Tuesday, September 30, 2025

Before On Brand And The Tonight Show, Young Jimmy Fallon Was A Calvin Klein Model

Shortly after Fallon stepped into the national spotlight in 1998 as a Featured Player on SNL , he was tapped by Calvin Klein for a series of print ads in which he sat in the foreground of a large explosion, seemingly unaffected and looking sharp. While some of the brand's most famous images show models (or celebrities, such as Bad Bunny ) half-dressed, Fallon was fully clothed in CK, rocking a shirt and tie in one image and a sweater in another.

Check out Jimmy Fallon's Calvin Klein photos in an Instagram throwback post from the On Brand star here , in which he joked, ⁘This was a great year for Calvin Klein.⁘

Reflecting on his campaign in a 2020 interview with longtime pal Drew Barrymore, Fallon mused about Model Jimmy's inner monologue, riffing , ⁘This guy shows up at a party, he's like, 'no problem. I'm just looking at a beautiful sunset...' No. Explosion!⁘

In another conversation with a much more recent face of the brand, Jeremy Allen White, Fallon joked about his own ad again: ⁘I said 'hey, do you want me to wear Calvin Klein underwear?' They said, 'we don't care. It doesn't matter if you're wearing underwear. We're never gonna see.'"

There's ⁘movie star⁘ handsome, and then there's ⁘comedian⁘ handsome. Fallon was happy to fall somewhere in the middle, telling Paper magazine in 2001 , ⁘As a comedian, you don't really think that you're good-looking, so when someone asks you if you'd like to model Calvin Klein, you're like, 'Oh my God, yes — yes, I want the billboard to be right over the Improv.' I wanted people walking in to be like, 'When is it all going to end for that guy? He is the luckiest man on earth.'⁘

His ads weren't just printed in magazines but also distributed on postcards, per the Daily Mail . Fallon told Paper , ⁘when it was all done, no one made fun of me or anything⁘ for doing the shoot. He got to enjoy his time as a model, then go back to making people laugh.

Fallon will bring all of his skill sets to his new gig, On Brand with Jimmy Fallon , premiering on NBC on Tuesday, September 30, at 10/9c after The Voice . In addition to its Tuesday timeslot, a second new episode airs on Friday nights at 8/7c.

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