This week Joe Macleod at the City Paper asked me to illustrate a "Kind of Blue" era Miles Davis. I prefer drawing older, more haggard versions of people but I couldn't decide to go scary Miles or cool Miles so I did both. Sometimes sketches aren't enough and you just have to do 2 finals. The top illustration was chosen but I still kind of prefer scary Miles haha. It also ended up printing black and white so I thing a graphite realist portrait might have been good too. I'll post the thumbnails for this later because they are pretty funny to look at.