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Raw's Hollywood Heavyweights

Over the course of its 20 years, Raw has welcomed some of the hottest celebrities in Hollywood. Some have even been inducted into the WWE Hall of Fame. From William Shatner's early 1995 appearances to Hugh Jackman's knockout blow of Dolph Ziggler, WWE.com ranks Raw's 25 glitziest appearances as the 20th anniversary special approaches this Monday at 8/7 CT on USA Network. ( WATCH PREVIEW)

( PHOTOS | VIDEOS)

What was your favorite Raw celebrity appearance? Vote now!

25

Ashton Kutcher

The former model and gossip rag mainstay hosted Raw in May 2010, and the frequent tweeter engaged in a heated war of words online with the cocky and obnoxious Zack Ryder . Long Island Iced-Z, also popular on Twitter, learned that Ashton was preparing to put a hit out on him.

Anxious to know who would be stalking him around the arena, Ryder stormed to the ring with his flame Alicia Fox. When Jerry Lawler approached the ring with a steel chair, it seemed as if Kutcher’s secret weapon might be “The King.” But the “Dude, Where’s My Car?” star appeared on the TitanTron, announcing it wasn’t Lawler, and it wasn’t The Great Khali, who also ventured to the ringside area. Finally, Alicia nailed Ryder with a scissor kick and revealed the bounty hunter had been right by Zack’s side all along. Kutcher applauded his plot, and Ryder laid on the canvas having been "punk’d" by the best in the biz. ( WATCH)

24

Dennis Miller

Dennis Miller brought his acerbic wit that he honed as an "SNL Weekend Update" anchor when he hosted the 2009 Slammy Awards broadcast on Raw. The conservative satirist introduced the Superstars to present the awards throughout the evening, and even managed to sprinkle his political views with sharp jabs at various public figures. ( WATCH)

A consummate professional, the HBO icon brought a level of class to WWE's annual ceremony, and didn't even have to perform a Billy Crystal-style song and dance routine.

23

Jeremy Piven & Ken Jeong

The stars of "The Goods: Live Hard, Sell Hard" hosted a polarizing edition of Raw early in the guest host era during the road to SummerSlam 2009. The pair seemed to have a blast, and even recreated famous sports-entertainment entrances of the past while igniting a pyro display on the ramp. When The Miz demanded the spotlight, Jeremy Piven blasted back by addressing him as "Les Miz," and arranged a Lumberjack Match between the brash loudmouth and John Cena.

But the "Entourage" super agent wasn’t as smooth as he can be with Vincent Chase, and referred to WWE’s upcoming pay-per-view as "The Summerfest." Cena was quick to remind him it was actually called SummerSlam, but the damage was done and the WWE Universe began to turn on Piven and Dr. Ken Jeong.

Sensing a change of allegiances among the crowd, Piven and Jeong turned the tables, and were quick to turn their backs on the WWE Universe. With Ken arrogantly announcing that they were from Hollywood, the two revealed that they were big Randy Orton fans, who was then at odds with Cena. In the matchup, Piven scaled the turnbuckles and prepared to deliver a stunning crossbody to Cena, but he was caught mid-air and dropped to the canvas, which followed with Dr. Ken being tossed out of the ring. By the end of the evening, Cena proved that he was the one with "The Goods." ( WATCH)

22

Jerry Springer

The veteran broadcaster brought his brand of long-running controversial television to Raw in February 2010. Holding an episode of his show while hosting Raw, Jerry Springer learned shocking secrets about Kelly Kelly, Santino Marella, The Bella Twins, Chris Masters, Eve, The Great Khali and Hornswoggle. Springer had seen enough, declared his "name isn’t Maury" and stormed off. Jerry Lawler, however, admitted that the entire segment had been a charade engineered by the WWE locker room to make Springer feel at home. ( WATCH PART 1 | WATCH PART 2)

But Lawler's announcement wasn’t the only mind-blowing revelation. Mae Young appeared on the stage and laid a smooch on Springer for the ultimate shocking conclusion. Who could have predicted that?

