Mike Tyson slept through his one double date with Madonna

Mike Tyson went on a double date with Madonna in the &#039;80s

(Image credit: Jimmy Kimmel Live)

published 5 March 2015

Former heavyweight champ Mike Tyson has always been better at fighting than talking, so Jimmy Kimmel carried a lot of this interview from Wednesday night's Kimmel Live. Still, it's talking, or "shit-talking," on Madonna's new album that brought Tyson on the show, so Kimmel asked him if he'd ever met Madonna before flying out to record a track with her. "Yes, on a couple of occasions," Tyson replied. After a long pause, Kimmel got him to acknowledge that on none of those occasions had he ever "made love to Madonna."

The occasion Tyson talked about, though, was going to see Big Top Pee-Wee with Madonna in the 1980s, along with her then-husband Sean Penn and Tyson's significant other at the time (almost certainly Robin Givens). "That's the craziest double date I ever heard of," Kimmel said. Tyson said he and Penn "fell asleep" in the movie, Tyson acknowledged, but he meant no disrespect to the actor: "We love Pee-Wee, we're a big fan of Pee-Wee. But we were slightly inebriated." You could do that in the '80s, especially if you were Mike Tyson. —Peter Weber

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Peter has worked as a news and culture writer and editor at The Week since the site's launch in 2008. He covers politics, world affairs, religion and cultural currents. His journalism career began as a copy editor at a financial newswire and has included editorial positions at The New York Times Magazine, Facts on File, and Oregon State University.