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Blair Waldorf Style Season 5

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Amidst the fourth season, the romance between Dan and Blair became a polarizing topic among viewers[49] which also drew significant media interest. Jarett Wieselman of the New York Post applauded the development, feeling that Blair had "more chemistry" with Dan than with Chuck. [55]New York magazine's Chris Rovzar called Blair and Dan's story line "believable", citing their common ground in education and taste. Rovzar further stated, "Since they live in a world where both only seem to have half a dozen real friends (if that), is it so crazy they'd end up together?"[56] An article from The Huffington Post declared that "Dan and Blair together are like Harry Burns and Sally Albright reincarnated — the couple was obviously inspired by When Harry Met Sally. . . . " It further commented that the couple paralleled Pacey and Joey's relationship from Dawson's Creek and concluded that Dan and Blair were "the most inspired storyline and couple of the show". [57]Entertainment Weekly stated that Dan and Blair were like stars in an "updated version of You've Got Mail". [58] Tierney Bricker of E! ranked all 25 Gossip Girl couples placing 'Dair' as the third best couple after Blair and Serena (#1) and 'Chair' (#2). Bricker stated that "[Dan and Blair], out of all the main characters, were the most well-suited for each other. In real life, they would've been 'endgame'. "[59]

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