On one unforgettable night in 2003, Ric Flair stepped out of Triple H’s shadow and reminded WWE fans why he’s called The Nature Boy. This wasn’t just another match—it was storytelling magic compressed into a single episode of Monday Night Raw. Even as a 54-year-old, this flash-in-the-pan scenario with Triple H showed WWE fans precisely who the real Nature Boy Ric Flair was!
Ric Flair and Triple H delivered one of WWE’s most iconic single-night storylines on May 19, 2003, during Monday Night Raw. Photo Credit: WWE. Artwork by Pro Wrestling Stories.
Equally, vivid memories of Flair’s time leading the Four Horseman and the magical retirement angle with Shawn Michaels at WrestleMania 24 spring to thought.
But what often gets overlooked is the brief but impactful storyline Ric Flair and Triple H had in 2003.
An Often Overlooked Storyline: Triple H Chooses Ric Flair
Ric Flair applies his signature Figure-Four Leglock on Triple H during their memorable WWE Championship clash on Raw on May 19th, 2003. Photo Credit: WWE.
With so many career highs and standout moments, a truly great (albeit short) story can sometimes get overlooked. A storyline between Ric Flair and Triple H started in the opening segment of May 19th, 2003’s episode of Monday Night Raw.
Just as quickly as it began, it virtually concluded in the same show’s main event.
Here we look back on that night Ric Flair walked that aisle once again to challenge Triple H for the World Heavyweight Title.
The Nature Boy Finds His Swagger Again in “Flair Country”
Ric Flair reflects before his match against Triple H in ‘Flair Country,’ Greenville, South Carolina. Photo Credit: WWE.
We start, quite fittingly, in “Flair Country.” This 2003 episode of Monday Night Raw emanated from Greenville, South Carolina, the site of many great Flair and Horseman moments of yesteryear.
One day removed from the WWE Judgement Day pay-per-view of that year, the show opened with Stone Cold Steve Austin operating as the Co-General Manager of the Red brand. After spending some time recapping the previous evening’s exploits, Steve Austin introduced World Champion Triple H and his aide Ric Flair to the ring.
Not amused by how Triple H retained his title the previous evening, Austin declared that Triple H would wrestle that evening. Further to the champion’s protests, Austin states that he will be defending his world title in that contest.
After more discussion on the topic, Stone Cold declared he had sympathy for the “beat up” champion and will allow him to pick his opponent with one stipulation: any challenger he decides upon must be a former world champion. Austin even goes as far as to list some available options for Triple H. These include Kane, Chris Jericho, the previous night’s opponent Kevin Nash, and long-term adversary Shawn Michaels.
Interestingly, even in 2003, the mention of “The Heartbreak Kid” is receiving the loudest and most exciting crowd reaction of those listed.
Ever the strategist, Triple H declares he will indeed wrestle a former world champion. He explains further that he will fight “the greatest former world champion,” naming a shocked Ric Flair as his challenger for later in the show. With that one declaration, possibly the best one-show storyline in the history of Monday Night Raw began.
Ric Flair vs. Triple H: A One-Show-Only Match to Remember
Triple H was the King of Sports Entertainment in 2003. Photo Credit: WWE.
To appreciate further how excellent this angle was, we need to look back at that time with a little more detail.
At this point in 2003, Triple H was very much the King of Sports Entertainment. With Steve Austin now retired from in-ring action, The Rock working part-time in Hollywood, and relative newcomer Bill Goldberg struggling to find his feet, the main event scene on Monday Night Raw was quite sparse.
The Scott Steiner experiment that started a mere six months prior had already got abandoned as “Big Poppa Pump” found himself slipping down the card. Shawn Michaels had spent most of his time returning in August 2002 feuding with Triple H, and there were no real options left for further matches between the two.
The current number one contender was a recently returned Kevin Nash. Still, doubts remained over Nash’s ability to connect with the crowd in a fan-favorite role, as well as concerns over the former nWo member’s injury record. With so few options available, Triple H was seen as “The Man” on Monday nights, and the possibility of him losing the world title very distant indeed.
