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WWE's 10 Longest-Lasting Icons

Explore the legacy of WWE's most iconic wrestlers who redefined perseverance in the world of sports entertainment.
UPDATED NOV 6, 2023
John Cena, Rey Mysterio and Randy Orton | Getty Images
John Cena, Rey Mysterio and Randy Orton | Getty Images

WWE's 10 Immortal Superstars Who Defied the Test of Time

Wrestler John Cena picks up wrestler Randy Orton as wrestler Triple H (R) looks on during the WWE Monday Night Raw show at the Thomas & Mack Center August 24, 2009 in Las Vegas, Nevada. (Photo by Ethan Miller/Getty Images)
Wrestler John Cena picks up wrestler Randy Orton as wrestler Triple H (R) looks on during the WWE Monday Night Raw show at the Thomas & Mack Center August 24, 2009 in Las Vegas, Nevada. (Photo by Ethan Miller/Getty Images)

Wrestling in WWE isn't just about throwing down in the ring; it's like a marathon with body slams, demanding both strength and serious people skills. But hey, some stars have aced the game, sticking around longer than most Hollywood marriages! Get ready for the lowdown on the 10 WWE legends who've been smashing it for what feels like forever. They're not just wrestlers, they're the OGs of the squared circle, leaving an unforgettable smackdown on the history of sports entertainment.

10. Natalya

Natalya | Getty Images
Natalya | Getty Images

Hailing from an esteemed wrestling lineage, Natalya, daughter of the legendary Jim The Anvil Neidhart, etches her legacy as the first female third-generation superstar in WWE. Emerged as a pivotal figure within the famed Hart Dynasty, she inked her deal with the company back in 2007, and she's been flexing her skills ever since. With two Women’s Championship victories under her belt and a Women’s Tag-Team triumph alongside Tamina, Natalya has rightfully earned her spot as the longest-signed female superstar in the WWE.

9. The Miz

The Miz | Getty Images
The Miz | Getty Images

A charismatic fixture of the WWE scene since 2004, The Miz, with his slick moves and even slicker mic skills, has mastered the art of stealing the spotlight. This 3-time world champion and 14th Grand Slam champ has not only dominated the ring but also the screen, hosting the electric 'MIZ TV' segments. Playing the role of a heel with finesse, he even co-hosted the adrenaline-fueled WrestleMania 39, proving that he's more than just a superstar – he's the must-see superstar.

8. Dolph Ziggler

Dolph Ziggler | Getty Images
Dolph Ziggler | Getty Images

Dolph Ziggler, the ultimate "Showoff," is a diamond in the rough, often hailed as one of the most underrated WWE talents. Ziggler's journey began back in 2005 when he graced our screens as a caddie to Chavo Guerrero. Soon, he joined forces with The Spirit Squad, showcasing his versatility. With three world titles under his belt, Ziggler's credentials speak for themselves. While he may not be in the spotlight as often these days, the mystery of what WWE has in store for Ziggler keeps fans eagerly speculating about his next big move.

7. R-Truth

R-Truth | Getty Images
R-Truth | Getty Images

Ron Killings, better known as R-Truth, first graced the WWE stage in 1998, exiting briefly in 2002 before a triumphant return in 2008, following a successful six-year stint in TNA. Known for his humor-infused roles, R-Truth's infectious energy and occasional heel antics in 2011 have left fans in splits. Despite the rollercoaster of WWE drama, this two-time U.S. champ has managed to steer clear of any major controversies, earning respect for his lighthearted yet dedicated presence in the ring.

6. Brock Lesnar

Brock Lesnar | Getty Images
Brock Lesnar | Getty Images

Brock Lesnar, famously known as 'The Beast,' burst onto the WWE scene in 2002, a young gun at 25, leaving a trail of destruction in his wake. His initial two-year tenure was a whirlwind of dominance before he briefly traded the ring for a shot at football. However, his return in 2012 at the iconic Raw After Mania marked a relentless era of triumph. With multiple World Title victories under his belt, his crowning achievement was shattering The Undertaker's legendary Streak, solidifying his status as an unstoppable force in WWE.

5. Randy Orton

Randy Orton | Getty Images
Randy Orton | Getty Images

Randy Orton, famously dubbed 'The Viper', has etched his name as one of the most reliable and ruthless performers in WWE's epic saga. His journey began in 2000 when he inked a deal with the WWF, swiftly finding himself honing his craft in the prestigious Ohio Valley Wrestling (OVW). At the tender age of 24, Orton slithered his way to the top, claiming the title of the youngest World Champion. With an impressive track record, Orton stands tall, holding the distinction of clinching the third-highest number of titles in the company's storied history.

4. John Cena

John Cena | Getty Images
John Cena | Getty Images

John Cena, a true cornerstone of WWE, held the spotlight for an era with his iconic presence. Who can forget his explosive debut against Kurt Angle back in 2002? Even with his flourishing Hollywood career, Cena still manages to make time for the squared circle, proving that wrestling runs deep in his veins. His resilience and commitment to the sport make it impossible not to include him in the elite league of the 10 wrestlers with the most enduring legacies in WWE history.

3. Edge

Edge | Getty Images
Edge | Getty Images

Edge, better known as 'The Rated R superstar', has been a WWE fixture since way back in 1997. He burst onto our screens in 1998 and quickly joined forces with Gangrel and Christian in the notorious Brood. Building on this early success, he later forged an illustrious tag team partnership with Christian before embarking on a stellar singles career in 2001. With a staggering 31 WWE championships under his belt, Edge continues to dazzle audiences, proving that he's got plenty more spears left in him for the years to come.

2. Rey Mysterio

Rey Mysterio | Getty Images
Rey Mysterio | Getty Images

Rey Mysterio, the masked marvel, has been a beacon of inspiration, proving that size doesn't matter when you've got a heart. His journey kicked off in 1996 in WCW, where he quickly captured the adoration of fans worldwide. Transitioning to WWE in 2002, he continued to soar, clinching multiple prestigious championships, including the coveted World Title. His recent victory over his flesh and blood, Dominik, not only showcased his prowess but also underscored the enduring love the WWE universe holds for this luchador legend.

1. The Undertaker

The Undertaker | Getty Images
The Undertaker | Getty Images

Widely regarded as one of the most iconic figures in WWE history, The Undertaker's unparalleled 30-year career stands as a testament to his enduring legacy. Making his chilling debut at the Survivor Series in 1990, he carved a mythical presence in the wrestling world, with his ominous persona captivating fans worldwide. Revered not just for his in-ring prowess but also for his unwavering loyalty to the company, The Undertaker remains a legendary figure, earning the respect and admiration of peers and fans alike.

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