WWE has always loved celebrities. There is a good reason for it too. When Vince McMahon took over his father's company, his first move was to create an event called WrestleMania. He built it on the backs of his core superstars and a ton of celebrities that made the entire world sit up and take notice.
Since then, WWE has pulled off celebrity appearances at almost every WrestleMania since as well as lots of appearances on Monday Night Raw. There was even a time where each week a different celeb would show up and serve as the general manager. However, for every great celebrity appearance in WWE, there was one that most fans would rather pretend never happened.
10 CYNDI LAUPER - BEST
There are a lot of people who should be in the WWE Hall of Fame but are not. While most people look at the wrestlers who are missing, every time a celebrity is named to the Hall of Fame, one omission that seems puzzling is Cyndi Lauper. While Mr. T was the name everyone remembers from the first WrestleMania, Lauper did more than almost anyone to make WWE mainstream in the '80s.
She was there to accompany Wendi Richter to the ring for her match against Leilani Kai at the first WrestleMania. Before that, she appeared on episodes of Piper's Pit, was part of the feud between Hulk Hogan and Roddy Piper, appeared at The War to Settle the Score, and did more than almost anyone to cause mainstream fans to tune into WWE for the first time.
9 DREW CAREY - WORST
So, Cyndi Lauper is not in the WWE Hall of Fame, but Drew Carey is. That might go to show how absurd and unfair WWE can be at times. So, what did Drew Carey do that warranted his spot in the prestigious WWE Hall of Fame's celebrity branch? He was in the 2001 Royal Rumble.
Yes, actor-comedian Drew Carey was the fifth entrant into the 2001 WWE Royal Rumble, came to the ring high fiving fans, and then entered the ring to see Matt and Jeff Hardy in battle. The Hardy Boyz accidentally eliminated each other and Carey celebrated -- the only man in the ring. Then Kane came in and Carey self-eliminated himself to save a beating.
8 DONALD TRUMP - BEST
Donald Trump is the only WWE Hall of Fame member to end up as the President of the United States. However, his stint in WWE was pretty successful at the end of the day. He appeared a few times. There was the time where he showed up and told McMahon that he had just purchased controlling stock in the company and took over -- for a few weeks.
The biggest moment for Trump in WWE came at WrestleMania 23 when Trump seconded Bobby Lashley in a match against Umaga, who had Vince McMahon in his corner. If Lashley lost, McMahon could shave Trump bald, but Umaga lost, and Trump shaved McMahon's head. Stone Cold even hit Trump with a stunner that night for good measure.
7 KEVIN FEDERLINE - WORST
When it comes to celebrity appearances, the word "celebrity" barely describes Kevin Federline. See, Federline was best known at the time as Britney Spears' ex-husband and the father of her kids. That was all he had going for him other than a failed music career of his own.
After this, Federline was known as someone everyone hated, and that made him a good foil for John Cena in 2006. Federline was promoting his album Playing with Fire and appeared on Monday Night Raw. Federline appeared four times on WWE television, including at Cyber Sunday where he helped Booker T beat Cena. The last appearance for Federline was on Raw the next night where he beat Cena in a match. Seriously.
6 STEPHEN AMELL - BEST
Rarely when a celebrity appears in WWE do they get physically involved in any way. Some are hit with a move, such as Pete Rose's numerous choke slams by Kane, but they don't always wrestle, and when they do, it isn't anything significant. For Stephen Amell, he proved not only to be game but was excellent in his match.
Amell, who portrays Arrow on the DC Comics series of the same name on The CW started a feud with WWE's supervillain at the time, Stardust. At SummerSlam in 2015, Amell teamed with Neville to battle Wade Barrett and Stardust and impressed everyone. Amell invited Cody Rhodes to appear on Arrow, and then later he wrestled again, this time at All In, the precursor for AEW.
5 JON STEWART - WORST
Jon Stewart has been a WWE fan for a long time and has made several appearances in the company. Arguably the best one was when he decided to put on a version of his Daily Show in the WWE ring, but it ended up putting Stewart, a popular talk show host, in the middle of one of the biggest matches at SummerSlam in 2015.
Stewart started a feud with heel WWE Champion Seth Rollins, which saw Stewart use his comedy to frustrate Rollins at every turn. However, it was a swerve, as Stewart turned heel and helped Rollins win his match over Cena, which was for both Rollins' title and Cena's U.S. title. Stewart claimed he did it for Ric Flair, to preserve Flair's record title count.
4 MIKE TYSON - BEST
The Attitude Era officially kicked into high gear when Stone Cold Steve Austin finally won the WWE world title and started a reign that put WWE back on top of the Monday Night Wars and eventually clinched it for the company. At the center of that was Mike Tyson.
Tyson was one of the most dangerous boxers in history, and he came to WWE and rubbed Austin the wrong way from the start. It looked like Tyson was joining DX and helping Mr. McMahon stop Stone Cold, but it was a swerve, with Tyson helping Austin win. Stone Cold doesn't like the match because Tyson counted fast, making Austin look less credible in the title win, but Mike Tyson was huge in his role.
3 SNOOKIE - WORST
Snooki was famous for one reason -- Jersey Shore. While she went on to publish bestselling novels, it was her role as a party girl that made her a celebrity. In 2011, she cashed in on her celeb status by signing to not only appear in WWE but to wrestle in a match at WrestleMania XXVII.
The first appearance was on Monday Night Raw where she slapped Vicki Guerrero. This led to the match at WrestleMania, where she teamed with Trish Stratus and John Morrison to beat LayCool and Dolph Ziggler with Snooki picking up the pinfall win over Michelle McCool. WWE even rewarded her with a Slammy for the performance.
2 MR. T - BEST
Mr. T was in the main event of the very first WrestleMania and was involved in a singles match at WrestleMania II. This all started when Hulk Hogan brought his Hollywood friend to WWE to help them promote their first major WrestleMania event. Hogan had appeared with Mr. T in Rocky III as well as an episode of The A-Team.
The main event at WrestleMania saw Mr. T and Hulk Hogan beat Roddy Piper and Mr. Wonderful Paul Orndorff in a match that helped kickstart the '80s boom period of professional wrestling. The WrestleMania II performance was not as good, as it was a boxing match with Piper that made both men look bad. However, Mr. T was inducted into the WWE Hall of Fame in 2014.
1 JEREMY PIVEN AND KEN LEONG - WORST
Jeremy Piven is a great actor. He has put on great performances in several movies as well as the HBO series Entourage. It was his role as Ari Gold in that HBO series that carried over to his appearance on Monday Night Raw in 2009.
Here is the problem. Piven didn't seem to know the product well enough to pull off the guest role. He opened the show, fans seemed to like him, and then he announced a match between John Cena and The Miz at "Summerfest." While that mistake was bad, what was worse was when Ken Leong came out and made a fool of himself before both men turned heel by the end of the show.