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Functionality is the No. 1 thing I look for in a bag. Also, I gotta look cool — I'm in the airport all the time — but my bags are pretty understated. They're not $60,000 crocodile skin bags that are asking people to steal from you.
Backpacks are actually amazing; mine is a Valentino Camo backpack ($1,995). It's perfect for literally running through airports. It fits a laptop and dopp kit and has an external pouch — plus, it looks kinda cool. I firmly believe backpacks are better for your back.
My favorite carry-on is a leather Tom Ford bag ($4,690). It's my ultimate man bag. This thing is indestructible, and I can throw it over my shoulder. Even though it costs more than my first car, I've had it for three years now and it's my go-to. This bag is a part of me; I've even asked people at Tom Ford to locate it in the archives, but they don't have any more.
I tried other duffles over the years, but they get really messy inside. The Tom Ford one has this extra-large inside pocket that I put my passport wallet in for easy access. I have anxiety attacks when it's too full and you look like a crazy person pulling out everything in your bag to find something at the bottom.
—As told to Cam Wolf