sleeping out here for a few nights. The girl smiled at him and looked into his redish brown eyes. Izaya looked back into her hazel eyes which seemed watery, as they shined in the dim light.

"Well, I guess it isn't," she said, her voice soft but friendly. "You could get sick," Izaya said. The girl looked down at her feet, still smiling. "Well if I did, I guess I could go home," she said. Izaya seemed more amused to hear that statement. So she has a home, he thought, smiling oddly. Now he wants to know why she's out here. "If you have a home, why are you out here in the cold weather?" he asked. The girl stopped smiling for a bit, a frown on her face which looked like something you'd see in an old painting.

"I just want to be outside is all," she lied. Izaya frowned for a second, then smiled again as he plopped a seat next to her. "You're not telling me everything," he said. The girl looked up at him, a dreamy expression on her face. "What is there to tell? Especially to a guy I just met on the street no more than a minute ago?"

Izaya chuckled, looking at the gray sky. "Oh, you don't trust me," he said, his voice sounding as if he were relieved. The girl stopped talking and rested her chin on her knees, her body shaking from the cold air.

"My name is Orihara Izaya," he said. The girl nodded and looked at the sky with him. "Hirishigumi Masaki," she said. Izaya knew she wasn't lying about her name, and she looked no younger than him, probably eighteen or nineteen. Izaya stared in her eyes and tried to gather up a conclusion about her life. He grew bored of her when she seemed easy to read. "Let's talk about your life shall we?" Masaki looked at him dumbfounded.

"So Masaki-chan, you look to be about eighteen or nineteen, and you're sleeping outside even though you have a home to go to. So my guess is that you ran away by choice because of some problems at home." Izaya only said what he got out of her, and he hoped to get more information.

Izaya couldn't tell if she was surprised or confused as her wide eyes stared at him. Masaki then smiled, putting a finger to her lip. "Hm," she mumbled. "If you call me Masaki-chan, that means I can call you Izaya-chan right?"

He figured she was avoiding an answer, which meant he was right. "You can call me whatever you want, Masaki-chan," he said, spreading his arms out to express what he meant. "Alright then, I guess I'll call you Izaya-chan. It's a very cute nickname," she smiled at him. Izaya chuckled as Masaki stared up at the gray clouds, wondering if it'd snow. "Did you hear what I said Masaki-chan?" he asked her. Masaki nodded, looking back at him. "Yes I did, you got half of it right, I'll just say that much."

Izaya looked at her playfully. "Oh," he said. Masaki nodded, still smiling cheerfully. "You seem to be playing some sort of guessing game. So I'll let you guess about all the little possible things you can pull out about my life, but I doubt you'll get far, Izaya-chan." She giggled, which sounded devious, much like his sisters. Just thinking about them made him agitated.

"I bet I can figure you out, Izaya-chan," she said. Izaya looked at her, a little intrigued. "Oh yeah?" he said. Masaki nodded, looking straight into his eyes. "You use you're good looks to get you places, and you like to play games with people," she said. Izaya looked at her a little amazed. "Oh really, what type of games?" he asked her. "Mind games, you know, kind of like manipulation. Just now, you were trying to manipulate me weren't you, Izaya-chan." The way she said his name was chilling, but it didn't faze him. It wouldn't take her long to figure out the type of guy he was anyways, so in a way she's sort of lucky to have found that out sooner.

Izaya laughed to himself, not taking his eyes off her. "Is that so?

"Well enough about me then, Masaki-chan," he said. Masaki looked back down at her lap. "I was a little surprised," Masaki began. "When you decided to come over and talk to me that is. Most people just walk past me, like I'm not even here."

Masaki frowned for a second, her face filled with a soft sorrow. Izaya could easily read her thoughts now, all concluding into the girl she was. Maybe she ran away, because she felt lonely. She then smiled and looked at him. "But it doesn't matter!" she said, standing up. Masaki brushed the dirt off her skirt. "I don't mind if people ignore me, I like the solitude, unlike most people. It gives me time to think to myself and reflect on my mistakes." Masaki started down the ally. "What types of mistakes?" Izaya asked.

"All sorts of mistakes, my life isn't exactly paradise." Masaki had her back turned to him when she said that, so he couldn't see her face. "But that's history now, and this is the present." Masaki waved at Izaya as she smiled joyfully.

"It was fun meeting you, I haven't talked to anyone in a while. I hope I'll see you again, Izaya-chan!" Masaki kept her hand up as she took a few steps out the ally. "Sayonara!"

Masaki ran off before Izaya could say anything to her. He sighed. She seems hyper, Izaya thought. And oddly interesting. Izaya smiled evilly as he stood up and started down the sidewalk. He looked behind himself and saw Masaki skipping away. She doesn't seem like all the other girls in Ikebukuro, not at all. Izaya hasn't felt this excited in awhile.

...

Izaya walked down the sidewalk the next day, hoping to see Masaki again. He pulled up as much information as he could about her on the Internet. All he could find was small info. Her name which he already knew, she was seventeen, her mother died and her father works for a huge company. According to the news, she went missing a few days ago (which meant she did runaway after all) and she's been spotted walking around Ikebukuro. Izaya snickered to himself.

