Marc Jacobs

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Watercooler: Jimmy Fallon's Batting 300

Jimmy Fallon with Yo Gabba Gabba

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... read more

amanda lepore  Dimitrios Kambouris/WireImage.com
winona ryder, marc jacobs Jamie McCarthy/WireImage.com
Rachel Bilson, Marc Jacobs Jeff Vespa/WireImage.com
Marc Jacobs, Mariska Hargitay, Olympus Fashion Week Spring 2006 Dimitrios Kambouris/WireImage.com
more Marc Jacobs photos (4 total photos)
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