Moore Adams has the whole Harry Potter thing going on.
Roger Clyne of Roger Clyne and the Peacemakers strongly resembles Encino Man era Pauly Shore.
Neko Case reminds me of actress Debra Messing.
I have a feeling Justin Townes Earle will look a lot like actor Harry Dean Stanton in about 40-50 years.
Ben Nichols, lead singer of FTM favorite Lucero, and Sabretooth aka Liev Schrieber.