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- Raekwon the Chef
- Corey Woods (Wu-Tang Clan). Chef stands for Criminals Have to Eat Food.
- Rafiyq
- Torren Williams.
- Rah Digga
- Rasheeda Fisher
- Rahiem
- Guy Todd Williams, US MC.
- Rahzel
- Rahzel M. Brown
- Rake
- Keith Rose, US MC.
- Rakim
- William Griffin, MC (US)
- Ralph M.
- Ralph Medrano (Funkdoobiest), US DJ.
- Rappin' 4-tay
- Anthony Forté, MC (US)
- Rappin' Ron
- Ron Royster, US MC.
- Ras Kass
- John Austin
- Raw Fusion
(group)
-
- Ray Boogie
- Ray Ramos (Evil Twins)
- Ray Dogg
- Raymond Scott (Almighty RSO)
- Rayvon
- Bruce A.M. Brewster
- Raz
- Rasmus Lindwall (Rob N Raz), Swedish DJ and producer.
- Real Roxanne
- Joanne Martinez, US MC.
- Real Thorough
- R. Taylor
- Rebel MC
- Mike West, UK MC.
- Red Fox
- Gareth Shelton
- Red Hot Lover Tone
- Samuel Barnes
- Reddy Red
- Collins Lyaseth (Geto Boys), US DJ.
- Redhead Kingpin
- David Guppy, US MC.
- Redman
- Reggie Noble, US MC.
- Remedee
- Debbie Pryce, UK MCska.
- Resurrector
- See Prince Rakeem the RZA.
- Rhythm D
- David Weldon, US producer. Ruthless Records main producer.
- Rhythm Layer Riccola
- Andre Brintley (Menace To Society), US DJ.
- Richie Rich
- See DJ Daddy
- Richie Rich
- Richard Serrell
- Rob
- Robert Wååtz (Rob N Raz), Swedish DJ and producer.
- Rob B
- Robert Birch (Stereo MC's), UK MC.
- Rob Base
- Rob Ginyard, US MC.
- Rob Quest
- Robert McQueen, US producer.
- Rob Swift
- Rob Aguilar (X-Men), US DJ.
- Rob-O
- Robert Odindo
- Roc Rider
- Anthony Williams, US DJ.
- Rock Ski
- Dele Shekoni, Swedish producer.
- Rockwilder
- Dana Stinson, US producer.
- Rod É
- Rodrigo Pencheff (Infinite Mass), Swedish MC and producer.
- Rode;
- Rodrigo Pencheff (Infinite Mass), Swedish MC and producer.
- Rodney P
- Rodney Panton, UK MC.
- Rollie Fingers
- See Inspectah Deck.
- Romeo
- Dominic Aldridge, US producer.
- Ron C
- Ronald Pierre Carey, US MC.
- Ron Scratch
- Ron Walsh, US DJ.
- Roxanne Shante
- Lolita Shante Gooden, US MC.
- Royal Flush
- Ramel Govantes
- Royce Da 5-9
- Royce Montgomery, MC (US)
- Ruck
- Sean Price
- Ruff Ryders
(group)
-
- Ruler Master Rock
- Greig Rock, US MC.
- Run
- Joseph Simmons (Run-DMC), US MC. Run's brother, Russel Simmons is the founder of Def Jam records among othe
- Run-DMC
(group)
-
- Rundu
- Rod Whitehead (Side FX), US MC.
- RZA
- See Prince Rakeem the RZA.
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