Title: Five Times Blair Bailed Chuck Out of Jail (and One Time She Didn't) [2/6]

Author: Diamondinsanity/karmawiccan

Rating: PG-13/T

Pairing: Chuck/Blair, Blair/Nate

Word count: 3191

Spoilers: None

Timeline: Pre-series/sophomore year

Summary: Five times Blair bailed Chuck out of jail and one time they both needed to be bailed out of jail.

Notes: Follows part 1. And yes, I realize that two weeks is a short time to be arrested twice, but really? He's Chuck Bass. I'm surprised that he doesn't get arrested on the show as much as he probably should…

Two weeks passed by without any middle of the night phone calls from Chuck Bass. School was in full swing, and Nate was kind of back to normal. He still hadn't mentioned anything about the Gossip Girl blast, which bothered Blair slightly. Shouldn't he care that she'd been at Chuck's suite at two in the morning or that she'd spent the night? He'd been acting so odd ever since Serena ran off to boarding school without saying a word.

Although she was glad that she hadn't had to put up with any of Chuck's bullshit these past two weeks, she did miss him. It was boring without him hanging around her, but they hadn't been speaking since she left the Palace that morning. He was upset that Gossip Girl caught him wearing jeans, and Blair was still upset that he had been with Georgina. She just couldn't figure out why her best friends kept spending their time with that whore. So until he had a good reason to explain why he'd been hanging out with Georgina, she was not speaking to him. And he informed her that he was not speaking to her until she sent a retraction to Gossip Girl stating that he was only wearing jeans because she'd made him wear them, which frankly in Blair's opinion would just make the rumors about their 'relationship' worse.

So she was completely surprised when Nelly's "Hot in Here" began playing -- A ring tone Chuck had placed on her phone for him without warning her he'd done it until he'd purposely called her on the steps one day at lunch just to watch her reaction; she hadn't bothered to change it since then. She stared at her phone in complete confusion as she tried to figure out why Chuck would be calling now. It was ten thirty at night on a Thursday. Normal people were getting ready for bed. Not calling their estranged best friend. So she just listened to his ring tone.

"It's getting hot in here. So hot. So take off all your clothes. I am getting so hot. I wanna take my clothes off."

Even though she had decided not to answer the phone, she just kept staring at it. A sigh instinctively escaped her lips when it stopped ringing. Impatiently she waited to hear the familiar ding that informed her of a new voice mail, but it never came. Instead her phone started ringing again. She swore under her breath before snapping it open.

"What!" She all but yelled.

Instead of hearing him scream back at her, he just started laughing on the other line. "Bllllllllair. Blair, Blair, Blair."

She stared incredulously at her phone. "Chuck Bass, are you drunk on a Thursday night?" She hissed into the phone, unable to believe him. Who got drunk on a school night?

He laughed again—a harsh uncharacteristic laugh that sounded completely foreign to her. That was not what Chuck Bass was supposed to sound like. "Drunk is such a harsh word, B. I prefer…" He paused as he tried to figure out what word it was that he preferred. "I prefer buzzed."

Suddenly Blair had the familiar 'I'm going to kill Chuck Bass' feeling wash over her. "How much have you had to drink and where is the whore that is supposed to be taking care of you?" She asked, the question sounding a little harsher than she meant for it to.

"I sent her home. She was booooooooring." He laughed again, and then there was a loud crash.

Blair's grip on her phone tightened. "Chuck! What was that?" She asked, unable to hide her sudden worry. He was always worse than Serena when he was truly drunk, which was a rare occasion. Normally he knew when to stop. She didn't know why he'd just let himself go like this.

Another laugh. "It's alright. The ground just tripped me but the trash cans broke my fall." There was another crash. "But now they're in the street."

Blair was already stripping out of her nightdress and into the dress she'd worn earlier that day. "Chuck, where are you? I'm coming to get you."

There was silence for a moment as he tried to figure out where the hell he was. "I'm…" He laughed again. "I'm not sure where I am, but I'm not in Queens this time I can tell you that." There was another laugh followed by a loud crash.

"Chuck! Stop throwing things!" Blair all but screamed into the phone. "What are you near? What stores?"

Another crash. One that sounded a lot like glass breaking. "I'm still by the bar I was at." He said before swearing loudly as the sound of breaking glass slipped across the line again.

Blair grabbed her purse and was throwing her heels on. "Okay, what bar?"

But she never did find out. That was when she heard the sirens, and Chuck's "Oh shit…"

She blanched. "Chuck! What's going on?"

There was a sound of a door slamming.

"I think I'm being arrested."

The line went dead.

"What do you mean you're being arrested!!!!" She screamed into the phone even though she knew he couldn't hear her. God, this was just what she needed to happen tonight. Frustrated, she screamed, and threw her cell phone into the wall.

The door to her room slowly opened. "Blair-bear? What's wrong?"

