Top 25 Most Bizarre Matches

After scouring through every bout in the WWE archives, WWE.com declares these to be the strangest contests of all time.

BOUTS OF INSANITY

Top 25 Most Bizarre Matches

Every year at Extreme Rules, the Superstars and Divas of WWE face off in some of the most wild, career-threatening matches in existence. With that in mind, WWE.com scoured the archives to find some of the strangest stipulations ever contested. What we found was dangerous, destructive and, sometimes, downright ridiculous. But of the tens of thousands of bouts that have been waged in WWE history, these are the 25 most bizarre.

EMERGENCY EXIT

Top 25 Most Bizarre Matches

The basic concept of the Ambulance Match? Take a Stretcher Match and cut out the middleman. With an ambulance parked at the top of the entrance ramp, the diabolical Kane and Shane McMahon battered each other at Survivor Series in 2003. The only way to win? Incapacitate your opponent, stuff him in the back of the ambulance and send him on his way to the hospital. If anything, this direct line to the emergency room was actually convenient for Shane O'Mac after the beating he suffered at the hands of The Big Red Monster.

BATTLE OF THE BULGE

Top 25 Most Bizarre Matches

Tipping the scales at 485 pounds, Big Show has never had any problem throwing his weight around. But The World's Largest Athlete met his match at WrestleMania 21 in the form of Akebono. A championship sumo wrestler who weighed more than 500 pounds, the massive Hawaiian challenged Big Show to his signature bout on The Grandest Stage of Them All. While the match's sumo rules and unique traditions were somewhat lost on the fans in attendance, the WWE Universe will never forget the sight of a 7-foot man in a thong.

Tipping the scales at 485 pounds, Big Show has never had any problem throwing his weight around. But The World’s Largest Athlete met his match at WrestleMania 21 in the form of Akebono. A championship sumo wrestler who weighed more than 500 pounds, the massive Hawaiian challenged Big Show to his signature bout on The Grandest Stage of Them All. While the match’s sumo rules and unique traditions were somewhat lost on the fans in attendance, the WWE Universe will never forget the sight of a 7-foot man in a thong. Tipping the scales at 485 pounds, Big Show has never had any problem throwing his weight around. But The World’s Largest Athlete met his match at WrestleMania 21 in the form of Akebono. A championship sumo wrestler who weighed more than 500 pounds, the massive Hawaiian challenged Big Show to his signature bout on The Grandest Stage of Them All. While the match’s sumo rules and unique traditions were somewhat lost on the fans in attendance, the WWE Universe will never forget the sight of a 7-foot man in a thong.

ROYAL PAIN

Top 25 Most Bizarre Matches

Like cricket and Benny Hill, there are some British traditions that Americans simply don't understand. You can add the Duchess of Queensbury Rules Match to that list's an amazingly odd bout William Regal introduced to the WWE Universe at Backlash in 2001. Executed with all the pomp you'd expect from The British Brawler, the match featured Regal battling Chris Jericho while an actual Duchess continually changed the rules whenever Jericho was close to winning. Unfortunately, the Duchess looked more like a reject from the local Medieval Times than British royalty, but that didn't stop Regal from stealing the victory.

GIMMICKS NEEDED

Top 25 Most Bizarre Matches

Some matches turn out bizarre by accident. Others are bizarre by design. Such was the case of the Gimmick Battle Royal, a memorably hilarious clash that went down at the unforgettable WrestleMania X-Seven. Featuring some of the most unique competitors in WWE history, including The Bushwhackers, The Gobbledy Gooker and Kamala, this match was a reminder that WWE is always pretty bizarre. Just ask the bout's winner, The Iron Sheik.