On the other hand, Ric Flair was not carrying a similar lofty status but rather the world champion’s bags. Despite being recognized as one of the greatest to ever step into the wrestling ring, it seemed that Flair’s swagger and confidence of previous decades had deserted him. At 54 years of age, no one could reasonably expect “The Nature Boy” of 1989 in the ring, but that was not the issue.
The concern with Ric Flair at this time was his on-screen and off-screen demeanor. Gone was the brash confidence of the limousine riding son of a gun, replaced by standing almost statuesque alongside Helmsley. Involved in angles, yes, appearing at the top of the show each week, yes, but still very much in Triple H’s muscular shadow.
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Flair’s Lack of Confidence at the Time
Ric Flair struggled with self-confidence during this period, but his journey back to form was supported by his ally, Triple H. Photo Credit: WWE.
Ric Flair himself has often spoken about this time in his career and the lack of self-confidence he had, most recently on the WWE Network’s excellent “Ruthless Aggression” series.
In this series, Flair explained that Triple H helped him out of this down period, both on and off-screen. The two distant points these characters were at in their careers back in 2003 just added to the intrigue and story played out on that May edition of Raw.
Later in the show, we see Ric Flair and Triple H entering the locker room backstage. An excited Flair explains how much this opportunity means to him and attempts to thank the world champion. Triple H explains that he has not chosen Ric Flair because “he is Ric Flair,” but instead because he expects his ally to lie down for him.
Describing how beat up he was after the previous evening’s match against Kevin Nash, Hunter explains how his choosing of Flair was to stick it to Austin. The plan was after talking a little trash to each other in the ring, Ric would lie down, accept the pin, and the pair can effectively have the night off.
In the first hint towards what was coming that night, the Greenville live crowd booed this, and Ric Flair looked disappointed at what Triple H expected him to do.
The Nature Boy Takes on Words from Shawn Michaels
Shawn Michaels offers heartfelt advice to Ric Flair backstage, reminding him of his legendary status and urging him to rise to the occasion. Photo Credit: WWE.
A short while later on the show, we see Ric Flair backstage again as Shawn Michaels approaches him.
In a beautiful example of the real-life respect Michaels has for Flair, a visibly emotional Ric listens as “HBK” explains that Flair inspired him as a youngster, and he has been trying for 15 years to reach the highs that “The Nature Boy” had in his career.
As Michaels explains to Flair, he cannot just go out there and lie down, and the Greenville crowd reacted once again towards the supposed heel Nature Boy.
As the watching fans are still unsure of Ric’s intent at this stage, we cut to Flair backstage once again. The ever-irrepressible Jim Ross, on commentary, declares, “I think Flair’s feeling it, King!” as “Slick Ric” stands before a mirror in full Nature Boy garb.
Still looking a little emotional, Flair poses and “WOOOO!”s in typically extravagant style before turning to leave the room as the live crowd cheers.
Triple H: “I’m Not Going To Lie Down For Anyone”
Ric Flair confronts Triple H backstage, declaring his intention to give his all in their World Heavyweight Championship match. Photo Credit: WWE.
Eventually, we see Ric Flair approaching a very relaxed-looking Triple H in the trainer’s room.
Hunter sat chuckling at Freddie Blassie’s book, which he was reading (a highly recommended book), seems surprised by Flair wanting to speak with him. In your author’s opinion, what follows is one of the best promos of this era on WWE television.
Again, blurring the lines between the story they are trying to tell on this night and the real-life feelings of the players involved, Flair starts explaining how Hunter helped him get back on his feet while experiencing his crash in confidence months previously.
With each sentence “The Nature Boy” delivered, you can see the Ric Flair of old returning more and more. Declaring he wants to see if he can still compete with the best, Flair makes sure Helmsley knows he is not going to lie down for anyone.
If you decide to re-watch one thing from this episode of Monday Night Raw (which I highly recommend you do), the obvious choice is the match to come. However, this verbal performance by Flair is a very close second.