Blair immediately spun around and threw herself into her father's arms. "I think Chuck just got arrested." She couldn't help the words that immediately spilled out of her mouth. When it came to her father, she just instinctively wanted him to make everything better. She wasn't sure how he'd react to the fact that Chuck had been arrested, but then again it was Chuck Bass…

Harold pulled away for a moment and studied his daughter curiously for a moment. "What do you mean you think he got arrested?" He asked in complete confusion, closing the door so Eleanor couldn't hear what they were talking about. They both knew very well that Eleanor didn't approve of Blair having any form of communication with the younger Bass, and knowing he'd been arrested would not help Blair's argument that he wasn't that bad.

"I was on the phone with him when they police showed up..." She said slowly, not sure where her father was going with this. "His dad is in California…" She threw out, not sure if that would be important to whatever it was that was going through her father's mind.

Her father merely pulled out his cell phone, waving a hand as if to dismiss his daughter's comment about Bart. "Do you know where he was?"

She thought for a moment. "Knowing him? Probably midtown." She couldn't hide the disgust from her voice.

Harold nodded. "Stay here." Was all her said before disappearing from her room.

Xoxo

Although Blair trusted her father to fix everything, the next hour and a half was the most painful hour and a half of her life. She hated not being in control almost more than she hated the fact that she hadn't physically been there when he was arrested. Being on the phone with him and knowing what was going to happen was one of the worst things she'd ever experienced. There was nothing like being completely useless to make you feel completely awful.

It was around midnight when her bedroom door finally opened, and Harold poked his head into his daughter's room. "I found out where he is, and they're letting us pick him up now instead of having to get him from the 'drunk tank' in five hours. Luckily he trashed one of his father's properties. So there won't be any charges pressed against him." He said, still sounding cheery. "So let's go get him before your mother wakes up and figures out what we're up to."

Blair was suddenly all too aware of the fact of how much she loved her father. She'd barely needed to explain the situation, and he'd figured it out in under two hours. Suddenly she saw where she got it from. She could only nod at her father before sneaking out of the penthouse with him.

"Did you and Nate break up?" He suddenly asked once they were in the town car, and heading to whatever precinct it was that Chuck was at.

She shook her head, and continued to stare out the window. "No, daddy. Why do you ask?"

Harold gave a low chuckle. "Just be careful with him, Blair-bear. I know he's been taking care of you since kindergarten-"

"He has not!" Blair all but screamed, sounding disgusted. "No one has been taking care of me. I take care of myself." Even as she said it, she had very distinct memories of elementary school flash through her mind. Like Hazel's dress being cut during a school assembly, and Serena magically getting food poisoning right before the class play in sixth grade, causing Blair, as the understudy, to have to play the part she'd memorized weeks before. Even the past couple of weeks that had propelled her to the queen of Constance popped through her mind. He really had been taking care of things for Blair since childhood, and it amazed her that her father noticed the things she didn't.

Her father patted her arm. "Just be careful. Things like this always get out of control. Especially with boys like Charles." He smiled warmly at her. "Just make sure you know what you're getting into."

As she stepped out of the town car, she couldn't help but to tell herself that she wasn't getting into anything; she was only getting Chuck out of a jam. After all, he'd do the same for her.

When they walked inside the precinct her eyes widened in horror when she saw the officer from the Queen's station. She immediately stalked over to the counter, leaving her father in the dust. "I thought you worked in Queens." She said dangerously low.

He laughed. "I was filling in over there." He glanced down at something before looking back up at Blair and grinning. "Let me guess. You're here to pick up Casanova again."

"Again?" Harold said as he appeared at Blair's shoulder.

She blushed as she stepped aside to let Harold pay the bail. "This may have happened a time or two before…" She admitted, not looking at her father.

"Bass!" She could hear faintly in the background a couple of minutes later. "Your girlfriend's here again!"

Blair could feel her father's eyes on her. She had the sudden urge to want to curl up and die. She also had the urge to lean against the counter again and try to hear what Chuck's reaction had been, but since her father was with her, she resisted that urge.

"Blair. We have. To stop. Meeting. Like this." Chuck drunkenly announced before stumbling over to her, wrapping his arms around her waist to keep from completely toppling over. In the process he nearly knocked her over. Instead of apologizing, he just laughed his drunken laugh again.

She wrinkled her nose at him. "You smell like a bar." She announced in disgust as she wrapped an arm around his waist and tried to get him to move towards the door. When he didn't move she looked helplessly at her father.

"Come along, Charles." Harold wrapped an arm around Chuck's shoulders and began steering him towards the door.

Chuck laughed when he realized who it was. "Mr. Waldorf!" He announced loudly and happily. "You. Have a beautiful daughter, sir. I don't know. What I'd do. Without Blair." He laughed his drunken laugh again.

Blair wanted to curl up and die. Especially when she walked past the officer from Queens, who merely grinned at her and said, "I thought he'd be your ex-boyfriend by now."

The car ride was the longest car ride of her life, and yet Blair was amused the entire time. She wasn't sure what was more entertaining: Chuck sticking his head out the window and screaming at the women on the street, or Chuck attempting to have a conversation with her father when he could barely talk. Still, although Chuck was entertaining, her father stared at her the entire time, and she couldn't help but feel like she'd been the one that committed the crime tonight.

She was completely surprised when they pulled up in front of their building. "Aren't we taking him to the Palace?" She asked her father in complete confusion as he started pulling Chuck out of the car.