SCARED STIFF

Top 25 Most Bizarre Matches
Among the most revered veterans in all of sports-entertainment, William Regal started his mat career in the carnivals of his native Blackpool, England. Here, The British Brawler made his money by taking on random challengers who thought they could beat him. Often outsized, Regal learned a series of excruciatingly painful maneuvers that he could use to incapacitate his opponents. This is how the ghastly gentleman came to develop his Regal Stretch, an agonizing hold in which he ties his adversary's legs in knots and yanks on their head. With a maneuver like that, he didn't lose too many challenges.

GRAVY DANGER

Top 25 Most Bizarre Matches

From swimming pools to pudding pits, the WWE Divas have competed in some strange places, but nothing comes close to the Gravy Bowl Match between Ivory and Jacqueline from SmackDown in November of 1999. Contested on Thanksgiving night, the bout called for the talented Divas to tangle in a vat of the brown stuff while The Kat attempted to keep order. Unsurprisingly, the mixture of beautiful women and meat sauce didn't exactly thrill the WWE Universe, but the match was resurrected years later. The current Divas roster is giving thanks that we haven't seen it since.

GETTING PAMPERED

Top 25 Most Bizarre Matches

Razor Ramon prided himself on an over-the-top manliness he referred to as 'oozing machismo.' So the toothpick-chomping Superstar was putting a lot on the line when he agreed to take on The 1-2-3 Kid at 1996 'In Your House 6' in a Crybaby Match, a one-of-a-kind bout calling for the loser to be dressed up like a baby by the winner. Luckily for him, Ramon won and The Kid was left in the center of the ring covered in baby powder with an oversized diaper around his waist. Amazingly, this would not be the most embarrassing moment of his life.

PRISON BREAK

Top 25 Most Bizarre Matches

Billed for weeks as The Great Khali's signature bout, the original Punjabi Prison Match featured Big Show and Undertaker, not The Punjabi Titan. Khali would finally appear in his own match when he faced Batista at No Mercy in 2007. Like a Bollywood version of Hell in a Cell, the Punjabi Prison is made up of two massive cages constructed from unbreakable bamboo. While a structure made out of panda food may not seem like a particularly dangerous environment, the plant is actually stronger than steel. Add various weapons and you have all the makings of a dangerous evening.

CLOWN SHOW

Top 25 Most Bizarre Matches

How does Jerry Lawler always get himself into situations like this? The man who once famously slapped comedian Andy Kaufman on David Letterman's show found himself facing another clown when he went up against Doink at 1994's Survivor Series. Instead of battling in a singles match, the King and the jester waged war in a Traditional Survivor Series Match. The catch? Their partners were all midgets. To make matters weirder, their respective little people looked just like them and had names like Dink and Cheesy. What's in a name, huh?

PARENTAL ADVERSARY

Top 25 Most Bizarre Matches

There are many significant moments in the relationship between a father and daughter. Her first words. The dance at her wedding. Their first' I Quit' Match. Okay, the third one may be unheard of, but not in the McMahon family. At No Mercy in 2003, Mr. McMahon and his daughter, Stephanie, made history when they faced off in the first, and only, Father vs. Daughter 'I Quit' Match in WWE history. The family members didn't pull any punches, battering each other with aggressive submission holds and a lead pipe. We're guessing Christmas dinner that year was slightly awkward.

DUNGEON MASTERS

Top 25 Most Bizarre Matches

Long the subject of legend amongst wrestling fans, Stu Hart's Dungeon was the training ground of some of the greatest grapplers in ring history, but the makeshift basement gym had never hosted a major match before. That was until Owen Hart and Ken Shamrock journeyed into the bowels of The Hart House in Calgary for a Dungeon Match at Fully Loaded in 1998. Bizarre from the beginning with Shamrock entering from the kitchen, the contest proved to be surprisingly dangerous thanks to the Dungeon's low ceilings, solid walls and rusty barbells scattered everywhere. No wonder so many tough guys came out of that cellar.

