The Illest Villains in Songs

A look at some of hip hop's most evil characters.

Hip Hop's Most Evil - Halloween is approaching. As a nod to the ghosts and goblins, read on for some of the most evil characters depicted in hip hop songs. They range from Eminem's deranged fan to Scarface's suicidal hustler.— Michael Harris (@IceBlueVa)(Photos from Left: Aftermath/Interscope Records, Leonardo Munoz/EPA/Corbis, Rap-a-Lot Records)

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Hip Hop's Most Evil - Halloween is approaching. As a nod to the ghosts and goblins, read on for some of the most evil characters depicted in hip hop songs. They range from Eminem's deranged fan to Scarface's suicidal hustler.— Michael Harris (@IceBlueVa)(Photos from Left: Aftermath/Interscope Records, Leonardo Munoz/EPA/Corbis, Rap-a-Lot Records)

Eminem – "Stan" - Eminem created a psychopath with his 1999 hit "Stan." The fictional fan was so obsessed with Slim Shady that he ended his own life and that of his pregnant girlfriend.(Photos from Left: Aftermath/Interscope Records, Jeff Kravitz/FilmMagic for YouTube)

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Eminem – "Stan" - Eminem created a psychopath with his 1999 hit "Stan." The fictional fan was so obsessed with Slim Shady that he ended his own life and that of his pregnant girlfriend.(Photos from Left: Aftermath/Interscope Records, Jeff Kravitz/FilmMagic for YouTube)

Photo By Photos from Left: Aftermath/Interscope Records

DMX – "Damien" - DMX rhymed multiple times about a devil named "Damien," to whom he sold his soul for the riches of hip hop. X lyrically caught a few bodies at Damien's urging, even murdering his man Shawn in his "be careful what you ask for" tales. (Photo: Frank Micelotta/ImageDirect)

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DMX – "Damien" - DMX rhymed multiple times about a devil named "Damien," to whom he sold his soul for the riches of hip hop. X lyrically caught a few bodies at Damien's urging, even murdering his man Shawn in his "be careful what you ask for" tales. (Photo: Frank Micelotta/ImageDirect)

Bushwick Bill - Bushwick Bill, one third of legendary Houston group the Geto Boys, talks smack on the intro and outro to "Stranded on Death Row." After making headlines for the wrong reasons in 2010, when an arrest for drug possession almost led to his deportation to Jamaica, Bill seems to be back on the right track — he reunited with his former band mates on stage for the first time in years at the Gathering of the Juggalos festival earlier this year. The trio is planning more gigs for later this year and 2013.   (Photo: Matthew Simmons/Getty Images)

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Bushwick Bill – "Chuckie" - The Geto Boys' Bushwick Bill re-created Child's Play when he brought the deranged doll to wax with his own theme song. Chuck went on a murder spree as Bushwick rhymed, "Worse than Charles Manson/Never having a equal/Went sleepwalking last night and killed 300 people."(Photo: Matthew Simmons/Getty Images)

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Immortal Technique – "Dance With the Devil" - William "Billy" Jacobs just may be the evilest person in a rap song. In this thought-provoking story, Billy rapes, steals and murders before taking his own life. An added wicked twist, he unknowingly rapes his own mother.(Photo: Mike Lawrie/Getty Images)

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Slick Rick – "Children's Story" - Slick Rick educated the masses with this song, first releasd back in 1988. It's a tale of a little boy up to no good, robbing old folks, pulling pistols, holding a woman hostage and stealing whips. The Ruler ended the rhyme with a warning, "He was only seventeen, in a madman's dream/The cops shot the kid, I still hear him scream/This ain't funny so don't ya dare laugh/Just another case about the wrong path."(Photo: The Island Def Jam Music Group)

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Slick Rick – "Children's Story" - Slick Rick educated the masses with this song, first releasd back in 1988. It's a tale of a little boy up to no good, robbing old folks, pulling pistols, holding a woman hostage and stealing whips. The Ruler ended the rhyme with a warning, "He was only seventeen, in a madman's dream/The cops shot the kid, I still hear him scream/This ain't funny so don't ya dare laugh/Just another case about the wrong path."(Photo: The Island Def Jam Music Group)

