10 All-Time Craziest Wrestling Match Stipulations

8. Crybaby Match

When The 1-2-3 Kid turned on Razor Ramon, then joined the Million Dollar Corporation, he became a heel for the first time in his WWE career. One can argue against the reasoning behind that -- after all, a smaller, athletic grappler like Sean Waltman is tailor-made to be an underdog, or at least a babyface -- but the fact remained that he had unfinished business with Razor Ramon. The two clashed at In Your House 6 in February of 1996 in what would be one of the last major matches in either man's initial WWE run. The stipulation -- so chosen because of The 1-2-3 Kid's antics -- was that the loser would have to dress as a baby, wearing a diaper and sucking from a bottle. Such humiliation would surely be inescapable for the loser of this, the Crybaby Match. In the end, Razor Ramon picked up the victory after nailing The 1-2-3 Kid with not one, but two Razor's Edge slams. With Kid unconscious, Razor had no trouble wrapping him in a diaper, sticking a bottle in his mouth, and dusting him with baby powder. When The 1-2-3 Kid came to, he realized the situation he was in, and he began to cry.
 
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Scott Fried is a Slammy Award-winning* writer living and working in New York City. He has been following/writing about professional wrestling for many years and is a graduate of Lance Storm's Storm Wrestling Academy. Follow him on Twitter at https://twitter.com/scottfried. *Best Crowd of the Year, 2013