You may recognize the style of these Richard Bernstein illustrations from the covers of 1980's-era Interview Magazine, because he was the one who did them. When I was a kid back at the end of that decade, my subscription started with his illustrations, but soon moved on to a Stephen Meisel photographic approach. (My Aunt Val always provided me with some pretty awesome subscriptions)
Our Queen of Soul, Aretha Franklin.
Diane Lane, November 1985
Eddie Murphy, September 1987
Stevie Wonder, June 1986. He was born in the same town as me!