Jay Z – "Meet the Parents" - Jay Z rhymed about a deadbeat father named "Mike" who murders his son. After being absent all of the kid's life, he didn't even recognize that it was his own blood flooding the streets.(Photo: Scott Harrison/Hulton Archive/Getty Images)

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Jay Z – "Meet the Parents" - Jay Z rhymed about a deadbeat father named "Mike" who murders his son. After being absent all of the kid's life, he didn't even recognize that it was his own blood flooding the streets.(Photo: Scott Harrison/Hulton Archive/Getty Images)

Ice Cube – "I Wanna Kill Sam" - In this song, Ice Cube ran down a laundry list of atrocities committed by "Uncle Sam," a personification of the U.S. government. "Now in '91, he wanna tax me/I remember the son of a b***h used to ax me/And hang me by a rope 'til my neck snapped/Now the sneaky motherf**ker wanna ban rap," Cube spits.(Photos from Left: Priority/EMI Records, Corbis)

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Ice Cube – "I Wanna Kill Sam" - In this song, Ice Cube ran down a laundry list of atrocities committed by "Uncle Sam," a personification of the U.S. government. "Now in '91, he wanna tax me/I remember the son of a b***h used to ax me/And hang me by a rope 'til my neck snapped/Now the sneaky motherf**ker wanna ban rap," Cube spits.(Photos from Left: Priority/EMI Records, Corbis)

Dana Dane – "Chester" - Dana Dane, a brilliant storyteller, used this track to address child molestation and a pedophile named "Chester." Dane raps, "She said, 'It happened to me first when I was 9/He burst into my room and told me I was fine/He sat me on his knee and said that he loved me/And in his dirty strange way, he touched me...'"(Photo: RD ziekan/Retna Ltd./Corbis)

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Dana Dane – "Chester" - Dana Dane, a brilliant storyteller, used this track to address child molestation and a pedophile named "Chester." Dane raps, "She said, 'It happened to me first when I was 9/He burst into my room and told me I was fine/He sat me on his knee and said that he loved me/And in his dirty strange way, he touched me...'"(Photo: RD ziekan/Retna Ltd./Corbis)

Scarface - "A Minute to Pray and a Second to Die" - On his breakout single, Scarface told the story of a hustler who wilded out to the extreme before meeting his maker. "J.D.," bent on revenge and strapped up with a "AK-47, M-11 and a pump," murdered his enemy Mack's mother and brother, not caring about anyone when he blasted as kids were getting out of school.(Photos from Left: John Sciulli/Getty Images for Samsung, Rap-a-Lot Records)

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Scarface - "A Minute to Pray and a Second to Die" - On his breakout single, Scarface told the story of a hustler who wilded out to the extreme before meeting his maker. "J.D.," bent on revenge and strapped up with a "AK-47, M-11 and a pump," murdered his enemy Mack's mother and brother, not caring about anyone when he blasted as kids were getting out of school.(Photos from Left: John Sciulli/Getty Images for Samsung, Rap-a-Lot Records)

Notorious B.I.G.'s Verse on "Flava In Ya Ear (Remix)" - In case you were wondering what makes Biggie Smalls so notorious, it's that he makes rap braggadocio so believable, and for anyone else who attempts it with "the gimmicks, the wack lyrics," he'd say: "The s--- is depressing, pathetic, please forget it/ You're mad 'cause my style you're admiring/ Don't be mad, UPS is hiring."(Photo: David Corio/Redferns)

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The Notorious B.I.G. – "N***a Bleed" - Two villians pop up in this Life After Death tune. Frank White (a character pulled from the film King of New York) goes on a shooting spree to rob some rival drug dealers and takes his man "Arizona Ron" with him. Ron was known to light stuff on fire and according to B.I.G., "He's a criminal, n***a made America's Most/Killed his baby mother brother, slit his throat."(Photo: David Corio/Redferns)