Dresses like: A Blues Brother with a hint of Frank Sinatra and Steve Harvey
Popular song:
 "What You Won't Do for Love"
Your favorite hip-hop producer's favorite white R&B artist to sample might be none other than Bobby Caldwell. His hits have been sampled in a long list of songs by Biggie, 2Pac, and Aaliyah just to name a few. The "What You Won't Do for Love" singer always keeps it classy, and can be often found in double-breasted suits and tuxedos. If you think he plays it safe, he once performed in a crispy maroon suit and often incorporates trippy ties into his wardrobe. His style is best described as old man steez at its best.