Harold stared at her. "Like this?" He asked as he waved off the driver's help. "Let's get him upstairs."

Blair didn't know what to say to her father. She knew even less of what to say when they carried him to her room. Her father had just given her permission to hide Chuck Bass in her bedroom. Obviously, she had the most trusting father in the world.

Chuck glanced around the room, his hand on her desk to keep himself up right. "So that's your bed, huh?" He asked with a smirk, still capable of being pervy in his very drunken state.

"I should have ignored the phone calls…" She mumbled under her breath as she tried to figure out what she was going to do with him.

Before she could think of anything, Chuck suddenly disappeared into her bathroom and she heard him throwing up. It was odd to her to have someone other than her throwing up in her bathroom, and she wasn't sure how she felt about it. She didn't like just how similar she and Chuck were becoming in her mind.

She paced for about fifteen minutes before finally opening the bathroom door. A hand immediately went to her lips to stifle her laugh. There was the infamous Chuck Bass, lying on the floor of her bathroom with one of her very frilly towels pressed against his face. In the dark.

Rolling her eyes, she flipped the lights on and knelt down on the floor next to him. "Chuck?" She asked curiously as she pulled the towel away.

He groaned and looked up at her. "I think I shouldn't have had that last shot." He admitted sheepishly.

"Or maybe you shouldn't have had the last five shots you took." Blair offered as she pulled him up into a sitting position. "You're not going to throw up again, are you?"

He shook his head before flopping right back down onto the bathroom floor. "No. I think I'll sleep here though." He made a whiny sound. "I don't want to move."

Blair rolled her eyes at him as she let go of his arm. "And that's why you shouldn't drink on a Thursday."

Her towel hit her in the arm. "Why are you helping me?" He asked suddenly.

She shrugged. "You'd do the same for me."

Chuck laughed his drunk laugh again. "That's why I love you, Waldorf."

Suddenly Blair felt like she was the very drunk one. She was fairly certain she'd never heard Chuck use the 'L' word to describe anything in life. Oh yes, she knew she shouldn't have answered her phone tonight. "Wh-what did you say?" She stuttered out.

Drunk Chuck laughed again. "If I could love anyone in the world, it would be you."

She just stared at his drunk form as his eyes closed. "Why?" She whispered out, not knowing how she felt about this very drunk Chuck and the things he was telling her.

"You're just like me."

And then he passed out.

Xoxo

The first thing Blair was aware of when she awoke that morning was the arm sprawled across her stomach—the very male arm resting on her stomach. She blinked for a moment as she drowsily tried to remember why she was in her bed with a man. Then she remembered bailing Chuck Bass out of jail. Again. And the long night of taking care of his drunk ass.

Although he'd said he wasn't going to throw up again, he'd thrown up three more times throughout the night, and for some reason, she'd taken care of him. It was strange seeing Chuck so incapacitated that he needed to be taken care of, and that was the only reason she'd let him sleep in her bed with her. Well, that and it was easier to check on him, and he was too heavy to move to the floor.

She was contemplating how to wake him up and get him off her bed nicely when she suddenly felt his arm move. Sighing in relief, she sat up to make sure that he was okay.

"Waldorf?" Chuck asked in complete and utter confusion as he sat up and glanced around the room. "Am I in your bed?"

Blair groaned at his pervy smile, and knocked his arm the rest of the way off her stomach. "Yes, and trust me it won't happen again." She shot him a sickly sweet smile. "And I won't be bailing you of jail again, either."

He blinked for a moment as he studied her. "That was you, wasn't it…" He sounded thoughtful. "Was your father there?"

She couldn't hide her gleeful smile. "Yes." She said sweetly. "You confessed your undying love of me to him."

Chuck choked. "I'm sorry- What?" He stared at her in wide-eyed horror.

Blair giggled. "You're too easy sometimes."

He groaned and lay back on the bed, pulling one of her pillows over his face. "What time is it?" He muffled out.

"Just after nine. Daddy called the school and got us both out of class." Suddenly feeling exhausted again, she laid back down. "You can go home now, and that's not a suggestion."

A Chuck-like laugh escaped from underneath her pillow. "That requires moving, and your bed is comfortable." He paused for a moment. "Although, I do plan on testing out your bed later."

"You're disgusting." She announced with a half-hearted smack, too tired to actually argue with him that much. After all, she had spent the past eight hours taking care of his drunk ass.

Blair was so tired that she just let herself fall asleep again next to Chuck, and she was so tired that she didn't complain when Chuck's arm sprawled across her waist again. She was so tired that she actually snuggled against him and let the sound of his breathing lull her back to sleep.

She never saw the Gossip Girl blast that read:

Spotted: B and C both missing from classes today. Could it have anything to do with B leading C to her place at one in the morning? I wonder what N thinks now…

And she never saw Nate come to the penthouse during lunch to check on her. She also didn't wake up to the picture Nate took of Blair asleep in Chuck's arms. And she thought that Nate didn't care about the Gossip Girl postings about her and Chuck. Unfortunately Blair was going to learn the hard way what her father meant when he'd warned her about getting herself involved in Chuck's world.