3. Ric Flair…Take Your Pick
It was fair of us to criticize The Big Show earlier on in our list, but Showster doesn’t come anywhere near The Nature Boy when it comes to winning WWE’s most likely to cry award. His retirement match and subsequent farewell ceremony was only the tip of the iceberg for Flair becoming emotional, as there were weeks in WCW where his every address would end with passionate screams causing all sorts of liquids pouring out of his facial area.
For a favorite Ric Flair crying moment, it’s hard to go with any event other than his emotional return to WCW in September of 1998. Fans will also no doubt remember back in 1992 when Flair won his first WWE World Championship at that year’s Royal Rumble, and proudly proclaimed to Mean Gene, “With a tear in my eye, this is the greatest moment of my life!” In less fond remembrances, Flair has also cried due to his daughter disowning him, as well as people like Triple H and Eric Bischoff emasculating him, both involving less joyous payoffs.
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