4. Vince McMahon Sings
https://www.youtube.com/watch?v=BxtCTaCxDUc Vince McMahon has been involved in some pretty sketchy things on WWE television, but it doesn't come much weirder than his "singing' performance at the 1987 Slammy Awards. The truth is that Vince always fancied himself as a New York showman. He wanted to be the kind of entertainment that he used to watch as a kid. The trouble was, he was a guy in his forties, performing a cabaret spot in 1987. Surrounded by professional wrestlers. It was both weird and disturbing. The 'Stand Back' performance also stood out for Vince's dancing. You could tell how much he'd thought about all of this and how seriously he was taking himself.