Referencing his issues and how Triple H helped get him back on his feet, he builds to a crescendo in a way only Ric Flair can. Even the most non-believing fans may have started to think for a fleeting moment, “Perhaps Flair might be able to pull off the unthinkable?”
The Match: Does Ric Flair Pull Off The Upset?
Ric Flair locks in his signature Figure-Four Leglock on Triple H, reigniting hope among the Greenville crowd during their title match. Photo Credit: WWE.
The match itself between Ric Flair and Triple H is everything you could wish it to be. Flair’s entrance is greeted by an excitable South Carolina crowd, daring to believe that their aging hero could possibly have one last big win in him.
This is not a Ric Flair lacking confidence, but rather “The Nature Boy” in all his glory as he saunters to the ring in his glorious robe and requests for the referee to hold the ropes open for him.
On commentary again, Jim Ross provides the perfect soundtrack as he declares, “Flair has his game face on,” and stands to watch the former champion make his way to the ring.
During the match, we get treated to all the old Flair tricks; The fake handshake offer, a thumb to the eye, a low blow, and of course, the Figure Four Leglock.
In a hugely entertaining ten minutes, Flair and his younger foe put on a great contest. The Greenville crowd lapped it up and even thought at one point Flair had the three count on one very close near fall.
Ric Flair and Triple H Bring it Back to the ’80s
Ric Flair and Triple H. Photo Credit: WWE.
This was not just the Flair show, however. Triple H was fantastic throughout, selling his injuries from the night before and making Ric’s offense look as good as it did in the 1980s.
And to add to the soundtrack of this exceptional moment, J.R. was incredible on commentary. His enthusiasm and sports metaphors backing Ric Flair helped make the match even better — only one example from the hundreds available of why Jim Ross is the voice of wrestling.
Despite all this, the outcome was fairly standard for world title matches of this era as Triple H hit the pedigree and pinned his challenger. Despite the pedestrian finish to this match, WWE showed an ability to create excitement and build emotional investment quickly.
Aftermath of a One-Night Classic
The Ric Flair and Triple H storyline on May 19, 2003’s edition of WWE Monday Night Raw was one of the best one-day storylines in the history of the business. Photo Credit: WWE.
An often-heard criticism is that there is a considerable absence of long-term storytelling in modern wrestling. However, this brilliant tale shows that maybe the long term is not always a link to being better.
Starting in the opening segment of Raw and finishing in the show’s main event, this well-told underdog tale only spanned 90 minutes of the episode.
What Happened The Following Week?
The fallout from the one-night storyline saw Ric Flair realigning with Triple H and the formation of Evolution. Photo Credit: WWE.
The story told by Ric Flair and Triple H, with the brilliant supporting roles of Shawn Michaels and Jim Ross, made for great television. However, as Raw went off the air that night, the show continued after the live broadcast ended.
As Flair stood in the ring, Kevin Nash beside him, Shawn Michaels’ music played. Michaels led a collection of wrestlers from the back to applaud Flair in his efforts that evening and triumphs in his career.
Ric Flair Surprised By Triple H’s Reaction
After their match, Triple H and Ric Flair share a moment of mutual respect, cementing the storyline’s emotional impact. Photo Credit: WWE.
Ric himself, unaware this was going to happen, was again visibly and understandably moved by his peers’ respect shown to him.
The following week’s Monday Night Raw placed Ric Flair, Triple H, and a returning Randy Orton together. Shortly afterward, Dave Batista joined the group, forming Evolution.
Flair went on to have some solid matches with his Evolution teammates, winning tag team gold and even having an Intercontinental Title run before starting the excellent retirement angle with Vince McMahon and Shawn Michaels.
Despite being slightly older and slightly slower, “The Nature Boy” was indeed back. This one fantastic night in Greenville, where aspects of Flair’s real life crossed into a beautiful one-show story, played a massive part in the on-screen return of the Ric Flair.
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Si Powell is a married father of four, obsessed with rock/heavy metal music, and all things wrestling for over 30 years. You can hear him weekly on the Chain Wrestling and SJP Wrestling Podcast. He can be reached on Twitter @SJPWORDS.
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