Disclaimer: I do not own Gossip Girl, it belongs to the CW, Josh Schwartz, Stephanie Savage, and Cecily von Ziegesar.

A/N: This is an AU fanfiction and the pairing is Chuck/Blair. I hope you enjoy it, reviews are definitely welcome and I really don't mind constructive criticism(: Do you think I should continue this one? Let me know ;)

Summary: Blair and Serena used to be friends in high school, but Blair ruined Serena's reputation causing them to be bitter rivals. Blair is now the owner of Eleanor Waldorf Designs, and Serena is a model. Her mother, Lily van der Woosen married billionaire, Bart Bass, secretly and recently. Serena asks her new step brother, Charles Bass, to seduce and destroy Blair. He reluctantly agrees, but what happens when he starts falling in love with her? When Chuck fails, what will Serena do to get revenge on them both?


Blair Waldorf sat in her office of Waldorf Designs, staring out at the beautiful New York skyline. Sketches were spread out on her neatly organized desk. The blue walls surrounding her were covered in beautiful artwork and posters that advertised Waldorf Designs' new line. The only sound that was audible was the gently music playing on the radio and the soft hum of the air conditioning. A gentle knock on the door broke Blair from her daydream.

"Blair?" A voice rang through; the door slowly creaking open as if it was verifying whether or not to fully open. Jenny Humphrey's blonde head peeked through the doorway. "Serena's here. She doesn't seem too happy and I really don't think she took the news well. She's asking if she can see you."

"Thank you, Jenny," replied Blair, gathering the sketches on her desk. She tapped them on the desk gently to straighten them out and then walked over to her blonde friend. "These are really nice; I think we should use them. Now, send Serena in." Jenny took the sketches from Blair, gave her a reassuring smile, and then left the room.

"Blair!" snapped Serena, as she walked into Blair's office, slamming the door behind her. Blair rolled her eyes, taking a seat in her chair. Serena seemed to glare at her, as if expecting Blair to offer Serena a seat. Blair sighed and gestured to the seat in front of her. "What the hell is this about? You're firing me?!"

"Don't take it personal, Serena, I just don't think our models should be on the cover of Page Six, drunk and disorderly," explained Blair, smirking slightly at Serena. "Our company takes image very seriously and I don't think we want our models to look like the Lindsay Lohan's and Nicole Richie's of the world." Serena frowned, her eyes shooting daggers at Blair's head.

"And I don't think you should be taking this personally! Just because we're not friends, that doesn't mean you can hold a grudge against me, B. I have a job here and you should treat me like a regular employee," snapped Serena angrily. Blair leaned forward a bit, a smile tugging at the corners of her lips.

"Only my friends call me 'B', Serena. And who said anything about taking this personal? I am treating you like a regular employee because if any of our employees did what you did, they'd be fired just as quickly as you. So please, just leave. I've had enough to deal with today." said Blair, standing up and holding her office door open for Serena. Serena scoffed, brushing past Blair and stalked angrily towards the elevator.


Serena slammed the door and walked into the new van der Woodsen-Bass residence. She was upset that her mom married the infamous Bart Bass. She had gotten drunk after finding out and ended up on the front cover of Page Six. Worst of all, she hated Blair. Blair Waldorf always ruined her life. Serena knew that Blair would never understand what she was going through.

"Ah, sis, did I ever tell you how ravishing you look when you're so upset?" said a velvet sexy voice. Chuck Bass. If there was one person that she could hate as much as Blair, it would be him. Chuck Bass took a seat on the couch, gesturing for Serena to sit next to him.

"Eww, Chuck. Boundaries," said Serena, taking a seat on the couch directly in front of the one that Chuck was sitting on. If only he and Blair would meet, they'd be perfect for each other, thought Serena. Suddenly, an idea came to mind. They'd be perfect for each other… "Actually, brother, I have a proposition for you."

"I like where this is headed… Care to explain?" said Chuck, his eyebrows raised. Serena was never one to scheme and when she did, it must've been interesting. Serena smiled, as she leaned back and crossed her legs.

"You know Blair Waldorf?" asked Serena, receiving a nod from Chuck. "Well, I hear that she's a cold-hearted bitch and no one has ever melted the ice queen's heart. Now that we're related, I figure we're there for one another…"

"Okay, S. Get straight to the point. You want me to sleep with her?" asked Chuck, bored at Serena's attempts to make the situation more interesting than it should be. Serena nodded, smiling deviously. "Consider it done, but what's in it for me?"

"Oh, trust me, there's a lot in it for you. She'll be worth it, trust me," said Serena, standing up and heading towards the kitchen. She opened the refrigerator and got herself some vodka. Chuck followed her and leaned against the doorway leading to the kitchen. "I know you like games. She's full of them. I'd be surprised if she does sleep with you. I'm thinking… destruction. Make her fall in love with you and then dump her."

"That's it? Please, I can do that in my sleep," Chuck purred, grabbing a bottle of scotch from the cabinet. Serena laughed slightly, mocking his statement. "She'll be eating from the palm of my hand in no time, sis." Chuck raised the bottle of scotch, proposing a toast. Serena raised her glass of Vodka. The two step siblings toasted… Let the games begin.