| Rapper who released his debut album "Beware of Dog" at age 13 | 71 |
| Rapper who said "My greatest pain in life is that I will never be able to see myself perform" | 103 |
| Rapper who said, "the 'P.' was getting between me and my fans" | 80 |
| Rapper who sells earphones | 26 |
| Rapper who starred in "16 Blocks" | 43 |
| Rapper who starred in "Crash" | 39 |
| Rapper who stars in "Law & Order: SVU" | 52 |
| Rapper who was in "She Hate Me" | 41 |
| Rapper who was the best-selling artist of the 00s | 49 |
| Rapper who was the first artist to have seven singles on the Billboard Hot 100 at the same time | 95 |
| Rapper who won a 1996 NAACP Image Award | 39 |
| Rapper who won the 2014 Best New Artist Grammy | 46 |
| Rapper who wrote the book "The Way I Am" | 50 |
| Rapper who's into unleavened bread? | 39 |
| Rapper who's married to reality TV star Coco Austin | 55 |
| Rapper whose 'Hypnotize' was a 1997 #1 hit | 50 |
| Rapper whose "Smack That" earned a Grammy nomination | 62 |
| Rapper whose 2006 album "Doctor's Advocate" was #1 | 64 |
| Rapper whose debut single was "Halftime" | 50 |
| Rapper whose feud with Jay-Z ended in 2005 | 42 |
| Rapper whose hologram appeared at Coachella | 43 |
| Rapper whose name sounds like a dessert | 39 |
| Rapper whose name sounds like a refreshing beverage | 51 |
| Rapper whose name sounds like a tall drink | 42 |
| Rapper whose original nickname was Kid Wave | 43 |
| Rapper will.___ | 15 |
| Rapper with "The Shining" | 35 |
| Rapper with a 2007 feud against Bill O'Reilly | 49 |
| Rapper with a Best Song Oscar | 29 |
| Rapper with a Chris Brown beef | 30 |
| Rapper with a Grammy | 20 |
| Rapper with a headphone brand | 29 |
| Rapper with a professional title | 32 |
| Rapper with a self-named sitcom | 31 |
| Rapper with a self-titled autobiography | 39 |
| Rapper with a sweet name? | 25 |
| Rapper with a trademark clock necklace, informally | 50 |
| Rapper with an MTV show ... whose name sounds like a word meaning "show" | 82 |
| Rapper with an Oscar | 20 |
| Rapper with four Grammys | 24 |
| Rapper with her own UPN show | 28 |
| Rapper with nine Grammy nominations (and no awards) | 51 |
| Rapper with no plans to stick around, or a "Back to the Future" hero after hours? | 91 |
| Rapper with seven Grammys | 25 |
| Rapper with several posthumous releases | 39 |
| Rapper with the #1 album "Hip Hop Is Dead" | 52 |
| Rapper with the #1 hit "Crank That" | 45 |
| Rapper with the #1 hit "Empire State of Mind" | 55 |
| Rapper with the #1 hit "Money Maker" | 46 |
| Rapper with the 1996 nine-time platinum album "All Eyez on Me" | 72 |
| Rapper with the 2000 single "Party Up (Up in Here)" | 61 |
| Rapper with the 2002 #1 hit "Always on Time" | 54 |
| Rapper with the 2002 #1 hit "Hot in Herre" | 52 |
| Rapper with the 2008 hit "Paper Planes" | 49 |
| Rapper with the 2009 hit "Kiss Me Thru the Phone" | 59 |
| Rapper with the 2010 #1 hit "Black and Yellow" | 56 |
| Rapper with the 2011 album "Detox" | 44 |
| Rapper with the 2011 hit "Work Out" | 45 |
| Rapper with the 2012 album "Life Is Good" | 51 |
| Rapper with the 2013 #1 album "Born Sinner" | 53 |
| Rapper with the 2014 #1 hit "Fancy" | 45 |
| Rapper with the 3x platinum single "Hold On, We're Going Home" | 76 |
| Rapper with the 6x platinum album "2001" | 50 |
| Rapper with the album ''Gangsta's Paradise'' | 64 |
| Rapper with the album "Amplified" | 43 |
| Rapper with the album "O.G. Original Gangster" | 56 |
| Rapper with the album "Word of Mouf" | 46 |
| Rapper with the album “Home Invasion” | 45 |
| Rapper with the alias Bobby Digital | 35 |
| Rapper with the August, 2007 album "Kala" | 51 |
| Rapper with the autobiography "The Way I Am" | 54 |
| Rapper with the debut album "Hard Core" | 49 |
| Rapper with the gold-record album "O.G. Original Gangster" | 68 |
| Rapper with the hit "Gangnam Style" | 45 |
| Rapper with the hit "Thong Song" | 42 |
| Rapper with the hit single "How Low" | 46 |
| Rapper with the line "if you catch me at the border I got visas in my name" | 85 |
| Rapper with the multi-platinum debut album "The College Dropout" | 74 |
| Rapper with the recent "Illmatic XX" twentieth-anniversary rerelease | 78 |
| Rapper wrapper | 14 |
| Rapper Wyclef | 13 |
| Rapper Yasiin Bey, formerly | 27 |
| Rapper Young's stage name | 29 |
| Rapper Yung ___ | 15 |
| Rapper __ Def, now known as Yasiin Bey | 38 |
| Rapper __ Dogg | 14 |
| Rapper __ Fiasco | 16 |
| Rapper __ Jon | 13 |
| Rapper __ Kim | 13 |
| Rapper __ Moe Dee | 17 |
| Rapper __ Rida | 14 |
| Rapper __ Shakur | 16 |
| Rapper ___ B | 12 |
| Rapper ___ Blow | 15 |
| Rapper ___ Boosie | 17 |
| Rapper ___ Cudi | 15 |
| Rapper ___ Def | 14 |
| Rapper ___ Dogg | 15 |
| Rapper ___ Fiasco | 17 |
| Rapper ___ Flip | 15 |