Part One

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Sipping his scotch, Chuck ignores someone vacating the seat beside him. He's sure it's just some random rich guy ready to indulge in some hard liquor to forget about cheating on his wife or something. Maybe even a fellow teen like him trying to get away from gossip girl for a second.

This was his third glass so he was kinda oblivious to his surroundings at the moment. He never wanted his business to be put out there, but ever since his freshman year of high school, Gossip Girl ruined all of his and his friends privacy. Earlier had been another time of her doing it. She told everyone of Serena and Nate sleeping together. The two were having a secret affair under everyone's noses. He felt a little bad for Blair, but Serena wasn't exactly the best person in the world last year. The fact that Blair still gave her a chance and benefit of the doubt over the years makes him question if she's stupid.

Why he was even on his third glass, was something he didn't wanna think about just yet. Not right now, and not again. His family was very complicated and always had him stressed and upset. It also didn't help with what was happening to him lately. What soon shocks him however, is when the guy seated beside him, has the audacity to speak to him.

"Penny for your thoughts?" The voice somehow sends chills down his spine.

Not giving him a glance, he simply moves his head side to side. "I think my thoughts are worth a lot more than a penny. A dollar perhaps"

A chuckle leaves the man and he can see him smirk from his peripheral. "You must not be your ordinary drunk man in a bar then?"

Chuck sips his drink and bats his lashes giving him a half assed glance. "Why so interested in what i'm thinking anyways?"

"Because I see your thinking to the point I can almost see your thoughts above your head"

Snorting, Chuck gets a refill. "This is not 'Sims' and it doesn't concern you. I don't know you and you don't know me" Raising a brow he smirks. "Although most people know who I am"

His brown eyes finally look at the man and he almost pauses. Blue eyes stare at him in a cocky way that let him know he was loved by...everyone. Pink lips are in a smirk and his eyes are slightly covered by black bangs. Keeping his cool, Chuck turns back to his drink and sips at it.

A pale hand is infront of him and he can see a very old looking ring on it. "Is it a bad thing that I don't?"

"It must mean you don't have a life" He retorts.

How the hell did this very handsome man not know who he was? He was Chuck Bass for god's sake! Deciding to let this stranger know that, he looks into blue eyes again.

"I'm Chuck Bass" The man's eyes twinkle and he raises a hand to shake the teens.

"Damon Salvatore" Chuck shakes his hand and feels the cool metal of his ring touch his large hand.

The handshake lingers for a bit and it makes him curious. Damon looked like a total ladies man, so why was he so interested in a man like Chuck Bass'.....he may have been eighteen and a senior in high school, but he saw himself as a man more than the 'boys' at school.

"What's got you in an expensive hotel bar on a Thursday night?" It wasn't the weekend and someone like Damon didn't seem like the type to have a job to go to the next morning.

Damon shrugs. "Decided to visit New York again, heard this place had five stars"

Chuck knows there is more but he won't press. The older man is someone he just met after all. "It is an exquisite hotel" Sure it wasn't the Empire, but it was almost the same.

Atleast here he doesn't know anyone but the bartender. Chuck gulps the rest of his drink down deciding he's had enough. As he gets ready to pay, Damon takes out his credit card.

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