Disclaimer: Sadly, I don't own Gossip Girl. If I did it would be renamed The Fluffy Days of Chair and all would be well...

A/N: This is just something that popped into my head. If you like it leave a review and I will continue.

Year 1

Silence. A stifled cry.

Year 2

Blair: Mamma!

Chuck: Silence

Year 3

He took a deep breath before approaching her. He didn't know why he was so nervous. "Hi, Blair. I'm Chuck Bass."

"I know."

Year 4

He heard her crying silently from the mat beside him. He turned to face her, tapping her on the shoulder he whispered, "What's wrong Blair?"

She sniffled, turning to face him. "I had a bad dream," she confessed.

"Don't worry, I'm right here."

Year 5

"When I grow up I'm going to marry Nate," Blair declared, surely.

Why him? Chuck thought.

Year 6

"Chuck, can we be friends?" Blair asked, innocently

"I guess so." His heart fluttered at the thought.

"Everyone says I shouldn't talk to you."

Chuck felt his body tense. "Who cares what people think?" Chuck asked, although he already knew the answer. Blair cared.

Year 7

"Hey, Blair."

Suddenly Blair reached out and smacked Chuck on the arm.

"Ouch, what was that for?"

"Did I just imagine your crummy behavior yesterday, or did it happen?"

Chuck stayed quiet; he thought it would probably be for the best. Blair's question was rather rhetorical.

"Stop being so mean to me, or we'll stop being friends, got it?"

Year 8

They sat on Blair's bed, playing Snakes and Ladders.

Laughing, Blair carefully rolled the dice, making sure that she would roll a three and win the game. "Ha!" she declared, moving her piece to the final square. "I won."

Chuck felt the urge to speak up about the fact that she was obviously cheating, and although she could swing that while playing against Nate or Serena, he knew her better. But he suppressed the urge, picking up the game pieces and returning them to square one. "What do you say, Waldorf, best of three?"

Year 9

At a yearly carnival, Blair found herself sitting on a bench with none other than Chuck, Serena and Nate having run off to do God knows what. Blair sighed. This could not be more boring.

"What do you say, Blair? You, me, the teapots?"

Blair smiled. "Sure!"

Year 10

Blair was sitting quietly at her desk when a tap from behind her made her jump.

"Don't get your panties in a twist, Waldorf. I need to borrow a pen."

"Why don't you have any? We're in school!" Blair exclaimed as she dutifully extracted a pristine ballpoint pen from her bag.

Chuck grabbed the pen and quickly jotted a number down on his hand. "Thanks," he said as he returned the pen.

"What are you doing, anyways?"

Chuck motioned to the hall where a much older girl was exiting the room. "Getting a number."

"Oh," Blair replied curtly, turning back to her work. She couldn't help but question the queasy feeling that she got in her stomach upon hearing his reply.