Yesterday, I asked Josh what he thought I should draw and, after a thoughtful pause, he answered "You and I as Mario and Princess Peach." I asked "Which one of us is which?" He assured me that I could decide, thereby taking all of the fun out of what would've been an amusing drawing of Josh in a pink dress.
Josh was difficult because he doesn't have as many defining features that could be adapted into Mario form. This isn't an insult to Josh... goodness knows he's the cutest man I know... it just is what it is.