21

Cedric the Entertainer

Cedric the Entertainer arrived to Raw in a limousine that also included The Bella Twins, football players and their coach, a grandmother and a Mohel. The show was sure to be a party, and Cedric didn’t disappoint. ( WATCH)

After Cedric cracked some jokes about WWE's second-generation Superstars, Santino Marella praised the Original King of Comedy, but the two were interrupted by Chavo Guerrero. Cedric accepted The Mexican Warrior's challenge for a match later in the evening. ( WATCH) Santino ended up being the special referee for the bout, which saw Cedric donning extravagant grappling gear complete with mask and cape. Utilizing several body doubles of varying sizes, Cedric pulled off the major upset to defeat Chavo. The Little Rock, Ark., crowd went home happy as Cedric and his pals performed a celebratory in-ring dance. ( WATCH)

20

Pete Rose

No stranger to WWE prior to hosting Raw, Pete Rose had legendary confrontations with Kane at three consecutive WrestleManias from 1998 through 2000 ( WATCH 1998 WATCH 1999 | WATCH 2000) and at No Mercy 2002. It was Big Red Monster versus Big Red Machine. Two years later, Charlie Hustle was inducted into the Celebrity Wing of the WWE Hall of Fame.

When the controversial Cincinnati Reds great hosted Raw in 2010, he gained a measure of revenge by pitting Kane in a bout against Shawn Michaels. After Rose celebrated HBK’s victory backstage, The Devil’s Favorite Demon yanked baseball’s all-time hit king into a dressing room where Kane no doubt got the upper-hand once again. ( WATCH)

( MORE PETE ROSE)

19

Ozzy & Sharon Osbourne

After accompanying The British Bulldogs to the ring more than twenty years prior at WrestleMania 2 ( WATCH), and performing a song on SmackDown, Ozzy Osbourne got aboard the WWE "crazy train" once again for a guest hosting gig alongside his wife Sharon. The iconic reality show stars engaged in verbal spats with a crop of WWE’s top outspoken loudmouths including The Miz, Legacy and Big Show, but D-Generation X showed up to help the heavy metal rocker and his spouse even the odds. ( WATCH)

Later in the evening, the Osbournes judged a rousing game of "Raw's Got Talent," which also included The Great Khali as a judge, and contestants Santino Marella, Chavo Guerrero, Jillian Hall, Hornswoggle and the debut of Chris Masters' popular dancing pecs routine. ( WATCH)

18

The cast of "MacGruber"

The stars of the SNL-originated comedy movie hosted Raw when WWE invaded The Meadowlands in New Jersey in April 2010, but Will Forte’s MacGruber and Kristen Wiig’s Vicki St. Elmo might have gotten more than they bargained for.

Vladimir Kozlov immediately made his presence felt as an adversary of MacGruber’s, and demanded respect in the form of a formidable opponent. Perhaps MacGruber did not realize the sort of threat Kozlov posed, and referred to him as a "giant pile of suck," insulted The Moscow Mauler's mother, and arranged a match between the Russian and R-Truth. When MacGruber's incompetence with explosives reared its ugly head and blew Truth to bits – leaving only a pair of smoking boots – he was forced to battle Kozlov himself. ( WATCH)

MacGruber, having wet his pants in fear earlier in the evening, battled Kozlov in one of the show's main events. Co-star Ryan Phillippe made a heroic appearance, and changed the bout to a Handicap Match with MacGruber's brother, Khaluber (The Great Khali in an astonishing getup), who chased Kozlov away. In typical MacGruber fashion, he and his co-stars' appearance ended in an unexpected explosion in the midst of the hero’s sentimental soliloquy. ( WATCH)

17

David Hasselhoff

Jolly old England was treated to one of Europe's most popular cult sensations in, David Hasselhof, April 2010f. The "Baywatch" star left the swim trunks at home, and emerged from his "Knight Rider" vehicle decked out in a sparkly sport coat reminiscent of something in Chris Jericho’s closet. He was “Hoff and running,” and captivated the WWE Universe with his unique brand of engaging cadence. ( WATCH)

Throughout the show, Hasselhoff pleased the WWE Universe by arranging a "Baywatch Babe" Triple Threat Match ( WATCH), and coerced KITT from "Knight Rider" to predict a 22-second victory for John Cena over David Otunga. His star power was clear. Don't hassle The Hoff.

