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Mike Tyson Put His Petty Feelings Aside on Michael Jackson’s Ask, Reveals He Had “The Best Time” of His Life

Published 03/21/2024, 7:25 AM EDT

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A long time ago, Mike Tyson talked about how he had petty feelings for Michael Jackson back in the day. Boxing legend Mike Tyson revealed a surprising encounter with the late Michael Jackson. Despite their mega-stardom, Tyson admitted feeling snubbed by Jackson after a concert. Bruised ego on full display, Tyson held a grudge for years until Jackson himself intervened.

Jackson’s “bad” wasn’t as bad as Tyson thought. The King of Pop invited Tyson to hang out, a simple gesture that disarmed the ‘Baddest Man on the Planet’. And in his last episode of ‘Hotboxin’ with Mike Tyson’, he talked about how that time spent with him was one of the best moments of his life.

Mike Tyson reveals the turning point of his relationship with Michael Jackson

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In the last episode of Tyson’s podcast, he sat down with the Reggaeton star Nicky Jam, where he reiterated his story about how Michael Jackson couldn’t recognize Mike Tyson. Since that time, Tyson stated that he was quite “petty” with Michael Jackson. However, his feelings went away quickly when he was invited by Michael Jackson on another occasion. He instantly agreed to hang out with the music legend.

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Tyson said, “Listen, I’ve talked to Mike I’ve had pictures with Mike, since then, but I was always petty you know. We took the picture and I didn’t want to talk to him because he hurt my feelings. But one day my friend called me and say hey I’m at Wonderland, I’m in Wonderland with Michael, come on down. I said, No Mike disrespected me, I ain’t coming down there. He said, ‘No Mike asked for you.’ I said, ‘Well I’ll be right down. Really I think he asked for me? I’ll be right down there.‘”

Tyson recalled driving to Las Vegas without any second thoughts. He stated, “I didn’t even fly, I drove there. I was in Vegas, I drove there. Had the best time of my life.” ‘Iron Mike’ also revealed how his perspective towards the Indiana born singer changed drastically.

Mike remembers receiving useful tips

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After hanging out with him that day, his outlook towards the ‘King of Pop’ changed entirely. The pop star, far from being a “f**king idiot” as Tyson initially thought, impressed him with his sharp wit and craftiness. Their unlikely bond deepened. Jackson, a master of seduction according to Tyson, even offered tips on the art of attracting beautiful women.

On the ‘T.I.’s Expeditiously’ podcast, Tyson said, “I thought he was a f**king idiot until I met him that day. I learned to respect him. I knew he was a player.” Furthermore, their bond only grew stronger with time, and ‘Iron’ Mike also mentioned how he saw him at the peak of his career and also at his worst.

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‘Kid Dynamite’ stated that one could learn a lot just by witnessing greatness closely. What are your thoughts about their relationship? Let us know in the comments section.

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Written by:

Chirag Radhyan

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Chirag Radhyan is a senior boxing writer at EssentiallySports. Having authored close to 2K articles, he is a live-coverage specialist, contributing to the detailed reportage of live boxing events ranging from the Jermell Charlo vs Canelo Alvarez bout to Ryan Garcia vs Gervonta Davis. Moreover, his coverage of the off-court drama between Jake Paul and Tommy Fury received widespread appreciation from readers.
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Edited by:

Snigdhaa Jaiswal