10 Funniest Moments Of WWE's Attitude Era

While the Golden Era made WWE a global phenomenon and introduced the world to pop culture icons like Hulk Hogan, the Attitude Era managed to be even bigger than that. Defined by stars like The Rock, Triple H, and Stone Cold Steve Austin, the Attitude Era featured a much edgier, in-your-face product than previous eras, which were far more family-friendly.

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In the Attitude Era, WWE delivered an outrageous, anarchic, and crude comedy perfect for fans of shows like South Park. While it didn’t always work, there were loads of moments that were actually very funny. Let’s take a look at 10 of these.

10 Steve Austin Hits Vince McMahon With A Bedpan

The 10/5/1998 episode of Monday Night Raw delivered a classic series of segments wherein WWE boss Vince McMahon was laid up in a hospital bed while the show went on without him. The ultimate payoff of these segments was a surprise attack from McMahon’s archenemy, top babyface Stone Cold Steve Austin, who was impersonating a doctor. Part of Austin’s beatdown of Vince McMahon included an iconic use of a bedpan, which ended up making a great clunking sound when Stone Cold struck his boss with it.

9 Mr. Socko

One of the other notable parts of the above-mentioned Vince McMahon hospital segment involved Mankind, an unhinged heel turned loveable goofball. In his attempt to cheer up the disgruntled McMahon, Mankind (a.k.a. Mick Foley) tried to entertain his boss with a sock puppet, which he appropriately named Mr. Socko. Vince’s reaction to Mr. Socko was hilarious, and fans loved it so much that it became a regular part of Foley’s repertoire ever since, often used as part of his Mandible Claw finisher.

8 Crash Holly Vs. The Headbangers At An Indoor Playground

In 2000, Crash Holly won the WWE Hardcore Championship, and promised to defend it 24 hours a day, 7 days a week. This resulted in a new era for the title that involved wrestlers battling for it all over the place — not only backstage, but also in non-wrestling locations.

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One of the funniest of these went down on a mid-March 2000 episode of SmackDown, where the Headbangers tag team pursued Crash Holly in an indoor playground called Fun Time USA, where they fought in a ball pit and went down a big slide.

7 Steve Austin Attacks Booker T In A Supermarket

Vengeance 2001 saw Booker T interfere in a title match between Stone Cold Steve Austin and Chris Jericho, costing Austin the belt in the process. As a result, Austin swore revenge and began staging sneak attacks on Booker in various locations outside of the average arena. The big highlight of this feud saw Austin jump Booker T at a grocery store and beat him down using fruit, condiments, and milk, not to mention pushing him around in a shopping cart. At one point, Austin called for a “Price check on a jackass.”

6 This Is Your Life

One of Monday Night Raw’s highest rated segments ever is also one of its funniest. On 9/27/1999, Mankind subjected The Rock to a recreation of the old TV show This Is Your Life, as they were becoming tag team partners as The Rock ‘n’ Sock Connection. The bit, which was largely unscripted, lasted over 20 minutes — which was a ridiculously bold choice at the time — and featured figures from Rocky’s upbringing showing up only to get verbal thrashings from “The Great One.”

5 BANG 3:16

The Bugs Bunny/Elmer Fudd relationship between Steve Austin and Vince McMahon resulted in a lot of hijinx that would have made Austin seem like the villain of the story if chaos wasn’t part of his persona. After Vince got fed up and fired him, Austin retaliated by kidnapping McMahon on television and then putting a gun to his head on live television. Austin pulled the trigger on the terrified McMahon, only for a little flag to pop out reading BANG 3:16, after which Austin made fun of Vince McMahon for peeing his pants.

4 Edge & Christian Discover Kazoos

For their various nostalgic appearances during their retirement eras, Edge and Christian often played the kazoo, which stems from a very funny segment they took part in way back in late October of 2000 — back when they were aligned with Kurt Angle as Team ECK.

RELATED: Kurt Angle, Christian & Edge: WWE's Best Trio You Forgot About

While trying to cheer up Triple H and Stephanie McMahon, Christian started annoyingly playing the kazoo while Edge incessantly repeated the “You think you know me” soundbite from his entrance theme. The duo then did the same for Triple H’s theme, repeating “It’s my time” before Trips finally chased them out of the room.

3 Kurt Angle Sprays The Alliance With Milk

In 1999, Stone Cold Steve Austin famously rode a “beer truck” to the ring and used a giant hose to spray The Corporation with beer. A couple of years later, during the 2001 Invasion storyline, Austin had the same done to him by Kurt Angle, albeit in a more absurd and even funnier fashion. While Austin and the WCW/ECW Alliance were cutting a promo in the ring, Angle came out with a milk truck and sprayed the faction with milk, imitating Austin’s shtick by going as far as chugging cartons of milk.

2 “It Doesn’t Matter!”

When it comes to promos, it’s tough to not come out bad going against The Rock, who not only had an arsenal of insults, but also had the catchphrase “It doesn’t matter!” to interrupt anyone who tried to answer one of his questions. In mid-2000, Mick Foley asked The Rock how it felt to be a five-time WWE Champion and immediately turned the catchphrase around on his old partner. Elated at getting one over on The Rock, Foley did a celebratory victory lap around the ring, causing Rocky to break character and grin at the goofy display.

1 Steve Austin’s First Day As The Boss

Steve Austin’s rivalry with WWE boss Vince McMahon was a rollercoaster with lots of twists and turns, including a storyline where Austin took over as the CEO of WWE in mid-1999. During this angle, WWE taped segments of Austin’s first day working at the company headquarters, back then known as Titan Towers. Of course, Austin’s character was the least professional person possible, so a variety of shenanigans ensued as Austin arrived with a briefcase full of beer, taught the receptionist a more colorful way to answer phones, and doled out a promotion or two.