I have a favorite TYPE of upset: When tomato cans and club fighters somehow find a will and a way to beat whatever hype-job prospect is being "showcased" on ESPN2 etc. I love it when a promoter thinks he is arranging a human punching bag for his prospect's inflated record, and then it dawns on them mid fight that the bum they chose actually came to fight....and he has their number.
I like seeing the "opponents" become winners, at least for a few moments.
Lloyd Honeyghan beating Don Curry. You need a memory for that; the records (particularly Curry's subsequent record) don't show what a huge shock that was.
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