The one thing that has remained consistent for one Dan Humphrey throughout the Gossip Girl series is his desire to be a successful writer. But now it seems that being Blair Waldorf’s boyfriend has moved rapidly to the top of his priorities list. 

In Season 5, Episode 22, “Raiders of the Lost Art,” Dan turned down a prestigious fellowship in Italy to spend the summer with Blair (of course he dared not tell her that). But was it the right decision?

After reaffirming their trust in each other, Dan seemed to let his insecurities get the best of him when he discovered Blair was spending the day scheming with Chuck (a fact she fully disclosed). So we can’t help but wonder if he would’ve given up on this major career move had he not seen the two together.

Some might say he had a right to be worried; Chuck and Blair’s connection is undeniable. But Blair stayed honest with Dan all the way ‘til the end of the ep, which gave Dan no real reason to make such a rash decision. If he doesn’t trust Blair, even though she’s proven her commitment to him, then that just might be Dair’s downfall in the end.

What do you think? Should Dan have left and had more faith in his relationship with Blair? Or was he right to put his relationship with the woman he loves first?

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