Just when we didn't think Jimmy Fallon couldn't get cooler after killing it as Sunday's Emmy host, the Late Night cut-up went and one-upped himself for his 300th episode.
First, he braved a sit-down with notoriously chilly "Vogue" editrix Anna Wintour and be-kilted fashion designer Marc Jacobs — while wearing a Jacobs suit, no less — that could have fallen flatter than a runway model's chest. After all, these two aren't your average talk-show guests. But then again, this isn't your average talk show, and the mix of Fallon's charmingly awkward style, anything-goes attitude and unexpected fashion savvy led to lively back-and-forth...
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