Blair knocked tentatively on the door of Chuck's suite. Her stomach was in knots and she took a deep breath when she heard the dead bolt slide open.

"Waldorf, or should I say Cherry, what a pleasure." He said smirking triumphantly.

"I came to say good bye." Blair said curtly. "I thought I at least owed you that." Chuck's mouth fell open in shock. Blair smiled knowing she had caught him off guard.

"So you chose the leather head." He practically snarled. "What can he give you that I can't? The promise of Wal Mart shopping sprees and cheap material. We both know that isn't you."

"I want to see where this takes me." Blair replied. "I'll always love you Chuck but I have to do this for me."

"If you need to go get the pleather out of your system that's your problem. Just don't expect me to be waiting when you realize your mistake." He spat his eyes showing the pain he was in.

"I don't." Blair slowly kissed his cheek. "I love you." She turned and moved towards the door.

Once the door clicked shut Chuck whispered "I love you too." and let a single tear fall down his cheek. He grabbed his phone and barked into it. He was leaving now, he would not spend another minute in this podunk Midwest town.

Blair knocked on Serena's door and waited for her to answer. "B? Chuck just called you're not going back?" Her best friend asked answering the door and rubbing her eyes.

"I need to see where this will take me." Blair replied, pulling a stack of envelopes out of her purse. "Can you do me a favor S? Mail these for me. They're for my parents and step-parents. I love you S." Blair hugged her best friend tightly and turned to leave.

"One more favor." Serena nodded. "Take care of Chuck for me."

"I will I promise."

"Thank you." Blair smiled at her and slid out the door. She took another deep breath and moved towards the elevator. She could imagine the scandal. Blair Waldorf abandons the Upper East Side for poor demon hunter with multiple felony charges who has been reported dead by the authorities. Blair smiled, she always loved a good scandal.

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"So, you like her don't you." Sam asked his brother as they sat on a fence outside of town.

"She's something." Dean replied. "Fire and ice."

"Leather and lace." Sam added chuckling as he remembered Chuck's comments about Dean's wardrobe choices.

"She just got under my skin you know. A girl like that you don't want to lose. Once in a lifetime." Dean stared off into space.

"You sound like Dad when he talked about Mom." Sam whispered quietly.

"I think I might feel like Dad felt about Mom." His brother replied just as softly running a hand through his hair and trying not to think about how much he would miss Blair if she left.

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The door to their motel room was ajar. Both boys tensed and moved cautiously towards the door, hoping that is was only Cas and not Lilith or worse Alistair. Dean entered first and stopped in his tracks. There was Blair sitting on the edge of the bed smiling at him.

"Miss me Mullethead?" She asked. Dean couldn't help but grin at her.

"I thought you left. Dolores said you wrote a bunch of letters and disappeared. I was sure one would be under my door." Sam slowly slipped out of the room and closed the door.

"They were for my parents." Blair explained the smile on her face matching the one on his. "I thought they'd want to know I was okay and that I'd be traveling a lot now."

"Taking a vacation?" He asked still grinning.

"A road trip. Hunting things, saving people, a family business."

"I knew you couldn't resist my charms."

"It wasn't your charms that convinced me." Blair replied giggling as Dean swept her into his arms and kissed her deeply.

"I'm glad you decided to stay or rather go with us." He said resting his forehead against hers.

"Me too." Blair whispered back as they sank into the bed.