Day 28’s prompt was float, so my first thought was Pennywise and all the talk about how you’ll float too. I know I drew Pennywise recently, but I thought this was a different enough approach that it wouldn’t feel the same. Originally I was going to draw the old Pennywise but I didn’t like the way it looked, and I thought the new version had a look that would work better in black and white.
Day 29’s prompt was shoes. That had me a bit stumped. I thought about drawing Hermes wearing his flying sandals, but it seemed pretty hard. Then I thought of Sonic and his iconic shoes. At first I drew the more modern Sonic design, and basically finished it in pencil, but decided I really didn’t like the way it looked. So I erased the whole thing and went for the classic style that I’ve always preferred. This was based a lot on his look in the Sonic Mania animations.