TASTE OF DEFEAT

Top 25 Most Bizarre Matches

As the hyperactive voice of Monday Night Raw for more than a decade, Jerry Lawler is no stranger to occasionally putting his foot in his mouth. But the legendary King literally tongued his toes at King of the Ring in 1995 after losing a Kiss My Foot Match to Bret 'The Hit Man' Hart. The first of its kind, the bout stipulated that the loser had to kiss the feet of the winner. But after Lawler suffered the injustice of kissing the Hall of Famer's little piggies, he had his own foot shoved in his mouth by Hart. Who knew The King was so flexible?

LOCK UP

Top 25 Most Bizarre Matches

No WWE Superstar likes to lose a match, but when the stipulation of the bout calls for the loser to spend the night in a sleazy New York City jail cell they really don't want to lose. Such was the fate of The Mountie after he failed to defeat The Big Boss Man in their Jailhouse Match at SummerSlam in 1991. After being hauled out of Madison Square Garden by New York's finest, the loudmouthed Canadian was tossed in a cell with hardened criminals. What happened after that is anybody's guess.

TALKING TRASH

Top 25 Most Bizarre Matches

A variation of The Undertaker's legendarily creepy Casket Match, this wild brawl from WrestleMania XIV replaced the coffin with a trash receptacle. Featuring Cactus Jack & Chainsaw Charlie taking on The New Age Outlaws for the WWE Tag Team Championship, the Dumpster Match called for the victors to throw the losers into a Dumpster and close the lid in order to win. As expected, the match went all over Boston's Fleet Center and ended with the help of a forklift.

HOME WRECKERS

Top 25 Most Bizarre Matches

The rivalry between Jeff Jarrett and pioneering WWE Diva Chyna over the Intercontinental Championship in 1999 was unique enough as it's not often a man and woman battle over a major title in WWE. But the contest they fought in at No Mercy that same year took the strangeness to the next level. During a time when 'hardcore' matches were the rage in WWE, Jarrett and The Ninth Wonder of the World battled in a Good Housekeeping Match. Like a Hardcore Match, weapons were legal, but only household items were allowed. And that's how Jarrett ended up wearing a toilet seat for a necklace.

DOG FIGHT

Top 25 Most Bizarre Matches

The Kennel from Hell Match from Unforgiven 1999 had all the makings of a hardcore classic, with Al Snow and The Big Boss Man battling inside a steel cage enclosed in a Hell in a Cell with a pack of ravenous dogs patrolling the space in-between the structures. Instead, it became one of the most infamous debacles in WWE history. With pooches that would rather play than prowl and a sold-out crowd that didn't know what was going on, this ill-conceived cage match will be remembered as a bizarre one for all the wrong reasons.

BURNING RIVALRY

Top 25 Most Bizarre Matches

Kane's penchant for pyromania may have cooled in recent years, but there was a time when The Big Red Monster liked nothing more than setting fire to unsuspecting victims (Jim Ross has the scars to prove it). It was this flame fetish that led to the first-ever Inferno Match between Kane and his half-brother The Undertaker at Unforgiven in 1998. Contested in a ring surrounded by searing flames, the object of the bout was to literally light your opponent on fire. The diabolical Kane would lose the match after having his arm set ablaze, but he would return to the strange stipulation three more times over the next decade.

WARDROBE MALFUNCTION

Top 25 Most Bizarre Matches

Anyone who watched the final year of WCW knows that a good thing can go very bad. But whoever imagined an Evening Gown Match could turn out so horribly? That's what happened at King of the Ring in 2000 when Mr. McMahon's personal stooges, Pat Patterson and Gerald Brisco, were forced to dress in drag and battle in a Hardcore Evening Gown Match. With both weapons and wigs flying, this bout wasn't just bizarre, it was downright ugly.

FIGHTING DIRTY

Top 25 Most Bizarre Matches

No Superstar wants to face The Undertaker, but to battle The Deadman on his home turf you'd have to be crazy. Still, that didn't stop Mr. McMahon from taking on the WWE legend in a Buried Alive Match at Survivor Series in 2003. On the same show where his son faced Kane in an Ambulance Match, the WWE Chairman went toe-to-toe with The Demon from Death Valley and received one of the most gruesome beatings of all time. However, thanks to interference from Kane, Undertaker ended up taking the dirt nap. Still, it's not the first time he had to rise from the dead.