16

Seth Green

As Raw’s first celebrity guest host, the former “Buffy the Vampire Slayer” star set a high standard. A huge WWE fan since childhood, Seth Green arranged a blockbuster main event that pitted Randy Orton, Cody Rhodes and Ted DiBiase against Triple H, John Cena and himself! Triple H was concerned about the host’s decision to get in on the action, but the former Scott Evil had plenty of experience with villains.

The “Robot Chicken” creator seemed at home in a WWE ring, having the presence of mind to break up a pinning attempt by his opponents and narrowly escape a brutal assault at the hands of Legacy. By the end of the night, the WWE Universe was chanting Seth’s name while he celebrated with his teammates. ( WATCH)

15

"The A-Team" (Bradley Cooper, Sharlto Copley and Quinton "Rampage" Jackson)

It was a night of nostalgia when the rebooted A-Team landed on Raw, which led to a parade of WWE Legends.

Bradley Cooper, star of the hit blockbuster “The Hangover,” was the first member of The A-Team to appear on Raw, but he was mystified as to the location of his co-stars. Quinton “Rampage” Jackson, no stranger to on-screen competition, and Sharlto Copley were discovered by Jerry “The King” Lawler backstage while the WWE Hall of Famer searched for his crown. But as Lawler soon discovered, he had encountered B.A. Baracus and Murdock, not Jackson and Copley. The two A-Team members vowed to find Lawler’s prized possession. ( WATCH PART 1 | WATCH PART 2)

After a backstage search with plenty of action and adventure that included legendary villains "The Million Dollar Man" Ted DiBiase, Virgil, Irwin R. Schyster and "Rowdy" Roddy Piper, Murdock and Baracus discovered I.R.S. had the crown. An in-ring confrontation led to Murdock, Dusty Rhodes and Gene Okerlund saving Baracus from his rivals in a wild brawl, and the crown was returned to its rightful owner. ( WATCH)

14

Ben Roethlisberger

With Raw emanating from Wilkes-Barre, Pa., just across the state from the home of the Super Bowl Champion Pittsburgh Steelers, Ben Roethlisberger guest hosted along with many of his teammates.

After presenting a massive 7-on-7 Diva Bowl ( WATCH), Roethlisberger greeted the fans in the ring and was quickly interrupted by Jeri-Show, but the Steelers’ offensive line entered the arena as Big Ben’s backup. D-Generation X joined the fray in a heavyweight confrontation, and the champion quarterback arranged a main event pitting DX against Jeri-Show. Before leaving the ring, the Steelers joined Triple H and Shawn Michaels in their patented “DX chop,” complete with fireworks. ( WATCH)

During the matchup, Big Ben and his offensive line – decked out in DX gear – blocked Chris Jericho’s escape route, sealing the bout for The Game and HBK. The post-match celebration resembled a Super Bowl party on Raw. ( WATCH)

13

Nancy O'Dell & Maria Menounos

The "Access Hollywood" hosts led a very different kind of show in October 2009. Instead of talking about the latest Hollywood gossip, these two beauties guided the WWE Universe through the weekly roller-coaster that is Monday Night Raw. Plus, huge WWE fan Maria Menounos even got in on the action herself. Preparing for her participation in a huge Divas matchup, Menounos gave a swift kick to the obnoxious Chavo Guerrero, and headed out to the ring. ( WATCH)

Menounos teamed with Gail Kim and Kelly Kelly to defeat Beth Phoenix, Rosa Mendes and Alicia Fox in stunning fashion ( WATCH). Accompanied to the ring by Nancy O'Dell, Maria was impressive enough to return to action at Tribute to the Troops 2011, where she was once again victorious ( WATCH). Continuing her rivalry with Beth, she teamed with Kelly yet again in a matchup at WrestleMania XXVIII to defeat The Glamazon and Eve. ( WATCH)

12

Mark Cuban

The outspoken Dallas Mavericks owner made his first WWE appearance at 2003’s Survivor Series held at his team's home, the American Airlines Center. Seated at ringside, Mark Cuban was involved in an altercation with Eric Bischoff and ended up shoving Bischoff in the ring, but he was on the receiving end of a devastating RKO from Randy Orton. ( WATCH)

