- Brother R. A. Jamison
- Brother Rabbit
- Brother (Rap)
- Brother Raven
- Brother Ray
- Brother Ray McGee
- Brother Raymond Walker
- Brother Reade
- Brother Resistance
- Brother Resistance & The Network Riddim Band
- Brother Reverend
- Brother Rick
- Brother Rock
- Brother (Rock)
- Brother Rodney
- Brother Russell
- Brother Sacred
- Brother Sam
- 'Brother' Sam Baldwin
- Brother Sambuka
- Brother Scott