The wrestling business is supposed to be fun. Anybody that has watched World Wrestling Entertainment knows that. We love the serious moments as well as the great match and we also want to be entertained by funny stuff too. What we don't want is for those attempts at humor to fail because when they did they can sometimes produce some of the worst moments in WWE history. It's time to look at some of the stupidest things that WWE has ever done. They are all moments, matches or segment that WWE probably thought out to be good, but for whatever reason they failed. There are a lot of things on here that, if you mentioned them to Vince McMahon, might be considered comedic moments because that's the kind of warped sense of humor that Vince has. To most of us sane people, they are generally some of the most cringe-worthy things that happened in the history of WWE. A lot of them involved Vince too. This is mostly going to be about stupid angles although some matches will be included too. It's something that could have included 50 things or even 100 because really there are a lot of bad things in the history of WWE, but at some point we had to cut it off and go with 20 as a solid number for it. Here's a look back in WWE history at some of their worst moments that were so stupid they made us wonder why we're still watching today.