Best Multisyllabic Rhyming Rappers

The Top Ten
1 Eminem Eminem, born Marshall Bruce Mathers III, is an American rapper, actor and music producer born on October 17, 1972 in St. Joseph, Missouri. Eminem has sold over 300 million records making him the bestselling hip-hop artist of all time. In addition to his solo career, he is a member of D12 and (with Royce da 5'9") half of the hip-hop duo Bad Meets Evil. Rolling Stone ranked him 83rd on its list of 100 Greatest Artists of All Time, calling him the King of Hip Hop. Including his work with D12 and Bad Meets Evil, Eminem has had ten number-one albums on the Billboard 200 and 5 number-one singles on the Billboard Hot 100, and 13 worldwide.

Don't ever freestyle him or try to play scrabble with him he'll find a way to rhyme them all

Just read Martin Conner's take on Eminem's rhymes.

2 Kollegah Felix Antoine Blume, better known by his stage name Kollegah, is a German rapper of Canadian descent born on August 3rd, 1984. He is widely credited to have established multisyllabic rhyming and doubletime rapping in German hip hop. ...read more.

Okay, I love Eminem, but...

...let’s take a closer look at Kollegah's song “Bossaura”, more specifically at one part that occurs between 3:26 and 3:49 (NOTE: the overall song lasts 6:03 minutes with about 5 minutes of pure rapping, all of which could be analyzed the way I do with these 23 seconds). This very part of the song can also be heard on the link I posted earlier on this item, in addition to another rhyme chain that follows right afterwards.

“Hinter mokkabraun getönten Fenstern mit Chicks I'm fetten Beamer / Kofferraumvermögen sechshundertsiebzig Hektoliter / Voll gestrecktem Pep, ich vercheck' die Packets an Ghettodealer / Der Chauffeur manövriert den King, so wie Tekkenspieler / Du Crackbitch bettelst mich nett an, dich auf dei'm Track zu featuren / Weg mit dir, Mann, deine Raptexte sind wack, versteck dich lieber / Oder der Mac hält Magnums und Tecs an dein'n Head und streckt dich nieder / Fetzt dich weg und du liegst da verletzt I'm Dreck mit ...more

Even for a non-German speaker, this short video should be proof enough (rhyming syllables are highlighted in color):
https://www.youtube.com/watch? v=RTUh7phNQDY

3 Eko Fresh Ekrem Bora, better known by his stage name Eko Fresh, is a German rapper of Turkish descent born on September 3, 1983. ...read more.
4 Rakim William Michael Griffin Jr. (born January 28, 1968), better known by his stage name Rakim Allah (or simply Rakim), is an American rapper and record producer. One half of golden age hip hop duo Eric B. & Rakim, he is widely regarded as one of the most influential and skilled MCs of all time. ...read more.
5 Hopsin Marcus Jamal Hopson, better known by his stage name Hopsin, is an American rapper, record producer, director and actor from Los Angeles, California. Hopsin was born on July 18, 1985. His first album was called Emurge but he's best known for his album titled Raw.

If there is one thing Hopsin is good at, it's ming 3 or 4 syllables.

6 Tupac Tupac Amaru Shakur, also known as 2Pac, was an American rapper and actor born on June 16, 1971 in East Harlem, New York. Tupac sold over 75 million records worldwide and has been referred to in multiple major publications such as Rolling Stone as one of the greatest music artists of all time. 2Pac was assassinated on September 1996 at the age of 25. ...read more.
7 Dr. Dre Andre Romelle Young (born February 18, 1965), known professionally as Dr. Dre, is an American rapper, record producer, and entrepreneur. He is the founder and CEO of Aftermath Entertainment and Beats Electronics, and previously co-founded, co-owned, and was the president of Death Row Records. Dr. Dre ...read more.
8 B.o.B Bobby Ray Simmons, Jr., better known by his stage name B.o.B, is an American recording artist and music producer from Decatur, Georgia.
9 Snoop Dogg Cordozar Calvin Broadus, Jr., (born October 20, 1971) known professionally as Snoop Dogg, is an American rapper, actor, record producer, and television personality from Long Beach, California.
10 Kendrick Lamar Kendrick Lamar Duckworth (born June 17, 1987) is an American rapper and songwriter. Raised in Compton, California, Lamar embarked on his musical career as a teenager under the stage name K-Dot, releasing a mixtape that garnered local attention and led to his signing with indie record label Top Dawg ...read more.
The Contenders
11 Macklemore Ben Haggerty, (born, June 19, 1983) known by his stage name Macklemore and formerly Professor Macklemore, is an American singer and songwriter from Seattle, Washington.
12 Tech N9ne Aaron Dontez Yates, (born November 8, 1971), better known by his stage name Tech N9ne, is an American rapper. In 1999, Yates and business partner Travis O'Guin founded the record label Strange Music. He has sold over two million albums and has had his music featured in film, television, and video games. ...read more.
13 MF Doom Daniel Dumile (July 13, 1971 - October 31, 2020), also known as MF DOOM, was a British-born hip hop recording artist who spent most of his life in the United States. He died on October 31, 2020, however, his death wasn't revealed until December 31.
14 Adam Hicks
15 Nas Nasir bin Olu Dara Jones, better known by his stage name Nas, is an American rapper and entrepreneur born on September 14, 1973 in New York City. His album, Illmatic, is considered to be one of the best rap albums of all time. He is also considered to be one of the best rappers of all time.
16 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 ...read more.
17 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.
18 Kool G Rap Nathaniel Thomas Wilson, better known by his stage name Kool G Rap is an American rapper from the Corona neighborhood of Queens, New York City.

Are you kidding? There is Macklemore on this list but not Kool G Rap?

19 Jus Allah
20 Canibus Germaine Williams, better known by his stage name Canibus, is a Jamaican born-American rapper and actor.
21 Farid Bang Farid Hamed El Abdellaoui, better known by his stage name Farid Bang, is a German rapper of Maroccan descent born on June 4, 1986. ...read more.
22 Kay One Kenneth Glöckler, better known by his stage names Kay One and Prince Kay One, is a German rapper of Filipino descent, born on September 7, 1984. Kay got famous due to his exceptionally skilled freestyle raps, causing him to win several battle rap tournaments. After having been a featured artist on ...read more.
23 The Notorious B.I.G. Christopher George Latore Wallace, born May 21, 1972, better known by his stage name The Notorious B.I.G (sometimes Biggie Smalls or just simply Biggie), is an American rapper from Brooklyn, New York. On March 9, 1997, he was murdered in a drive by shooting in Los Angeles, California at the age of only 24. To this day it’s unknown who murdered him. ...read more.
24 Vinnie Paz Vincenzo Luvineri, better known as Vinnie Paz, is a Sicilian American rapper and the lyricist behind the Philadelphia underground hip hop group Jedi Mind Tricks.
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