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Your best bet is to get the 3 disk set the WWE put out on him a few years ago right after WM24. It has a great documentary and a handful of classic matches.
I am a Flair fan. Not a "lifer" who would call him the greatest of all time in regards to in ring action. He WAS easily one of the best talkers the industry has ever had and has been a part of some amazing feuds. Flair has a way of making you care about what he is doing because of his passionate promos.
The flop is one of my all time favorite things..I don't care if it is awkward and obviously cheesy and overplayed. It makes me happy every time.
His matches sometimes bore me, especially some of the older stuff. He did follow a pattern and formula for most of his matches but that doesn't mean that he couldn't put on spectacular performances with guys like HBK, Sting, Race & Rhodes (the Dusty variety).
Some matches/performers that Flair worked well with:
Flair vs HHH - steel cage IC title match
Flair vs HBK - WM 24 - he let it all hang out.
Flair vs Harley Race
Flair vs Muta
Flair vs Rhodes
Flair vs Sting
Flair vs Steamboat
Flair vs Savage
Flair's 4 Horsemen WCW stuff
Flair and McMahon stuff
Royal Rumble 92 for sure *edit*
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