More than six years later, Cuban returned to WWE again to host Raw at the AAC. True to form, the Mavs owner sat in the front row with the WWE Universe. He continued his rivalry with Orton from earlier in the decade, and arranged a match between The Viper and Kofi Kingston with Cuban himself as the special referee. Before the bout, Cuban ejected Orton’s Legacy cohorts from the arena, and used his authoritative power to secure the victory for Kingston and get some payback on Orton. ( WATCH)

Before the night was over, Cuban moderated a showdown between Sheamus and John Cena, which ended with The Celtic Warrior planting the Dallas hero through a table. Judging from previous patterns, we bet Cuban will likely return in 2015 for retribution on his new rival. ( WATCH)

11

Hugh Jackman

Wolverine, aka Hugh Jackman, showed his claws on Raw as a guest star in September of 2011. His appearance was rudely interrupted by Vickie Guerrero and Dolph Ziggler, who Jackman quickly placed in a match against "the biggest underdog in the WWE locker room." With the WWE Universe chanting "We want Ryder!" Jackman headed up the ramp holding a "RYDER > WOLVERINE" sign high above his head. ( WATCH)

Later that evening, in the midst of a "Ryder Revolution," Jackman accompanied his new broski for Zack Ryder to the ring for his match against Ziggler. Vickie slapped Long Island Iced-Z during the bout, but the Broadway star evened the odds by clocking The Showoff in the jaw. Ryder took advantage of Jackman's mutant strength to score the pinfall as the Cleveland crowd was sent into a frenzy. ( WATCH)

10

Disney's The Muppets

It was time for WWE Superstars to meet Disney's The Muppets on Halloween 2011 in anticipation of Jim Henson's creations returning to the silver screen. Kermit the Frog and Miss Piggy were the first to appear and engaged in an awkward exchange with Vickie Guerrero, Jack Swagger, Kelly Kelly and Santino Marella, ending with Kermit and Piggy shouting Zack Ryder's catchphrase and Kermit being awarded a kiss from Kelly. ( WATCH)

Throughout the remainder of the evening, Christian bullied Dr. Bunsen Honeydew, Sheamus reconnected with long-lost relative Beaker ( WATCH), Statler and Waldorf made cynical criticisms about the broadcast, Vickie, Ziggler and Swagger sent a message to Fozzie and Gonzo ( WATCH), Miss Piggy slugged Hornswoggle and Kermit was bagged by Cody Rhodes. ( WATCH)

It was an eventful evening of pure fun for The Muppets and the WWE Universe, but the most significant moment of all occurred when Animal was appointed the special guest timekeeper for Santino's match against Swagger. Animal was a non-factor, but Beaker presented Santino with a mysterious concoction at ringside. The Italian Superstar spat the mixture into Swagger's face and scored the pinfall. ( WATCH)

One year after guest hosting Monday Night Raw, Disney's The Muppets made their glorious return to WWE's flagship show as Social Media Ambassadors for the Dec. 10, 2012, episode of Raw, and the little guys and gals did not disappoint.

Drawing on their history with the WWE Superstars, Miss Piggy ( @RealMissPiggy), Kermit The Frog ( @MuppetsStudios) and the gang took to Twitter and Tout.com/WWE to unleash their own personal brand of wit on a chaotic Monday Night Raw that saw Cody Rhodes return from injury and The Shield make its boldest statement yet. (FULL RESULTS)

9

Shaquille O'Neal

The "Big Aristotle" Shaquille O'Neal opened Raw when he hosted in July 2009 and quickly earned the ire of Jeri-Show, but even The World’s Largest Athlete couldn’t stand tall over Shaq. The holder of four NBA Championship rings challenged him to a match, which Big Show rudely declined. In response, the "Kazaam" star arranged a bout between Jeri-Show and Cryme Tyme, and named himself the "special enforcer."

