Bobby Proud is Oscar Proud's older brother and Suga Mama's eldest son who carries a microphone everywhere he goes. Sadly, as Oscar points out, Bobby was and is favored over him by their mother; however, he is less intelligent and is a complete failure. Despite being a musician, Bobby still lives with Suga Mama. He, Suga Mama and his father did many things together, excluding Oscar and making him resentful when he recalls the memories.

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