He claims he and Berry hooked up around the time Berry split with ex husband and former baseball star David Justice in 1997.
Even more striking is Flair's claim Berry is just one of "dozens" of celebrities to take a ride on Space Mountain.
As the man himself once put it: "Space Mountain may be the oldest ride in the park, but it has the longest line".
Social media blew-up when news of The Nature Boy's triumph spread.
The man himself really doesn't seem to realise what the big deal is.
The whole thing came about as the result of a question sent into the show from a fan that most athletes and celebrities would refuse to answer.
Ric Flair is not like most men.
Here's how his interview with co-host Conrad Thompson played out:
Thompson: Alright, Ric, this week's "Ask Naitch" question comes to us from Goober
Dwayne on Twitter. He wants to know, Any celebrity riders of Space Mountain?
Flair: Any celebrity writers?
Thompson: R-i-d-e-r-s.
Flair: Riders? Oh gosh. Several dozen.
Thompson: Are we going to get any names today?
Flair: Do you want me to start with Halle Berry or what?
Thompson: Oh, Halle Berry rode Space Mountain?
Flair: Of course she did. She was in Atlanta and she had just gotten divorced from David Justice.
Thompson: Wait. Are you telling a real story right now?
Flair: Would I have to make up a lie?
Thompson: No. I just didn't know that.
Flair: You never asked me.
Berry is yet to respond to Flair's claim.
The subtle boast quickly saw his name become one of the top trending topics on Twitter in the United States.
The natural reaction from many fans upon seeing Flair as a trending topic was to assume the ageing star had shuffled off this mortal coil.
It might or might not have been a pleasant surprise for Flair fans to realise the legendary entertainer is trending for a very different reasons.
Diamonds are forever, and so is Ric Flair.