Kanye West Met Kim Kardashian on a TV Show You Never Saw

Kanye West and Kim Kardashian’s divorce was finalized on March 2 in Los Angeles court according to the L.A. Timees. The couple began dating in 2012 and married in 2014. Kardashian filed divorce papers in January of 2021. But, in a recent interview, Jimmy Kimmel revealed the couple first met at the taping of a TV pilot as late as 2009.

Kanye West and Kim Kardashian walked their kids in New York City
Kanye West and Kim Kardashian | Robert Kamau/GC Images

Kimmel was a guest on the Basic podcast on May 18. Discussing his career in basic cable, Kimmel discussed a West pilot that never made it to air. Kardashian was a celebrity guest.

When did Kim Kardashian meet Kanye West?

IMDB lists Alligator Boots as a 2009 pilot but Kimmel recalls working on it much earlier. Kimmel was already a producer of Crank Yankers, so got into business with West. West would have invited celebrity guests, like Kardashian, and puppets to perform comedy sketches with him. 

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“It was called Alligator Boots,” Kimmel said on Basic. “Kanye liked Crank Yankers and he sought us out and said he wanted to do a show. We were excited and fans of his and this was a long time ago. This was a full 20 years ago. He wanted to do like a Black Muppet show which I still think is a great idea. We made this show and in fact, he met Kim Kardashian on this show. That’s how they met. Maybe I shouldn’t tell anyone that anymore.”

Kim Kardashian did sketches with Kanye West 

The full pilot for Alligator Boots is not available to view legally online. Some YouTubers have rescued unauthorized clips from the sketch comedy show with puppets. In one, Kardashian wears a Slave Leia costume in a scene with West as a storm trooper. Even if IMDB’s 2009 date is correct, that was three years before they officially started dating. She would marry and divorce Kris Humphries since then. 

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“It was a funny show, could’ve been better,” Kimmel admits. “If we did it again, it would be great. It was fun working with Kanye. He was a lot of fun, he was really into it, he was super cool, very friendly. He flew Southwest out to my partner Daniel Kellison’s wedding in Austin, TX, he took pictures with everybody, he was great.”

The reason ‘Alligator Boots’ is offline

Kimmel and his company, Jackhole Industries, developed Alligator Boots for Comedy Central, where Crank Yankers, The Man Show and Win Ben Stein’s Money also aired. At one time, Kimmel said, the full pilot made it onto YouTube. But, once the network discovered that, they ordered it pulled down. 

“The lawyers did their best to get it off of YouTube,” Kimmel said. “There are some little pieces of it on YouTube but not the whole show.”

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