In the evening’s main event, Jeri-Show got themselves intentionally disqualified, but Shaq Daddy took matters into his own hands and stood toe-to-toe with Big Show. Shaq got the better of a shoving match in a moment that incited fans to imagine a dream bout between the two enormous competitors. ( WATCH)

8

Pee-wee Herman

The secret word was "RING" when the beloved "Playhouse" host guest starred on Raw at Long Island, N.Y.'s Nassau Coliseum in late 2010 to promote the limited run of his Broadway show. Pee-wee held his own in a verbal confrontation with The Miz, exchanging a dizzying series of "Reallys?" that made the WWE Universe's collective head spin.

The man in the too-small grey suit and red bowtie called upon his "cousin" Big Show, who strutted down the ramp in an identical outfit to Pee-wee's. "The Big Pee-wee" sent both Miz and Alex Riley toppling over the ropes. ( WATCH)

Earlier in the evening, the quirky star of stage and screen played a unique game of Twister with Mark Henry and several Divas. His appearances received raucous reactions from the crowd, and Pee-wee later appeared at WrestleMania XXVII engaging in a humorous exchange with host The Rock. ( WATCH)

7

Nicole "Snooki" Polizzi

The "Jersey Shore" dynamo guest starred on Raw in 2011, and quickly butted heads with Vickie Guerrero backstage. After blocking a slap by Vickie, Snooki delivered one of her own to leave the self-anointed "Cougar" shocked. ( WATCH)

Later that night, Snooki had more disparaging remarks to say about Vickie in the ring, leading to Trish Stratus defeating Vickie in a No Disqualification Match. John Morrison, Dolph Ziggler and Team Lay-Cool interfered in the bout, and Snooki also executed an impressive array of punches to Michelle McCool after the pinfall. An enraged Vickie issued Morrison, Trish and Snooki to battle Ziggler and Lay-Cool at WrestleMania XVII, which the guidette quickly accepted. ( WATCH)

Later that month, Snooki and Trish were spotted training for their match at a New Jersey bar, which escalated to another brawl with Lay-Cool ( WATCH). In Atlanta, Snooki performed an impressive series of acrobatic maneuvers, leading her team to a WrestleMania victory. ( WATCH)

6

William Shatner

When the former Captain Kirk beamed in on Raw in 1995, he had boldly gone where no celebrity had gone before. One of Raw's first Hollywood crossovers, William Shatner promoted his new USA Network show "TekWar" on The King's Court. Jerry Lawler provoked the Starfleet admiral, who responded by tossing "The King" into the ropes and delivering an impressive monkey flip ( WATCH). The following week, Shatner appeared again to accompany Bret "Hit Man" Hart to the ring as a part of his ongoing rivalry with Lawler ( WATCH). Despite their in-ring altercation, Shatner and Lawler made amends, became close friends and the Priceline spokesman inducted the Memphis legend into the WWE Hall of Fame in 2007.

Shatner returned to Raw in early 2010 as guest host, and in between engaging with several Superstars, he found time to record an album of dramatic spoken-word versions of WWE entrance themes. The segment was outrageously popular, and has become one of the funniest moments in Raw’s history. ( WATCH)

5

Floyd Mayweather

Widely considered pound-for-pound the greatest fighter in the world, Floyd "Money" Mayweather first exploded onto the WWE scene at No Way Out 2008, getting into a tussle with Big Show and breaking The World’s Largest Athlete's nose. The following night on Raw, the two agreed to settle their differences at WrestleMania XXIV. At their weigh-in on the March 10, 2008, edition of Raw, WrestleMania came early as a huge brawl broke out at ringside. ( WATCH)

Mayweather knocked out Big Show on The Grandest Stage of Them All ( WATCH) and did not appear on Raw until nearly a year and a half later, when he returned as guest host. The World's Largest Athlete, then a member of WWE Tag Team Champions Jeri-Show, still harbored a grudge against his former opponent. The two, along with Chris Jericho, had a tense in-ring confrontation which culminated in the boxing showman contributing to Jeri-Show's defeat at the hands of MVP and Mark Henry.

