The Legion of Doom: Notorious Hip Hop Villains

Say hello to the bad guys.

The Legion of Doom: Notorious Hip Hop Villains - The Dark Side just got a little bit darker. Bob Anderson, the Hollywood fencing coach who played Darth Vader in the fight scenes from the original Star Wars trilogy, died on Sunday at age 89. Darth was probably the illest villain of all time, and hip hop has always had an affinity for the bad guy. In fact, many of rap's biggest stars have relished taking on the role of the villain. Don't believe us? Click on to check out hip hop's Legion of Doom. Say hello to the bad guys. —Alex Gale (Photo: Mary Evans/LUCASFILM/Ronald Grant/Everett Collection)

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The Legion of Doom: Notorious Hip Hop Villains - The Dark Side just got a little bit darker. Bob Anderson, the Hollywood fencing coach who played Darth Vader in the fight scenes from the original Star Wars trilogy, died on Sunday at age 89. Darth was probably the illest villain of all time, and hip hop has always had an affinity for the bad guy. In fact, many of rap's biggest stars have relished taking on the role of the villain. Don't believe us? Click on to check out hip hop's Legion of Doom. Say hello to the bad guys. —Alex Gale (Photo: Mary Evans/LUCASFILM/Ronald Grant/Everett Collection)

50 Cent - From the beginning, 50's mercilessly attacked his practically countless enemies, ending whole careers in the process (ask Ja Rule and Young Buck). He gaffled the whole industry with his 1999 debut single, "How to Rob." And like any classic bad guy, he just won't die — even if you shoot him nine times.(Photo: Jason Merritt/Getty Images)

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50 Cent - From the beginning, 50's mercilessly attacked his practically countless enemies, ending whole careers in the process (ask Ja Rule and Young Buck). He gaffled the whole industry with his 1999 debut single, "How to Rob." And like any classic bad guy, he just won't die — even if you shoot him nine times.(Photo: Jason Merritt/Getty Images)

2Pac - Tupac's political messages were always, as he says, rapped from the bottom of his heart. The songs were made to stir up thought but also to stir up passion and emotion. (Photo: Death Row Records)

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Tupac Shakur - Pac may be a fallen icon, and perhaps the best to ever do it, but he waved the villain flag with pride, spitting at reporters, flashing the middle finger like it was a peace sign, glamourizing "thug life" and ethering enemies on wax (see "Hit 'Em Up"). He even made fun of Mobb Deep's Prodigy for having sickle cell — now that's just cold.(Photo: Death Row Records)

16. Kanye West "Power" - (Photo: Courtesy Roc-A-Fella Records)

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Kanye West - Kanye is the archnemesis of award shows worldwide. Even 18-year-old country stars can catch a bad one.(Photo: Roc-A-Fella Records)

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Suge Knight - Suge was hip hop's feared boogeyman through much of the '90s, strong-arming his way through the music industry. He even reportedly hung Vanilla Ice from a balcony to get him to sign over the rights to "Ice, Ice Baby." Many suspect he was behind the 1997 murder of the Notorious B.I.G.(Photo: David Klein/Getty Images)

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Kreayshawn/V-Nasty - Here's a sure way to be a hip hop villain: Be white, spout the N-word unapologetically, and then don't show the least bit of remorse or empathy — oh, and sign a reported $1 million record deal in the process.(Photos: Anthony Harvey/PictureGroup; YouTube)

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Kreayshawn/V-Nasty - Here's a sure way to be a hip hop villain: Be white, spout the N-word unapologetically, and then don't show the least bit of remorse or empathy — oh, and sign a reported $1 million record deal in the process.(Photos: Anthony Harvey/PictureGroup; YouTube)

Deeper Than Rap - The man who can’t seem to put the mic down, though he claimed retirement in 2004, released an album with his lil bro and favorite producer Kanye West. The highly anticipated release Watch the Throne included “New Day,” a track that had the gossip mill churning once again, when Hova rapped: Sorry junior, I already ruined ya/ Cause you ain’t even alive, paparazzi pursuin’ ya/ Sins of a father make your life ten times harder/ I just wanna take ya to a barber/ Bondin’ on charters, all the sh*t that I never did/ I just pray we was in love on the night that we conceived him/Promise to never leave him even if his mama tweakin’/ Cause my dad left me and I promise never repeat him.(Photo: Vince Bucci/PictureGroup)

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Jay-Z - Nowadays, Jay-Z is rap's beloved elder statesman and undisputed throne-sitter, but back in the early 2000s, when he was solidifying his kingdom, he bullied with the best of them. Embarassing childhood pics, scandalous baby mamas, condoms on baby seats — nothing was sacred.(Photo: Vince Bucci/PictureGroup)

Diddy - Diddy is hip hop's own version of Mr. Burns from The Simpsons. As a label boss, he's clashed with The Lox, made Da Band walk to Brooklyn for cheesecake, crushed Dream's dreams and made Danity Kane members cry. That's not even counting his infamous, um, "champagne toast" to Steve Stoute. He didn't call his label Bad Boy for nothing.(Photo: Frank Micelotta/ImageDirect/Getty Images)

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Diddy - Diddy is hip hop's own version of Mr. Burns from The Simpsons. As a label boss, he's clashed with The Lox, made Da Band walk to Brooklyn for cheesecake, crushed Dream's dreams and made Danity Kane members cry. That's not even counting his infamous, um, "champagne toast" to Steve Stoute. He didn't call his label Bad Boy for nothing.(Photo: Frank Micelotta/ImageDirect/Getty Images)

Mass Appeal\r - London born hip-hopper MF Doom sampled "We Almost Lost Detroit" on his instrumental song, "Camphor" off 2004's Special Herbs, Vol. 7-8

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M.F. Doom - This list just wouldn't be complete without the Villain himself, M.F. Doom. He wears an iron mask, takes after comic-book villain Dr. Doom and has left countless murdered beats in his wake.(Photo: Peter Kramer/Getty Images)

Benzino - Eminem lit into Benzino on his 2002 diss track "Bully," and the title fit like a glove. Benzino reportedly strong-armed his way into part ownership of The Source, and then used the magazine as a, well, bully pulpit to relentlessly attack anyone who disagreed with him, from rival publications to rival rappers, like Em and 50 Cent. One issue even featured a centerfold poster depicting Zino holding Em's severed head. (Photo: WENN.com)

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Benzino - Eminem lit into Benzino on his 2002 diss track "Bully," and the title fit like a glove. Benzino reportedly strong-armed his way into part ownership of The Source, and then used the magazine as a, well, bully pulpit to relentlessly attack anyone who disagreed with him, from rival publications to rival rappers, like Em and 50 Cent. One issue even featured a centerfold poster depicting Zino holding Em's severed head. (Photo: WENN.com)

Eminem: "We As Americans" - The lyrics: “I don’t rap for dead presidents, I rather see the president dead, it’s never been said but I set precedents."Released during George W. Bush’s first term, Eminem flipped the iconic phrase to express his disgust at the administration.(Photo: Scott Gries/PictureGroup)

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Eminem - Eminem's is one of the deadliest MCs of all time, and using his skills to criticize, attack and embarrass has always been his wheelhouse. Boy bands, teen pop divas, Benzino, Ja Rule, even his own mom and ex-wife — nobody's safe.(Photo: Scott Gries/PictureGroup)