Ric Flair Claims Curt Hennig Roofied Him After Wild Night That Left Him Missing Three Rolex Watches

Ric Flair is telling one of the wildest road stories yet from wrestling’s party-heavy era, claiming a night involving Curt Hennig ended with him waking up in Baltimore missing multiple Rolex watches.

During an appearance on The Ariel Helwani Show, Flair went deep into stories from the 1980s and 1990s, describing just how out of control life on the road could get. He compared the fame and chaos of that era to rock stars at their peak. While reflecting on those days, Flair explained just how big the Four Horsemen lifestyle had become at the time.

“I didn’t go to bed in the 80s. I’m not sure I’ve slept yet. Brother, we were the Beatles. Man, Four Horsemen coming in town, ladies and gentlemen, the Marriott Hotel Tonight, 18 to 28, no boyfriends, no husbands. LFG.”

Flair then admitted that nights out with The Undertaker often led to expensive consequences, revealing that he lost several luxury watches during those outings.

“I’ve lost four Rolexes hanging out with The Undertaker, that son of a b––.”

But the wildest story came when Flair claimed Curt Hennig once drugged him during a night out — a situation he says ended with him waking up in Baltimore missing three Rolex watches and trying to piece together what happened.

“Because I used to get drunk with him and then Curt Hennig had roofied me. I woke up one night in Baltimore with two girls. My wallet was gone, my rental was gone, so I’m married, right. Then I go, ‘Okay, girls, what the f––? Where’s my s––?’ They said, ‘You threw your three Rolexes into a bowl of spaghetti last night at Sabatino’s.’ I had 13 of them. Well, what am I gonna do? Call the cops? I’m married.”

Host Ariel Helwani pressed Flair further on the claim that Hennig drugged him, leading Flair to double down and say a similar incident happened during the infamous Plane Ride From Hell in 2002.

“Yeah, he roofied me in the plane ride from hell too, brother.”

Flair even joked that he’d be willing to share more details about the situation — but only if the price was right.

“Hey and Ariel, if you can find enough money, I’ll tell you the whole story.”

Flair also referenced the legal fallout from that infamous flight, which later became the subject of lawsuits and documentaries examining the alleged behavior that took place onboard.

The Plane Ride From Hell happened on May 5, 2002, during a WWE-chartered flight returning from a European tour. The trip became one of the most controversial moments in wrestling history, involving multiple incidents among talent and crew, including a backstage fight between Curt Hennig and Brock Lesnar that nearly ended in disaster mid-flight.

Curt Hennig, best known to fans as Mr. Perfect, passed away on February 10, 2003, at the age of 44. He was released from WWE following the fallout from the Plane Ride From Hell incident.

Flair’s claims adds to the long list of stories tied to wrestling’s wild road era, especially involving high-profile names and infamous moments that fans still talk about decades later.

What do you think about Ric Flair sharing stories like this so many years after they allegedly happened? Should these stories stay in the past, or is it part of wrestling history worth hearing about?