If I got everyone involved with her, would that make things interesting? Izaya thought. Would it wake up my lovely dullahan's head? He laughed. The days sure have gotten rather entertaining haven't they? I have all sorts of ideas running through my head ready to start a riot for Ikebukuro to get involved in. All the pieces to this chess board are set in motion perfectly.

He thought about who he wanted involved in this game of his. It wouldn't hurt to involve everyone right? Izaya had a psychotic smirk on his face, thinking of how he wanted everything to be set up. He skipped down the sidewalk, thinking of every little thing he wants to do.

"Izaya-chan!" He turned to see Masaki running over to him, wearing the same exact thing she wore yesterday. Izaya replaced his grin into an almost friendly smile. "Oh Masaki-chan, it's nice to see you again." One things for sure, if I want this plan to take action, I need Masaki on my good side, Izaya thought. Masaki smiled brightly at him, her hands behind her back. "Yeah, it's nice to see you too Izaya-chan. I was afraid yesterday would be the last time we saw each other," she said.

She's dying for attention. Izaya ruffled her hair, making it more messy than it already was. "You seem eager to see me, are you in love or something?" he teased, a playful grin on his face. Masaki's face filled with denial and embarrassment. "N-No!" she shouted, her cheeks a rose red.

Izaya laughed, taking his hand away from her head. "I was only teasing, but from how you're blushing, I assume you thought I was serious. Or maybe, you do love me..." Masaki looked away, pouting as she hugged her arms. "Whatever," she murmured.

"It's pathetic really. If you did love me in this short amount of time we spoke, that would be horrific. I barely know you," he said. Masaki stopped blushing and took a few step ahead of him. "I guess it doesn't matter no ways. You don't look like the type to fall in love anyways, Izaya-chan."

He could admit love wasn't on his mind. Maybe because he's never really loved anyone before, not even his family. Plus, he sees every other human fall in love, and how sad and hurt they look when a loved one leaves or dies. Izaya didn't want to think about that right now.

"So Izaya-chan, do you want to take a walk with me today?" she asked. Izaya snapped from his thinking to look at her. She smiled at him, but she expected him to say no because he looked pretty busy. "Sure." he said. Masaki gasped, then smiled again. "OK then."

Masaki ran back over to Izaya and walked with him. She began whistling a song to herself. She closed her eyes and kept whistling. It took Izaya five minutes to get annoyed of it, but he still smiled at her. "What's that you're whistling?" he asked. Masaki stopped whistling and looked up at him. "Oh, just a song my Mom used to whistle before she died," she said. Izaya was caught off guard; Even though he knew her mom died. She said it so happily, like she didn't even care. Izaya didn't comment on it though.

"What about you Izaya, do you have a family?" she asked. "Two sisters," was all he felt she needed to know. Masaki smiled. "You're so lucky. I've always wanted a little sister!"

"You can have them, they annoy me greatly," he said. Masaki giggled, thinking he was just joking. "Well it's OK, I'm sure they wouldn't want me as an older sister, trust me." she laughed out loud, looking at the icy sidewalk.

Masaki span around, still whistling to herself. "You seem happy for a runaway kid," Izaya said. Masaki stopped spinning, looking him straight in the eyes. "Winter makes me happy for some odd reason, it's such a beautiful month."

Masaki spread her arms out and stared at the cloudy sky, taking a deep breath. Izaya walked behind her and put his hand on her shoulder. Not a care in the world, he thought. Masaki span around, but then slipped on the ice beneath her.

She fell, colliding her head against the sidewalk... or at least she would have if Izaya hadn't grabbed Masaki and pulled her to him. Her face buried in his chest as she gasped. She could feel the warmth from his jacket, his soft hands holding her there for a second. He pulled himself away from her, his hands still firmly on her shoulders. Izaya chuckled as he looked down at her. "You're so clumsy," he said. Masaki blushed out of embarrassment, looking down at her feet.

"What are you blushing for? Did I embarrass you Masaki-chan?" Masaki turned around, breaking Izaya's grip on her shoulders. "I just slipped, that's all," she said. Masaki started whistling again, and that embarrassed expression on her face vanished into a dazed look. "You're cheerful all of a sudden."

Masaki giggled, staring back at him. "I'm very clumsy now that I think about it, but that won't stop me from being happy now will it?" she said. Izaya doesn't really get her. Maybe she's having mood swings, or she's bipolar. Izaya quickly noticed how much she changes her mood. She can be happy one minute, sad the next, then mad, but they always swing back to happy. "Izaya-chan, are you still going to walk with me?" she asked. Izaya nodded, taking a few steps ahead as she followed him, whistling.

She seems perfect for this plan, who could resist talking to her? Now I know how to set this chess board into motion perfectly...
Izaya smiled to himself, happy that Masaki couldn't see him right now, his red looking eyes gazing up at the sky, his grin evil as he laughed in his mind.

Izaya is plotting something evil... Buh BuH Buh! Please Stay Tune~