01/16/2013 11:55 am ET Updated Dec 06, 2017

Jimmy Fallon Interviews Tim Gunn & Grace Coddington (VIDEOS, POLL)

Jimmy Fallon is seemingly on a one-man campaign to become the official late night BFF of the fashion world. First there was his joint Marc Jacobs and Anna Wintour interview in 2010, arranged to promote Fashion's Night Out. (Marc wore a skirt, of course.) Then this week Jimmy outdid himself with back-to-back interviews with Tim Gunn and Grace Coddington, each promoting their new books.

Now Jimmy Fallon is funny and charming enough to hold his own with any guest, but fashion people pose a particular challenge. Unlike Seth Meyers, who hosted the CFDA Awards, or Chelsea Handler, who boasts a coterie of glamorous friends, Jimmy just ain't that fashionable. So how did he do with his big interviews with Tim and Grace -- and which interview was more awkward? Let's take a look.

Round 1: In which they excessively fawn over each other.

Tim to Jimmy: "You were hilarious last night. Hilarious? Speaking of Superman, you were in Los Angeles last night and you're here tonight -- are you done in?" Yes, Jimmy Fallon is Superman.

Jimmy to Grace: "How gorgeous are you there? Oh my goodness... oh, c'mon now, you're still gorgeous."

Round 2: In which they rub it in that Jimmy's not as glamorous as them.

Tim to Jimmy: "Thank you, it's the book I wanted to write since I was appointed chair of the department of fashion design at Parsons."

Jimmy to Grace: "We met..." And Grace finishes, "... with a sandwich in your mouth. Pastrami."

Round 3: In which Jimmy isn't quite sure how to ask them questions.

Jimmy to Tim: "Now who were, um, what were the hits and misses last night? Who were the hits... I thought everyone looked kinda gorgeous!" We bet Tim would beg to differ, Jimmy.

Jimmy to Grace: "I love your sketches. Now what type of pen do you use?"

Check out the video clips and tell us: whose interview was more awkward?

Watch Jimmy do what he really does best: sing.

Fallon's Best Musical Moments

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