Day 2 — Draw a pony in motion/Draw a pony on the go!
Actually had a lot of trouble thinking of an idea that wasn't walk/trot/run, riding a creature/vehicle, carried by someone, stuck in a perpetual machine, etc.
So my thought process was this — Pony — Skyboard — Fall — Freefall — Kirby Starship — Road — Crazy Perspective — Building — Umineko
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I do have plans for some "When the Ponies Cry" drawings and stuff 'though, since besides ponies, Umineko was the best story I've ever read, and Higurashi for it's anime.