Full Summary:

Starts post-Beware the Physical Exam. Characters might be a bit OOC.

Kisaki was not a pessimist per se, just a realist. And she would without a doubt win the wager. Kyoya never stood a chance.

Kyoya was a realist unlike his idiot best friend. And we would definitely win the wager. Kisaki never stood a chance.

It's my first fanfic so I'm sorry for bad writing! Please leave a review if you are interested in me continuing the story.

After sitting on the plane for almost 11 hours, Kisaki was glad to finally be able to stretch her legs. Although her neither of her parents were particularly tall, the 17-year-old girl was 5'9'' and her legs had been crammed in front of her seat for ages. Making her way to baggage claim, she waited a few minutes before locating her eye-catching suitcase. She had plastered about a hundred stickers on it, one for every city she visited since she was 6. Kisaki headed for the waiting area where one of the school's staff would be waiting for her with a green sign.

Her father was recently accepted a position as a senior associate of Mezame Inc. , a telecommunications company, after working at the Canadian branch as the chief operations officer. He had hastily made preparations for the two of them to move to Japan and had left her to decide upon her schooling. Kisaki had been given the choice between Lobelia and Ouran but had ultimately settled on Ouran for its' multilingual programs. Since she was raised in Canada, she was fluent in English and French and had started learning Spanish, Latin and Mandarin in addition to her native Japanese. She had applied for a half-scholarship but a few weeks ago Ouran contacted her offering a full scholarship after informing her that she had received a perfect test score on the admissions test.

Kisaki scanned the bustling crowd before her for the telltale green sign before she rushed to greet an older gentleman of around with her name printed on a large foam board. "Hi, I'm Kisaki Ryusui" she smiled, offering her hand. " Botan Takahashi" replied the man with a nod of acknowledgement. She noticed he had not returned the handshake so she withdrew her hand and quickly played it off as reaching for her bag that he had taken. Perhaps handshakes were not used in Japanese greetings? She filed the information away in her mind. "Thank you, there's no need, I can get my bags myself Takahashi-san" she said gratefully to hide her mishap. "It's my job Ryusui-san." Kisaki realized the man was not an administrator but a chauffeur and smiled warily and followed him to the car. She would normally have asked a few questions related to school but shut her mouth when the man sighed and turned on the music, the universal sign to be quiet. The rest of the car ride was silent, which was expected if not a bit awkward. If anything, she was thankful they did not have to engage in small talk and the sort as she drifted off into a light sleep.

Rubbing her weary eyes, she blinked away her fatigue and opened her eyes to an almost fairytale-like world. Beautiful lush green hedges all carefully trimmed, roses growing everywhere, sakura trees in every corner; Kisaki eyes' widened as she admired her surroundings. Ouran was enormous. And lavishly decorated. She wasn't poor but was by no means as rich as the high-profile heirs and heiresses that attended Ouran and was shocked by the school's enormous wealth. She made her way to the front desk where the lady working there brought her to her appointment with the chairman. She entered the office and cleared her throat as the chairman seemed to be working on his computer. The man looked up with a grin on his face. They quickly went through the normal greetings before setting up her schedule arrangements for the year. She would be in class 2-A and would take sciences, humanities and the arts at second year level and languages and math with the third years due to her advanced placement. Kisaki yawned behind her hand and her golden brown eyes darted around the room. The chairman sensed her fatigue from the 14 hour time difference and dismissed her. He asked her to return the next day, a Sunday, for a school orientation with a Haruhi Fujioka, another of the few Ouran scholarship students, who was in the year below her and left her to her own devices.

She wandered around the halls of the school before finally arriving at the front door. Not even her first day at Ouran and she had gotten lost about 3 times. This would be a long year.