He lives in So Cali, and there was probably some free cap giveaway, and he was like, "Cool, free hat."

That sounds very RSL like.

My favourite hat was the very touristy London cap he wore a lot when he did TKAM in 2013. He's probably the only person who could work such adorkable-ness.
Actually I always wondered with that hat whether one of the kids in the cast gave it to him since he bought them all over Yankees caps! :-)