SINK OR SWIM

Top 25 Most Bizarre Matches

ECW built its reputation on being out of the ordinary, so it should come as no surprise that one of the most bizarre matches of all time was a battle with an ECW Champion. Taking place in February of 2008, the memorable Gulf of Mexico Match between Chavo Guerrero and CM Punk was a bout in which the goal was to toss your opponent into the titular body of water. Fighting in street clothes, the two warriors brawled all around the American Bank Center in Corpus Christi, Texas. In the end, Guerrero was hit with the Go to Sleep and landed in the Gulf of Mexico. Talk about a rude awakening.

PUB ENEMIES

Top 25 Most Bizarre Matches

Brother Love, Doink the Clown and The Brooklyn Brawler walk into a bar. It may sound like the setup for a bad joke, but this was actually the scene at Vengeance in 2003 when The APA gathered some of WWE's toughest and strangest Superstars in a makeshift saloon at the side of the entrance ramp for a good old-fashioned bar fight. Featuring Matt Hardy and a drunken Kung Fu Naki brawling like sailors on shore leave, the donnybrook's reckless fighting and strange location made it unique enough, but it's the appearance of the Easter Bunny that really puts this match over the top.

BLIND JUSTICE

Top 25 Most Bizarre Matches

It all started with a spritz of cologne. In the early '90s, Rick 'The Model' Martel had become obsessed with spraying competitors in the eyes with his signature scent, 'Arrogance.' When he hit Jake Roberts with the eau de toilette, 'The Snake' was blinded. To settle their differences, and even the playing field, the two Superstars met in a Blindfold Match at WrestleMania VII, which saw them wrestle while wearing hoods. The loss of sight caused Martel to wildly swing a steel chair at a ring post, but it didn't stop Roberts from hitting his trademark DDT for the win.

BOILING POINT

Top 25 Most Bizarre Matches

During his heated, vicious rivalry with Mankind, The Undertaker competed in some of the most dangerous bouts in WWE history, including a Buried Alive Match and Hell in a Cell. Yet, the most twisted of these brawls took place in the bowels of Cleveland's Gund Arena during SummerSlam 1996. Known as the Boiler Room Brawl, Mankind's signature bout pitted the two tough-as-nails Superstars against one another in a small basement room surrounded by burning pipes, jagged steel and unforgiving concrete. To make the bout even more unique, a winner wasn't declared by pinfall or submission, but whoever could escape the room first.

MUD WRESTLING

Top 25 Most Bizarre Matches

Long before he got down and dirty with D-Generation X, Triple H was the kind of uptight snob who prided himself on the proper use of a salad fork. So it was obvious that he would butt heads with the filthy farmer known as Henry Godwinn. The polar opposites settled their differences in an Arkansas Hog Pen Match. With Hillbilly Jim overseeing the action, the bout could only be won by tossing your opponent into a disgusting pigpen located at the side of the entrance ramp. Godwinn ultimately went in the slop, but Triple H didn't escape without getting muddy himself.

LIGHTS, CAMERA, ACTION

Top 25 Most Bizarre Matches

Few Superstars in WWE history have been as unique as Goldust and 'Rowdy' Roddy Piper, so it should come as no surprise that a match between these two peculiar characters would be one of the most bizarre bouts ever witnessed. Taking place at WrestleMania XII, the Hollywood Backlot Brawl kicked off with a brutal street fight, then turned into an OJ Simpson-inspired car chase on the freeway and finally ended with The Bizarre One standing in the center of Anaheim's Arrowhead Pond wearing nothing but women's lingerie. It doesn't get any more bizarre than that.

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Top 25 Most Bizarre Matches

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