4

Bob Barker

The former "Price is Right" host paid a visit to Raw as guest host in September 2009, and quickly became the most popular celebrity in Raw's brief guest host era. Bob Barker's brand of pure class and television nostalgia was a big hit, and he even was able to get the better of Chris Jericho in a tense verbal confrontation. ( WATCH)

Barker was no stranger to fisticuffs, having punched Adam Sandler's lights out in "Happy Gilmore," and used that experience to rid his backstage office of the obnoxious Chavo Guerrero. After Chavo began complaining, the game show mainstay popped The Mexican Warrior in the gut and karate chopped his back, sending Guerrero to the floor in agony. Barker turned to the camera and announced he was "having a wonderful time tonight." Us too, Bob. ( WATCH)

3

Kevin Federline

Before the guest host concept began, Britney Spears’ former hubby appeared on Raw five times beginning in October 2006, and engaged in a heated rivalry with WWE Champion John Cena. Not appreciating Kevin Federline’s cocky demeanor, The Champ delivered an Attitude Adjustment to the celebrity guest, but K-Fed achieved some revenge the following week by slapping Cena across the face and allowing him to be manhandled by both Big Show and King Booker.

At Cyber Sunday, Federline got the upper-hand on The Champ yet again by nailing Cena with the World Heavyweight Championship ( WATCH). The following night, Britney’s bad boy challenged Cena to a one-on-one match at the New Year’s Day edition of Raw. Federline scored a stunning upset over his opponent ( WATCH), but Cena gains a measure of retribution by delivering another Attitude Adjustment to the Hollywood thug before the night is out.

2

Mike Tyson

A pop culture icon for more than 25 years, "Iron" Mike Tyson was inducted into the WWE Hall of Fame in 2012 for his contributions to the world of sports-entertainment starting in 1998. ( WATCH)

The "Baddest Man on the Planet" first appeared on WWE's flagship broadcast after cheering his favorite Superstars from a skybox at 1998's Royal Rumble ( WATCH). After an intense pull-apart brawl with "Stone Cold" Steve Austin ( WATCH), a similar situation seemed to develop between the former heavyweight boxing champion and D-Generation X. But in a shocking turn of events, Tyson joined DX's ranks ( WATCH) and served as a special enforcer for the WWE Championship Match between Austin and Shawn Michaels at WrestleMania XIV. "Iron" Mike turned his back on DX at The Show of Shows, knocking out HBK and counting the pin for The Texas Rattlesnake's first WWE Title win ( WATCH). Tyson’s appearances on Raw throughout this period have remained a lasting image of WWE's infamous Attitude Era.

Tyson returned to Raw in 2010 as guest host, and his issues with Michaels and Triple H seemed to return with him. Teaming with Chris Jericho to battle his former friends in a tag match, Tyson revealed a DX T-shirt and knocked out Jericho in typical Tyson fashion. The unpredictable crowd favorite ended his night celebrating with his longtime rivals-cum-allies. ( WATCH)

( MORE MIKE TYSON)

1

Donald Trump

Donald Trump’s storied history with WWE dates back to 1990 and 1991, when Trump Plaza in Atlantic City, N.J., hosted WrestleMania IV and V ( WATCH). He also appeared ringside at WrestleMania XX in his hometown of New York City. ( WATCH)

Eighteen years after WrestleMania V, Mr. McMahon presented a Trump impersonator battling a parody of Trump's rival Rosie O’Donnell in a satirical matchup on Raw. The real Donald was not pleased with the mockery, and he and Mr. McMahon agreed to settle their differences with a Hair vs. Hair Match at WrestleMania 23. Their contract signing for the bout on Raw ended with The Donald shoving The Chairman onto his backside ( WATCH). Trump was victorious on The Grandest Stage of Them All, and shaved Mr. McMahon bald, but the real estate mogul was not done with WWE.

Two years later, Mr. McMahon declared he had put his differences aside to make a good business decision, and announced Raw had been sold to his former rival. The show was renamed "Trump Raw," and The Donald presented a special commercial-free edition of the broadcast. The Chairman had seen enough, and bought back his brainchild for double what he sold it for. It was Trump who turned out to have made the good business move. ( WATCH)

Trump departed Raw, but not before instituting a guest host plan that would bring a celebrity to WWE every Monday night, taking a cue from his own success with "The Apprentice." With a WWE history that dates back more than 20 years and a former owner of the program, Trump owns the top spot on our list of Raw celebrities.

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