While The Shooter is a 'Wrestling lesson rolled into a human being', Flair is 'Entertainment and greatness rolled into a ruby studded, robe filled human being.' This match will be a classic, but Flair does one thing and one thing only...focusing on the leg. Malenko will make a mistake, he'll hurt his leg, then it's time to go to school for the Man of 1000 Holds.
Flair wins, in convincing fashion, and possible help from the ropes.
Flair works the legs better than anyone I know. But that doesn't mean Malenko will willingly stand, or sit-by and let it happen. The Iceman studies tape on all his opponents, and knows the ends and outs of the wrestling world through moves, counters and reversals.
Flair can try his hardest to get ahold of Malenko's legs, but each and every time, Malenko will know it's coming, and have a counter or reversal waiting for the 16 time World Champion.
Malenko also does NOT make very many, if any, mistakes. He's very calculating and methodical. You say he'll make a mistake, as if he's prone to doing that a lot. What's worse, it's not like Flair forces opponent's into making mistakes.
I'd be hard-pressed to say 70% if not more of Flair's victories, came off opportunistic openings via just being in the right place, at the right time. Malenko could make a mistake, by accidentally landing wrong on his knee, or ankle.. but he won't just let Flair capitalize instantly. Again, Malenko isn't the average opponent that Flair's just walked over in year's gone by..
How on erf did malenko make it to round 3? anyway.... flair would brutally chop malenko to death, fall on his face, give him the low blow, woos the crowd, and put him in the figure four leg lock of hell and make dean tap out. flair wins.
If I could, I think I'd honestly take the infraction just to flame the shit out of you for this post alone. Instead, I'll reserve my less than polite comments for the bar room, or just hold them in, in general.
Instead, in the nicest way I can.. I'll ask that you just think before you post, the next time. You make Flair seem like some puppet on a string, or some definite one dimensional clone. If this were the case, Malenko would be the one cake-walking his way to victory, because he'd have scouted the entire moveset and match-set-up that Flair would have.. and merely counter and capitalize himself.
However, of course it won't be that easy. Flair isn't a push-over, but Malenko isn't a jobber.. it won't be as easy as you describe it to be, and Flair won't be wooing without some pain involved. If Flair wins this contest, it won't be without a shear amount of great punishment and endurance put on, by merely out-lasting the Iceman.
I still say Malenko wins this match.