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imply better together than apart. And even when they’re not together, there’s still a connection there. Nobody else ever stands a chance. It doesn’t matter if they’re scheming together or against each other, passionately in love or at war with each other – these two have overcome so much together that we know that no matter how many games these two play with each other, the result will always be the same: Blair + Chuck = Endgame. So just because they’re apart for now, doesn’t concern fans because it’s not about the battle, but rather the war. After all, if two people are meant to be together, eventually they’ll find their way back.

Classic Shipper Moment:
While we enjoy the games these two play, when they have heartfelt and honest moments, but are they raw! These two have hurt each other so many times, that it’s understandable that they might be hesitant to jump back into things. After all, there are only so many times your heart can break. But taking chances and putting themselves out there has always resulted in some pretty amazing moments for these two  

Blair: I heard what you said...three one syllable words that under the circumstances, you may or may not have meant.
Chuck: Do you want me to have meant them? Blair:

If they were true I would want to know.

Chuck: I meant it Blair, with all my heart... Are you going to say something?

Blair: I will...I mean...I do.  

Chuck: You realize we can’t have everything. Anne won’t be the only person who might think you’re weak for forgiving me. Blair: And you won’t build a business based on being New York’s bad boy bachelor. Chuck: I understand the consequences. Are you willing to pay them?...What do you say we go up in flames together?

- Blair and Chuck in 4x09: The Witches of Bushwick