The best and worst celebrity appearances in WWE history

Sarah Grieve runs through some of the most celebrity guest appearances in wrestling history, ranging from the ridiculous to the unforgettable.

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Many who would identify themselves as a celebrity have made their presence felt in the world of professional wrestling, including backstage segments, hosting gigs, and some going on to compete in the ring.

The WWE are no stranger to controversial moments and have been known to make some bad calls in the past. Over the years, the company has invited many Hollywood stars and celebrities to take to the centre of the ring. This has been done either to boost the popularity of the company or to support the celebrities and their ventures. The company goes to great lengths to justify that the E in WWE stands for entertainment.

Even though some of the celebrity appearances have led to a lot of success and appreciation from the fans, others have fallen flat on their face.

Sarah votes her five best and worst celebrity appearances that have happened in the WWE.

The Worst

5. Ben Stiller

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Ben Stiller is one of the biggest household names in comedy. However, his surprise appearance on Raw in July 1999 wasn’t one to remember.

He was involved in an extremely awkward interview with the Intercontinental Champion at the time, Jeff Jarrett where he went a bit too far in complimenting Jarrett’s manager Debra.

The actor paid the price as Jeff Jarrett blindsided him and applied the Figure-Four Leg lock.

I’m pretty sure even Stiller would like to forget this appearance.

4. David Arquette

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Hollywood star Arquette teamed with Diamond Dallas Page in a match against Eric Bischoff and Jeff Jarrett, with the stipulation that whichever man got the pin would take the championship.

Arquette pinned Bischoff in the match to win the WCW World Heavyweight Championship in the process. He would hold the title for 12 days before handing the title to Jarrett after betraying Page in a match.

The fact that WCW thought it’d be a good idea to (in my opinion) ruin the linage of the World Heavyweight Championship for publicity is shocking.

That wasn’t even the last we’d see of him. Once again in 2010, Arquette appeared on Raw to make his WWE debut and teamed up with Alex Riley in a handicap match against Randy Orton.

To the relief of the fans in attendance, Riley and Arquette went on to lose the match.

Arquette would return to wrestling in 2018, competing across a number of independent promotions in the US.

3. Kevin Federline

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Rapper Kevin Federline, who is best known for being the ex-husband to Britney Spears, appeared on several episodes of WWE RAW. To begin with, it looked like Kevin was just making a cameo to promote his debut album, Playing With Fire.

After being brought out as a special guest on RAW by Johnny Nitro and Melina, Nitro introduced him as an A-Lister, and one of Hollywood’s biggest stars.

Yes, he was all over the news at that time, but because his divorce from Britney was made public during this time. He was definitely far from an A-Lister.

Then WWE Champion, John Cena, would come out to help promote Federline’s album with a rap of his own, before laying him out with an Attitude Adjustment. K-Fed would challenge Cena to a match for the New Year’s episode of RAW, which he accepted.

When they eventually faced off in a No DQ match, there was interference from Umaga on Federline’s behalf.

This allowed one of the most disliked celebrities to appear in a WWE ring to pin the champion. I’ll never understand why anybody thought this was a good idea.

Cena did beat him down later during that broadcast, so that’s something.

2. Jeremy Piven & Ken Jeong

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Jeremy Piven and Ken Jeong served as guest hosts of WWE RAW in 2009, appearing to promote their upcoming film ‘The Goods: Live Hard, Sell Hard’.

The two were majorly out of their depth, and you could tell. Both men weren’t fans of WWE, and had very little knowledge of what was going on.

I do think that Jeremy did try hard to make the best out of the bad situation, but it just didn’t work in the slightest.

Ken was irritating throughout the entire show. It seemed like being hyper and making loud noises were his plans for the whole night.

They mostly appeared in segments with John Cena and The Miz, even turning heel on Cena during the main event.

Other than being a completely dreadful episode of RAW, Piven and Ken’s appearance will be best remembered for Piven referring to WWE SummerSlam, as WWE SummerFest all night.

1. Jon Stewart

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Topping my list for the worst celebrity appearance, and no surprise cause this was awful!

The former host of the “Daily Show” was announced to host SummerSlam in 2015.

What I really hated about his appearance was his interference in Seth Rollins and John Cena’s match where he attacked Cena with a steel chair.

This helped Rollins win the World Heavyweight and U.S. Championship belts. It wasn’t needed and did nothing for the match. I know this calls back to his rivalry with Rollins from earlier that year and gave it a shock factor, but it still took attention away from what was a great match.

He later paid the price as Cena delivered an Attitude Adjustment to the TV show host on the Aug 24, 2015 edition of Raw. Horrible time, just, awful.

