Top 10 Most Uncool Rappers

The Top Ten
1 Nicki Minaj Onika Tanya Maraj, known professionally as Nicki Minaj (born December 8, 1982) is a Trinidadian/American rapper / pop music artist. Minaj is most known for her songs such as "Anaconda", "Super Bass", "Starships" and her feature on "Bang Bang". Despite her controversial songs, Brent Staples from "The New York Times" claimed her to be 'the most influential female rapper of all time', presumably distinctive for her fast flow and her use of alter egos with Cockney accent. She has endorsed Adidas, MAC Cosmetics and Pepsi. Minaj has received ten Grammy-nominations throughout her career, and has won multiple awards including the Billboard's Women in Music 2011 Rising Star award.
2 Iggy Azalea Amethyst Amelia Kelly, born June 7, 1990 known professionally as Iggy Azalea, is an Australian rapper, singer, songwriter, and model.
3 Pitbull Armando Christian Pérez, better known by his stage name Pitbull, is a Grammy (and Latin Grammy) winning Cuban-American rapper, songwriter and record producer.
4 Vanilla Ice Robert Matthew Van Winkle, known by his stage name, Vanilla Ice, is an American rapper, actor and television host.

He's not that bad.

5 Kanye West Ye (born Kanye Omari West; June 8, 1977) is an American rapper, songwriter, record producer and fashion designer. He is regarded as one of the most influential, as well as controversial, artists of the 21st century. ...read more.
6 Chris Brown Christopher Maurice "Chris" Brown (born May 5, 1989) is an American singer, songwriter, dancer and actor. Born in Tappahannock, Virginia, he was involved in his church choir and several local talent shows from a young age. He is most well known for his physical assault towards the singer Rihanna in 2009. He is also known for many hit singles, such as "Kiss Kiss", "Run It!", "Forever", "Deuces", "Look At Me Now", "Loyal", "Ayo", and "Back to Sleep".

Not just rap the most uncool person in mainstream music generally.

7 Drake Aubrey Drake Graham, known professionally as Drake, is a Canadian rapper, singer, songwriter, record producer and actor, born on October 24, 1986 in Toronto, Canada. He started his career on Canadian reality show "Degrassi: The Next Generation".
8 Silento Richard Lamar Hawk, better known by his stage name Silentó, is an American rapper, singer, songwriter, record producer and actor. He is best known for his debut single "Watch Me", which reached number three on the Billboard Hot 100. Recently, he is also known for murdering his cousin and is currently in prison.
9 Lil Wayne Dwayne Michael Carter, Jr. is an American rapper from New Orleans, Louisiana. He was discovered by Brian "Baby" "Birdman" Williams at a very young age, and was signed to Cash Money Records, where he would be one quarter of the rap group Hot Boys. In the years to follow, he would go on to find his own label, Young Money, where he would sign popular artists such as Drake, Nicki Minaj and Tyga, and he would go on to be one of the most popular rappers of all time. ...read more.

Feel like he should be in the top ten he is one of those that you always hear as an example of terrible hip hop.

10 Jason Derulo Jason Joel Desrouleaux, better known by his stage name Jason Derulo (an alternate spelling of his surname), is an American singer, songwriter, and dancer. He is best known for his singles such as "Whatcha Say", "Ridin' Solo", "In My Head", "What If", "Wiggle", "Talk Dirty", "Trumpets" and "Want To Want ...read more.
The Contenders
11 Kid ink
12 Tyga Micheal Ray Stevenson, known by his stage name Tyga, is an American hip hop recording artist. In 2011, Tyga signed a recording contract with Young Money Entertainment, Cash Money Records and Republic Records.
13 6ix9ine Daniel Hernandez, known by his stage name 6ix9ine, also known as Tekashi69 or simply Tekashi, is an American rapper. He is mostly known for his legal issues, particularly his sexual crimes.

In 2015, Hernandez pleaded guilty to a felony count of use of a child in a sexual performance. However, he denied having any sexual contact with the girl. On February 1, 2019, he pleaded guilty to charges... read more
14 Lil Pump Gazzy Garcia (known professionally as Lil Pump, born August 17th, 2000) is an American rapper, producer and songwriter. Gazzy began his career in 2016 with a collaboration freestyle with Smokepurpp, which was eventually posted in Soundcloud to popular success. He broke out to mainstream the following ...read more.
15 MC Hammer Stanley Kirk Burrell (born March 30, 1962), known professionally as MC Hammer (or simply Hammer), is an American rapper, dancer, and record producer who had his greatest commercial success and popularity from the late 1980s until the early 1990s. Remembered for his rapid rise to fame, Hammer is known for songs (such as "U Can't Touch This" and "2 Legit 2 Quit"), flashy dance movements, choreography and eponymous Hammer pants.

Probably not quite as much as Vanilla Ice but he has definitely become a punchline for pop rap from that time.

16 Soulja Boy Tell Em
17 2 Chainz Tauheed Epps, known by his stage names 2 Chainz and formerly Tity Boi, is an American rapper from College Park, Georgia, and is often regarded as one of the most mediocre rappers of recent years. He started out in the southern rap duo Playaz Circle with fellow rapper Dolla Boy, before he would become ...read more.
18 Chief Keef Keith Farelle Cozart, better known by his stage name Chief Keef, is an American rapper and record producer from Chicago, Illinois.
19 Waka Flocka Flame Juaquin James Malphurs, better known by his stage name Waka Flocka Flame or simply Waka Flocka, is an American rapper from Atlanta, Georgia.
20 Gucci Mane Radric Delantic Davis, known professionally as Gucci Mane, is an American rapper who has released 12 studio albums and over 70 mixtapes. In 2007, he founded his own label, 1017 Records. He helped to pioneer the hip hop subgenre of trap music alongside fellow Atlanta-based rappers T.I. and Young Jeezy. ...read more.
21 Young Thug Jeffrey Lamar Williams, better known by his stage name Young Thug, is an American rapper from Atlanta, Georgia. He became known for his commercial debut single 'Stoner', as well as other songs such as 'Check', 'Digits', and 'Best Friend' ...read more.
22 Wiz Khalifa Cameron Jibril Thomaz, better known by his stage name Wiz Khalifa, is an American rapper, songwriter, and actor. He was born on September 8, 1987.
23 Lil B Brandon Christopher McCartney, professionally known as Lil B and often known as The BasedGod, is an American rapper, record producer, author, activist and motivational speaker from Berkeley, California. He is often regarded as the pioneer of cloud rap.
24 Migos Migos is an American hip hop trio from Lawrenceville, Georgia, founded in 2008. They are composed of three rappers known by their stage names Takeoff, Quavo and Offset.
25 Trinidad James Nicholas Williams, better known by his stage name Trinidad James, is an American rapper based out of Atlanta, Georgia.
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