Wednesday, February 28

First 10 WWE Wrestlers To Defeat Ric Flair (In Chronological Order)

The ‘Nature Boy’ is rightly regarded by many as one of the greatest of all time, with his career spanning multiple decades and companies. In WWE, Ric Flair had two separate stints during the 90s and 00s where he was always positioned as one of the best to ever do it.

RELATED: 13 Cringey Moments From Ric Flair’s Career Fans Should Know

Throughout his career, Ric Flair would not often be on the receiving end of a loss, as he became one of the top guys in the business. In WWE his big losses were spread over the course of many years which shows how protected he was, particularly during his first run.

To be clear, house shows and multi-man matches will not be considered true defeats for Flair, as these are often used to protect bigger stars when they have to lose.

10 Hulk Hogan

Hulk Hogan v Ric Flair Bash at the Beach 1994

The two biggest stars of the 80s finally came together during the early 90s, as Flair challenged Hogan on a couple of occasions in late 1991. Aired on the Madison Square Garden Network, Ric lost the first match by disqualification and the second by count-out.

For some reason, they would not have another match on a bigger show, as Flair became WWE Champion at the 1992 Royal Rumble and Hogan became embroiled in a feud with Sid Justice going into WrestleMania 8.

9 Randy Savage

Randy Savage v Ric Flair WrestleMania 8 Cropped

After winning the WWE Championship, Flair carried the title to WrestleMania 8 where he was poised to face off against ‘Macho Man’ Randy Savage. Two of the most well-rounded performers of their generation had a great match of course, with Savage giving the champion his first pinfall loss.

The two would continue to feud for the rest of Flair’s first run in WWE, which would end in early 1993. It was good that fans got to witness this dream match too, especially since Randy had technically retired the prior year at WrestleMania 7.

8 Mr. Perfect

Mr Perfect Vs Ric Flair

Throughout his first run in WWE, Ric Flair was seconded by the talented Mr. Perfect but their relationship disintegrated after the ‘Nature Boy’ lost the world title. After teaming up with Savage to defeat the team of Flair and Razor Ramon at Survivor Series 1992, Perfect would face his former ally in early 1993 in a loser leaves WWE match.

RELATED: Mr. Perfect Vs. The Texas Tornado & 9 Other WWE Golden Era Dream Matches We Got To See

As Flair was legitimately leaving, he put over his younger foe and would indeed depart WWE after the Royal Rumble that same month. He would then return to WCW for another decade, only appearing in WWE once again in the 2000s.

7 The Undertaker

Undertaker v Ric Flair WrestleMania 18 Cropped

Once Flair had returned to WWE following Vince McMahon’s acquisition of WCW, he was given the formidable task of facing The Undertaker at WrestleMania 18. Acting as Vince’s business partner, Vince and Flair feuded over the rights to WWE using a number of wrestlers on the roster to support their conquest.

In an underrated match during Taker’s long streak, the two legends put on a show as Flair succumbed to ‘The Deadman.’ After his WrestleMania failure, Flair would become a more regular feature as part of WWE’s upper midcard as he began his final run as a full-time performer.

6 ‘Stone Cold’ Steve Austin

Steve Austin Vs. Ric Flair & The Big Show

After Flair lost his big WrestleMania match he would feud with Steve Austin whilst still being in control of Raw, turning heel in the process. The two would fight each other on a number of occasions, most notably at Judgment Day 2002 in a handicap match where Big Show supported Flair.

‘Stone Cold’ managed to come out on top despite the numbers disadvantage, as Ric Flair’s control of WWE was starting to wain significantly. He would lose again to Austin on Raw in a ‘No Punched Allowed Pure Wrestling’ match, which was interesting.

5 Mr. McMahon

Vince McMahon v Ric Flair Royal Rumble 2002 Cropped

In one final attempt to wrestle control away from his nemesis Vince McMahon, Flair would face him in a No Holds Barred match in June 2002 for 100% of the ownership rights of WWE. The Raw match ended with McMahon finally regaining control of his company, with Flair losing his position of power.

RELATED: 10 Forgotten Incidents Of Vince McMahon Getting Angry Backstage

The ‘Nature Boy’ would bounce back with a win against Eddie Guerrero at King of the Ring 2002, as he became a more regular feature on the roster. This would begin Flair’s more consistent run of winning and losing matches in equal measure, as an ageing veteran that could still offer something in the ring.

4 Brock Lesnar


Less than a month after losing control of his stake in WWE, Flair was given the intimidating task of facing ‘The Next Big Thing’ on Raw in July 2002. Lesnar was heading towards winning the WWE Championship from The Rock at that year’s SummerSlam, so it made sense to feed a veteran like Flair to the push.

He would also lose to Brock Lesnar in an interesting tag team match which included Rob Van Dam and The Undertaker, with Flair teaming with RVD in the main event of Raw.

3 The Rock

The Rock Ric Flair

Flair’s losing ways continued throughout the summer of 2002 as he also faced Lesnar’s upcoming opponent, WWE Champion The Rock on Raw in late July. In another main event outing for Flair, he would put over his younger counterpart as The Rock was beginning his slow transition into the world of Hollywood.

Luckily for Ric, his fortunes would turn around soon enough as he began winning again at SummerSlam in a match against Chris Jericho. It was quite strange that Jericho was chosen to be the one to reheat the ‘Nature Boy,’ particularly since he had been WWE Champion earlier that year.

2 Triple H

Triple H & Ric Flair Cropped

Following his big win at SummerSlam, Flair would find himself getting a title match against World Heavyweight Champion Triple H on Raw in September 2002. Unfortunately, the match was not their best together, but they would go on to have better ones together in the future.

Of course, the two men would go on to become part of Evolution as well with Triple H clearly being a huge fan of the ‘Nature Boy,’ wanting to keep him in the fold.

1 Rico


After all the great wrestlers and big names that had beaten him before, it was clear that by the end of 2002, Flair had well and truly become a mid-card performer at best. On the 16th September episode of Raw, two weeks after challenging for the World Championship, the great Ric Flair lost to Rico.

For fans who don’t remember Rico, he was a flamboyant and athletic prospect whom WWE never truly knew what to do with. His upset win over Flair was nothing more than that, as he would not go on to do anything significant within the company.

It did signify Flair’s role for the rest of his career though, as he continued to put younger talents in order as his time ran down as an in-ring performer.

Leave a Reply

Your email address will not be published.