Never again please?

The Best

5. The Muppets

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This may be a bit of a controversial one, as this didn’t appeal to everybody.

You can argue that WWE shouldn’t be aiming their product directly at children by using children’s TV characters. In my opinion though, this gave me an epic nostalgia trip and played to my childish side. I grew up watching the Muppets and still love them to this very day. I’m 28 years old and will admit I still love the Muppets.

What got me the most is the sheer silliness that went on during that episode of Raw. First off, it was the Halloween episode, which is always a guaranteed laugh, but it still showed what the E in WWE stands for, entertainment. Simple as that, it was highly entertaining.

Kermit and Miss Piggy got into a verbal altercation with Vickie Guerrero and Jack Swagger. Anything involving Vickie is going to get a reaction.

Hornswoggle flirted with Miss Piggy, again, hilarious.

Swagger and Dolph Ziggler attacked Gonzo, (poor Gonzo) and Sheamus protected Beaker from Christian. It was madness and that’s what made it part of my top five list of best appearances.

4. Snooki

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Nicole “Snooki” LaValle is an American reality star, author and dancer of Jersey Shore.

Controversial pick from me as Snooki was voted a lot as one of the worst appearances by the team and some of the podcast listeners, but this is my list and I say she was freaking awesome!

She initially made her first appearance as the guest hostess of Raw in 2011. She wasn’t just done there, as she competed at WrestleMania XXVII the same year and teamed up with WWE stars John Morrison and Trish Stratus to defeat Dolph Ziggler, Layla, and Michelle McCool who appeared with Vickie Guerrero at ringside.

The fact she did get involved in the match with a kick ass handspring to help her team to victory is why I voted her as one of the best!

3. Hugh Jackman

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X-Men star Jackman made wrestling headlines with a single punch to Dolph Ziggler back in 2011.

The Hollywood Superstar would grace the WWE with his presence once more on the April 28, 2014 episode of Raw.

He was joined in the ring by Ziggler, and after a few moments, Damien Sandow dressed as Magneto interrupted them. Yep, I am not making this up, Damien Sandow in Magneto’s get-up came out to try and put down Wolverine.

Things didn’t end well for Sandow, as he was hip-tossed by Jackman and then Zig-Zagged by Ziggler to end the segment. Though it wasn’t too well-received by fans, as once again people commented this as a terrible segment, since the entire thing made Damien Sandow look like an idiot.

To me, the reason it’s one of my best appearances is it was comical and simple as can be!

2. Stephen Amell

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This one will come as no shock to people. Everybody knows I loved Stephen Amell’s appearances in the WWE.

The Arrow star made his initial appearance on Raw in 2015 and stayed in and out of the scene for the entire year.

After a confrontation with Cody Rhodes, aka Stardust at the time, the two had a few exchanges in and out of the ring. Later on, Triple H announced a tag team match for SummerSlam 2015 where the team of Amell and Neville took on Stardust and King Barrett.

Amell was awarded a Slammy for the “Celebrity Moment of the Year” the same year for his dive onto Stardust during that match. Quite rightly so! The man performs his own stunts on Arrow, and wrestling training isn’t a huge step sideways from that.

Since then, in his quest to become a professional wrestler, he took on Christopher Daniels at the ALL IN event in 2018.

He did lose the match but with a wrestling TV show on the way and the door open for him at All Elite Wrestling, how could I not put him in here? Plus, the friendship with Cody that came from it!

1. Donald Trump

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This may be a bit of a controversial one as well. Topping my list of best celebrity appearances had to be this one, simply because of the storytelling.

Yes, it’s the leader of the free world and the President of the United States Donald Trump.

He is one of the only celebrities who has appeared on WWE and has been inducted to the Hall of Fame.

Trump had been linked with the company for decades prior, with Wrestlemania previously hailing from Trump Plaza in the 80s.

His most famous appearance came at WrestleMania 23 after Mr. McMahon challenged Trump to a “Battle of Billionaires” with the stipulation that the loser of the match would have his head shaved bald live on TV.

Neither man wrestled in the match, instead Trump was represented by Bobby Lashley, and Umaga was representing McMahon.

Thanks to a little help from special guest referee Steve Austin, Lashley picked up the victory. Trump then happily shaved Vince’s head as Austin held his boss down.

Before long, Austin turned on Donald and gave him probably history’s most surprising (and extremely awkward-looking) Stunner.

Oddly now in hindsight, Trump was supposedly the fan favourite in this match as Vince was in full “Mr. McMahon” villain mode.

It’s really hard to forget this moment when looking through the WWE history books and why I think it deserves the top spot on my list of celebrity appearances.

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