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Throughout the history of WWE, we have witnessed numerous stipulation matches that have helped amplify the drama, risk, and entertainment involved. Legendary gimmick matches like Hell in a Cell, Elimination Chamber, WarGames, Last Man Standing match, and others have seen WWE Superstars take each other to the limit and force the WWE Universe to watch in awe.
But then some other stipulation matches have left the fans scratching their heads as to what were they witnessing right in front of them. Especially back in the days, WWE and Vince McMahon were famous for bizarre storylines, segments, and even matches.
So with that, let's take a look at six of the weirdest stipulation matches in WWE history. There are a lot of honorary mentions in this list including a few very recent ones like the House of Horrors match between Bray Wyatt and Randy Orton in 2017 and the Firefly Fun House match between The Fiend and John Cena at WrestleMania 36. But maybe the matches that follow, outdo them in on the scale of being weirdest.
Be sure to comment down and let us know which other matches do you think should belong to this list!
#6 Crybaby match
In 1996 at the In Your House 6 PPV, Razor Ramon took on the 1-2-3 Kid (aka, the soon to become two-time WWE Hall of Famer, X-Pac) in a bizarre stipulation match. It was a regular one-on-one match with a twist at the end. The twist was that the loser would be dressed up as a baby by the winner.
Can you imagine the Bad Guy putting his "oozing machismo" on the line? Thankfully for him, he ended up winning that match. The 1-2-3 Kid then faced the humiliation of standing in the middle of the ring covered in baby powder wearing a man-sized diaper. At least he was not forced to enact a baby crying! Do you think we'll ever see this bizarre stipulation return to WWE?
#5 Ladder match for the custody of Dominick
Ladder matches have been a common feature in WWE Programming for quite some time and have given us some amazing and unforgettable fights. We have also seen some twisted stipulations with ladders involved, including the Money in the Bank match, TLC, and others. But none of them compares to the bizarre stipulation of the match between Rey Mysterio and the late great Eddie Guerrero at SummerSlam 2005.
Two of the top stars of the company, they were in a feud against each other for the custody of Rey Mysterio's real-life son, Dominick. While families getting involved in WWE storylines is not a new thing, but this was a little over the top.
Mysterio and Eddie took on each other in a ladder match at Summerslam 2005, with a briefcase hanging on top of the ring with the papers to get the custody of Dominick. Well, who needs a court when you can just wrestle it out?
While Dominick was a little kid at that time, we recently saw a grown-up Dominick alongside his father The Master of the 619 last year. There have been reports of Dominick training with the company to become a WWE Superstar and the fans are surely looking forward to a potential match between the father-son duo.
#4 Gravy Bowl match
Food fights are very common in WWE as we often see the Superstars gather for a celebration or something else but end up covering each other in all sorts of dishes. We recently saw this at the Money in the Bank 2020 PPV when all the twelve participants got involved in a food fight inside the WWE Headquarters with Paul Heyman getting stuck between them.
But do you know that once a match was fought in a gravy bowl? A giant gravy bowl, to be precise! The first Gravy Bowl match took place in 1999 between Ivory and Jacqueline with the latter coming out on top. Two years later, on a Thanksgiving special edition of SmackDown, two of the biggest female WWE Superstars of that time, Trish Stratus and Stacy Keibler took on each other in the second match of this kind.
The match started with both of them fighting on a table with Thanksgiving food on it only to soon take the action inside the giant gravy bowl pool. An interesting fact to note here is that Trish's Women's Championship was on the line in this match. In the end, she was able to retain her title by forcing Stacy to tap out to what looked like some version of a camel clutch submission!
#3 Good Housekeeping match
There have been a lot of variations to a hardcore match in the history of WWE. Be it a No Disqualification match, No Holds Barred, a Streetfight, or whatnot, these all are fought under the rules that the WWE Superstars can use various objects as weapons during the match without getting disqualified.
Another unique yet weird variation of a hardcore match took place at No Mercy 1999 between Jeff Jarrett and Chyna for the WWF Intercontinental Championship. The match was called a "Good Housekeeping match" with weapons legal, as long as they were household items. The match saw both the Superstars use all sorts of unexpected things as weapons including a kitchen sink, a trash can, a broom, and even a toilet seat!
The match first ended with Jarrett hitting Chyna with the IC title belt and pinning her to retain his title. But the referee then overturned the ruling stating that the belt was not a household item. In the end, it was the Ninth Wonder of the World, Chyna who won the match after hitting JJ with a guitar and became the first female WWE Superstar to hold the Intercontinental Championship.
#2 Gulf of Mexico match
There is a streetfight in which Superstars fight all the way throughout the WWE arena among the fans, and then there is this match! The infamous Gulf of Mexico match fit perfectly with the hardcore theme of ECW, but the stipulation was in many ways weird.
The match took place on February 5, 2008, in ECW between the then ECW Champion Chavo Guerrero and CM Punk. The goal of the match was to toss your opponent into the Gulf of Mexico, which was outside the arena where the match took place.
The match started in the ring before the two made their way through the crowd to the outside of the arena. There were some insane spots throughout the fight including Chavo throwing the Best in the World into a car on the road. The two then went near the water and brawled near the edge of the cement.
After multiple attempts to suplex Punk into the water, Chavo received the Go To Sleep and went straight into the Gulf of Mexico. Punk thus won the match, though it was not for the ECW Championship!
#1 Kennel from Hell match
Hell in a Cell matches and Steel Cage matches have been two of the best stipulations that WWE has ever introduced in its programming. The two dangerous structures ensure a lot of brutality and danger in the matches involved. But what if you combined the two? A ring surrounded by a Steel Cage, which itself is surrounded by a Hell in a Cell. Sounds thrilling, right?
Turns out that WWE indeed had such a match which also had another massive addition to make it more dangerous - the ringside was surrounded by dogs. To win the match, the WWE Superstars were supposed to get out of the ring, get past the dogs, and finally escape the cell. As interesting and dangerous it sounds, it ended up being mediocre at best as the dogs were anything but vicious. They were not at all interested in the action inside the ring and kept on barking at each other and defecating.
The said match took place at the Unforgiven PPV in 1999 between Al Snow and Big Bossman with the former emerging victorious!
What other weird gimmick matches do you think should be added to this list? Let us know in the comments section below.
