Entertainment
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The Greatest Fictional Rappers

Updated July 13, 2020 5.5k votes 723 voters 25.9k views41 items

A list of fictional rappers and hip-hop figures taken from popular films, video games and television shows. Now that rap has become such an integral part of mainstream culture, it's only natural that a number of TV shows, movies, books, games and other media would turn "the rapper" into a popular archetype. Most media - particularly if meant to be comical or satirical - depict rappers according to a few basic holdover stereotypes, largely popularized in the 1990s. The so-called "gangsta rapper" character would be threatening, arrogant and ostentatious, constantly showing off 'bling' or in other ways preening for the camera. Other shows or films have taken to parodying one individual rapper specifically, as with "The Cleveland Show's" introduction of student "Kenny West" (voiced by Kanye West himself) or the trio NWH in the film "Fear of the Black Hat" (all based on members of the influential hip hop crew NWA.)

Still, a few more serious, thoughtful takes on the world and life of a rapper have been presented over the years. Terence Howard won international acclaim for his portrayal of struggling MC DJay in "Hustle and Flow" (alongside real rapper Ludacris as DJay's foil, Skinny Black.) Real rapper Eminem even won an Oscar for his contributions to "8 Mile," a film about a fictional rapper named B-Rabbit based on Em's own backstory. 

If you like these characters, check out our list of the best rapper movies.

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    8 Mile
    Portrayed by Eminem. From "8 Mile."
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    188
    88
    Da Ali G Show
    Portrayed by Sacha Baron Cohen. From "Da Ali G Show."
  • 3
    160
    70
    The Boondocks
    From "The Boondocks."
  • 4
    116
    68
    The Boondocks
    From "The Boondocks."
  • 5
    114
    70
    CheckinaCoulibaly addedFamily Guy, Family Guy Universe
  • 6
    113
    73
    Trailer Park Boys
    Portrayed by Jonathan Torrens on the Canadian mockumentary "Trailer Park Boys"
  • 7
    94
    56
    Grand Theft Auto: San Andreas
    From "Grand Theft Auto: San Andreas
  • 8
    84
    55
    PeteBoyle addedRegular Show
  • 9
    83
    56
    CB4
    Group from the satirical comedy film "CB4."
  • 10
    89
    65
    Malibu's Most Wanted
    Portrayed by Jamie Kennedy. From "Malibu's Most Wanted."
  • 11
    74
    55
    Parappa the Rapper
    From the video game of the same name.
  • 12
    80
    64
    The Cleveland Show
    Voiced by Kanye West. From "The Cleveland Show."
  • 13
    70
    56
    Tropic Thunder
    Portrayed by Brandon T. Jackson. From "Tropic Thunder."
  • 14
    63
    54
    Married With Children
    Alter-ego of Bud Bundy (played by David Faustino) from "Married with Children"
  • 15
    From the 2005 "Simpsons episode "Pranksta Rap."
  • 16
    45
    41
    8 Mile
    Portrayed by Proof. From "8 Mile."
  • 17
    Portrayed by Ken Lawrence. Fictitious alter-ego of theoretical physicist Dr. Stephen Hawking.
  • 18
    6
    3
    Cynthia Lynn Trevejo addedFreaknik: The Musical (2010)
  • 19
    11
    23
    PeteBoyle added
  • 20
    59
    103
    Fear of a Black Hat
    From "Fear of a Black Hat."
  • 21
    39
    85
    hellodalai addedThe Karate Kid, Part II
  • 22
    59
    132
    PeteBoyle addedRegular Show
    Portrayed by Tyler The Creator. "From Regular Show"
  • 23
    28
    77
    Island Hopper Dan addedFrisky Dingo
  • 24
    57
    153
    Aqua Teen Hunger Force
    From "Aqua Teen Hunger Force."
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    41
    126
    Phineas and Ferb
    From "Phineas and Ferb."