Dan (Penn Badgley) and Blair (Leighton Meester), Gossip Girl
Of all the plot devices the writers used to keep Blair away from Chuck, this was by far the worst. Sure, B and Lonely Boy always shared a certain spark, but they worked best as frenemies from opposite worlds only forced together by Serena. After years of both making their distaste for the other well known, putting them together was like going against the natural order.
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