There have been more than a few wrestlers who have come across as crazy, be it in kayfabe, or be it an honest to goodness observation from their peers. Among those that I would consider for this category are from an era long since gone by and forgotten by many, or never ever known for real, myself being probably in the latter category.
Fred Khoury Sr., known better as Wild Bull Curry, started his career in the 1930's, and quickly brought an astonishing level of mayhem and violence to his matches. This bona fide hardcore pioneer sold his persona as an unstoppable, maniacal wrestler so well, that his presence has been reported to have incited riots inside arenas. Among some of the reported actions that contributed to his crazy persona were hitting his opponent with a cinder block in the head, leading to his arrest and imprisonment for assault. Having said that, I do understand that not all that occurs in the confines of pro wrestling can be bought into as gospel, but even if it is just an urban legend or a kayfabe occurrence, it contributed to Curry's reputation as a crazy man. Wild Bull Curry maintained this reputation for a thirty plus year span, cementing him as a pioneer of crazy, in ring behavior, and the hardcore style of wrestling.
Into the 1950's and 1960's, wrestlers such as Fred Blassie, and the original Sheik made their niche in wrestling as appearing to be crazy. Blassie was known in Japan as "The Vampire" what with his habit of biting opponents' foreheads, and turning his matches into blood baths. Reports of Japanese fans suffering cardiac arrest at ringside(fabricated or not) contibuted to Blassies' reputation as crazy.
Some more contemporary names have already been listed, so I won't repeat them, but returning to the original question, keeping in the kayfabe manner that I have already been taking, my vote for the craziest would have to be Abdullah the Butcher. Abdullah and his ever present fork have wreaked havoc in wrestling rings for forty plus years, and still occasionally show up, in spite of the fact that Abby is seventy something years old now. This curiosity, this attraction has been a bastion of excessive violence and extreme bloodletting for as long as i can remember, and I personally find him to be, kayfabe wise anyway, the craziest wrestler of all time.
