Tony Hinchcliffe shared a wild story involving Ric Flair’s chaotic appearance on Kill Tony, revealing that the WWE Hall of Famer lived up to his legendary party reputation in the most surreal way possible.
During his appearance on What’s Your Story? with Stephanie McMahon, Hinchcliffe recalled Flair inviting him out the day before the show. It started innocently enough—with drinks in the early afternoon—but quickly spiraled into what Hinchcliffe described as a full-on Flair-level bender that included Shane Gillis, Wiz Khalifa, and a group of Southwest Airlines flight attendants. Hinchcliffe admitted he knew trouble was brewing early on.
“We had to have had fifteen, sixteen, seventeen vodka cranberries. I’d be dead by seven p.m., and he goes, ‘I’m getting tired, let’s get out of here.’”
Things only escalated from there. Flair showed up the next day already intoxicated and insisted on walking to the venue with a new entourage.
“He’s like, ‘I’m over at the Hilton. Come walk me over.’ And he’s got these Southwest flight attendants that he just met at the bar, and he wants to bring them to the show.”
That’s when the situation went from wild to absolutely absurd.
“They’re cracking up, having the time of their lives, and one of them goes, ‘Slap my ass again, Ric.’ And he does—the loudest slap you’ve ever heard. Just WHAP. I’m sitting there thinking, ‘Oh my God, this is actually happening.’”
As if that weren’t enough, Flair was reportedly carrying a very risky piece of luggage.
“He keeps saying, ‘I gotta keep this bag with me. I can’t lose this bag.’ And I go, ‘What’s in the bag?’ And he goes, ‘Two hundred thousand dollars cash.’”
Yes, according to Hinchcliffe, Flair was slapping asses on the street while wearing Rolexes, dripping in jewelry, and carrying $200,000 in cash from autograph signings—all the while preparing to appear live on one of comedy’s biggest podcasts.
“It’s the most Ric Flair thing ever. I love him. His legacy is unbelievable. This only helps it.”
Stephanie McMahon couldn’t help but laugh as Tony told the story, even chiming in with her own technique for making slaps louder: cupping your hand for maximum sound.
Flair ultimately made it to the Kill Tony taping, but as Hinchcliffe admitted, it was “up and down” throughout the show. Still, the surreal nature of the night became one of the podcast’s most unforgettable episodes.
Whether you’re a wrestling fan or comedy junkie, this story is a reminder of just how chaotic—and entertaining—real life can get when Ric Flair walks into the room.
Have you ever witnessed a wrestling legend live up to their larger-than-life persona off camera? What would you have done in Tony’s shoes? Drop your reactions and thoughts in the comments below—we want to hear from you.
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December 18, 2025 5:08 pm
