Title: Colluded Individuals
Author:
fading_tales
Pairing: Chuck/Blair
Disclaimer: I do not own Gossip Girl or any characters, they belong to the CW and Cecily von Ziegesar.
Rating: PG-13 ~ T
Summary: What do you have when you get Chuck Bass and Blair Waldorf lurking around in a dark alley way? Trouble.Takes place after 2x08, AU.

A/N: This little scene has been playing itself in my head for the longest time and finally I had the muse to inspire me to write it out. I don't know how long yet I'm planning this fic to be, probably not as long as SDB. Let me know what you guys think of it so far! Please read and review! 3

Chapter One

Blair Waldorf has been known to stick her nose in places where it doesn't belong. This inquisitive compulsion is what made her queen in the first place. So when Blair goes snooping for some dirt on a rival bitch, and instead finds New York's resident billionaire playboy Chuck Bass lurking in the shadows of some dark alley instead of the trendy hip clubs he is usually spotted in, her interest is definitely piqued.

For a moment she considers her options. She could go on her merry way and pretend to have not witness another Bass crime in the making or… follow the white rabbit into whatever hellish hole it leads and go join the Basstard in his devious venture. She didn't really have to think all that long before tip-toeing as quietly as she could physically manage in her sky high Manolos and sneaking up behind said Basstard.

Her efforts go unappreciated when she stumbles from a crack on the dirty broken concrete and Chuck notices her. He narrows his eyes as she drops all pretenses of being incognito and instead purposefully struts her way to his side.

"Who would have guessed that Chuck Bass would be living a double life? Sleazy cocky asshole by day, sleazy cocky asshole with a trench coat by night," She says it with a smug smirk that reaches her eyes.

"And who would have guessed that Blair Waldorf was a scheming, manipulative, self-serving bitch? Oh wait, that would be everyone."

"Takes one to know one," she says in a sing-song voice.

He watches her as she prances about the alley, scrunching her nose at a pile of cardboard boxes and other various trash items in one corner.

"What is it that you're doing anyways? Is being a billionaire's son just too boring? I never would have pictured you'd have business in some dinky little alley in Midtown."

"The question should be what the hell are you doing here, Waldorf?" He sighs. "Don't you have some petty UES rival bitch to destroy?"

"Precisely. I was gathering intel on that Montgomery skank from the Spence varsity volleyball team, when who is it but the one and only Chuck Bass hiding in the shadows that attracted my attention."

"Are you sure it was my hiding in the shadows that attracted your attention?" he asks smarmily.

She merely rolls her eyes at his comment; it's almost a conditioned response by now.

"Volleyball… I've always wondered why you never tried out. What with those lovely mile long legs of yours and those tight little shorts…" he emphasizes the words with a suggestive glance down towards her aforementioned lovely pair of legs. "There'd be a reason to actually go to gym class."

"You disgust me."

"And yet you're still here," Chuck says with a genuine Bass smile.

They were still playing at a mockery of a relationship. Pining glances and flirty remarks that only results in the both of them going home alone at the end of the day.

"So what did the short shorts wearing volleyball 'skank' do to you anyways?"

"The bitch thought she could wear the same dress as me at the Black and White fundraiser for pandas at the zoo."

"Seriously, Blair? There's got to be something more to it than that. You don't even like pandas."

"Pandas are bears! People think they're all cute and cuddly, but those things have claws and teeth!"

"Very much like someone I know."

"And what exactly would you know? You weren't even at that fundraiser. Probably too busy being a vigilante or whatever it is you're doing as of late."

She sounds a little accusatory with that line and so he answers with a cocked eyebrow.

"I assure you I'm not doing any masked-avenger-ing"

"Say what you will. I would have thought you'd be at least a bit cleverer with your disguise."

"I was going for hiding in plain sight."

"A difficult feat to accomplish when one is dressed like Inspector Gadget."

Despite the insults, they're both smiling.

"The next time I go snooping around dark alleys, I'll be sure to call you first and have you pick out my wardrobe."

"That's the first clever thing I've heard you say all day," she says with a satisfied smile.

"So, are you going to tell me what you're doing here anytime soon?"

He sighs, but gives in to her relentless prodding. "My father is trying to acquire a new building and that," he gestures to middle aged man standing across the street, "is the owner of said building who's waiting to meet up with his drug dealer."

"So…"

"So… I get some blackmail material that will convince the good fellow to expedite the deal-"

"And papa Bass will pat you on the head? Is this what you've been ditching a week's worth of class for?" Blair finishes.

He's face turns severe and she immediately regrets her words. Nevertheless, Blair had always harbored a sort of resentment towards the older Bass for his maltreatment of his son.

"This is why I didn't tell you anything."

"Look, Chuck. I get it that you want your father's approval, but you have to realize that sometimes it's just a lost cause."

"Says the girl with mommy issues."

Blair bites back the sting of his remark since she was the one that dealt the first blow.

"I just think you're wasting your time, trying to help him out and in the end he's going to just disappoint you."

"Well, I didn't ask for your opinion, so why don't you go back to pathetically hanging on to that meaningless social throne of yours and leave me alone?"

Lines have been drawn and they've both crossed them. He doesn't look at her, but he can feel her stare boring holes in the back of his head. Stubborn fools they are. The sounds of her heels angrily clacking against the asphalt fades away and he begins his internal torment.