One of my favorite shorts is The Raftman's Razor, directed by Keith Bearden and written by Bearden and Joel Haskard. It breaks almost all the rules of short filmmaking that I was taught in school - Who is the protagonist? Why are we relying so much on voice-over? Where is the plot? - and it is "useless, but completely delightful" like the Raftman comic featured within. The narration by John L. Bader is wonderfully performed.
I don't think Bearden and Haskard's latest film, Train Town, has distribution yet since it's still playing at festivals. A buttoned-up conservative and a freewheeling hippie conduct a culture war using the model train set and village at the store where they both work. Trailer here:
See it if you get the chance!