Just found this match while perusing youtube. I remember reading Bret's book when it first was released and reading a small paragraph dedicated to this match. Bret said he came up with a good finish for this match and Vince liked it. But when he told Flair, Ric told Bret what they were going to do, despite the fact that Bret was the champion at this point. Bret cut him off and dressed him down in front of several wrestlers. Flair, in shock, turned beet-red, sat on a bench and said, "You're the champion." Ever since reading that, I wanted to see the match, but completely forgot about it. Here it is on Youtube. Some thoughts:
1/9/93 Boston Garden
This was easily Flair's best WWF performance. I think it was perhaps the most logical Iron Man match I've ever seen. The armwork done by Flair here before the first fall is incredible. He really works Bret's arm expertly, and Bret sells it like a champ. Bret's attempts at countering with the figure four throughout the first fall is a nice tease. Towards the end of that, I thought he was eventually going to get a fall out of the sequence. The reverse roll-up to give Hart the first fall was "excellently executed."
After the first fall, Flair immediately targets the leg. Flair once again goes to work on a body part with some brutal looking kicks, just punishing the legs of the Hitman trying to soften him up for the figure four. Flair does just that, while holding onto the rope and gains a fall. Flair and Hart then do the same spot again, and Flair wins another fall, to put him up 2-1. Good psychology there by Flair.
Flair up 2-1 with 5 minutes remaining. Lots of drama and the crowd is into it. Hart finally gets Flair to submit to the Sharpshooter with just a few minutes left, to tie it up at 2. Bobby Heenan passes Flair a pair of brass knuckles and Flair clocks Hart with them. Hart kicks out of a nearfall that I thought he wasn't going to kick out of. That looked phenomenal. Great nearfall.
Still tied up at 2, but at about the 60 minute mark, Flair goes for the figure four once again, only to get rolled up by the Hitman for the victory. ****1/2
Easily the best Hart/Flair match ever. The Bret title win and their WCW match in '98 don't hold a candle to this one. Only minor complaint I can conjure up is Bret eventually stops selling the arm as much later in the match, but this is an Iron Man match. Some of the stuff they do is going to be to waste time. But even still, they did a great job of making every hold mean something. A classic.