A good idea for the Grimes shirt.
Tattered Nirvana Shirt. Grunge style. Band shirts can never have too many holes - It just gives them more character!
YES YES YES A THOUSAND TIMES YES
This, maybe with some black shorts, yes.
Hmm, still don't know whether it would be long enough, but that's an idea.
Grimes T-shirt, Tabasco boxers. BAM.
Possible idea for Mountain Goats tee?
Accessorize based on an accent color, use a standout jacket, and, as always, wear cutoff shorts.