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Bart knew what his little speech would do to Chuck. He knew that words such as responsibility, sacrifice and faithful, would scare Chuck away from Blair, he knew that by telling Chuck that this holiday would reform him, make him a new man, Chuck would no longer want to go. It wasn't that Bart wasn't proud that his son was beginning to settle down, he was, the problem was who Chuck had picked for this sudden bout of dependability. Bart Bass knew the type of girl that Blair was. He knew that she was the type of girl that would ultimately leave his son heartbroken and aching. Because girls like Blair were actors, they hid behind masks of makeup and hair products because it was easier to be popular and fake than real and ostracized. Bart Bass knew because his first wife had been the same. Hiss first wife, Chuck's mother, was just like Blair, with her perfect brown ringlets and expensive brand clothes. Both were made from lies, fake smiles, powered noses, classy dresses and glittering jewellery.
Bart only ever wanted the best for his son, true, he had a fucked up way of showing it, and even Chuck believed that he was indifferent. But Bart never wanted to see his son hurt, so he taught him the hard way of life; taught him that life wasn't fair and that those we love are those most capable of hurting us. Bart spent the years after his first wife's desertion in a mess of alcohol, womanizing, drugs and work – a trait his son has now grasped. Because as long as you're using people, they can't hurt you, and as long as you're in working, you're too busy to concentrate on pain and memories.
Bart Bass built himself up from the poor lower-class. He forced his name into the elite society, and before long, everyone knew the name 'Bass'. Chuck never had to go through the hardships to be known, that Bart had had to, he never had to be looked at with disdain because of who his father was. But he had other trials to pass. Chuck had the task of trying to find and keep himself in a world were character didn't matter nearly as much as your last name. And if Chuck was to do that with a society girl on his arm, Bart wanted to ensure it was the right type of girl, a girl that in no way resembled Chuck's mother, a girl that was not Blair Waldorf.
Bart Bass had never really liked Blair, not the first time he saw her crying over her broken necklace, nor the second when he met her clinging onto Nathaniel Archibald. But Serena Van der Woodsen? Now there was the type of girl Bart wanted for his son. It was true that Serena was a wild child, she was rebellious and impish and everything that went against the rules of high society, but she was true, and she was kind, and she didn't pretend to be anyone she wasn't. From the first time he'd seen the blonde whirlwind of life, with her black ribbon trailing behind her, Bart had recognised the spirit within her, the desire to be no one but who she was. And he had immediately respected her for that. He had respected Serena Van der Woodsen since she was four years old, and no matter how many indiscretions she had, Bart found his belief and respect for her never wavered, because she didn't pretend she was anyone else.
Bart Bass loved his son, more than anyone else, more than anything else. And no matter how many hearts Chuck broke, how much money he wasted, how many times he came home stoned, or how many women used his sheets, Bart would always remember the young boy, with the chequered scarf, who had come home and admitted that he wanted to be just like his father.
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