I'm a big fan of The Dollop, hosted by Dave Anthony and Gareth Reynolds. Each episode covers a story from American history, and they tends towards crazy & bizarre stories. The format is fun because Anthony narrates the story and Reynolds is hearing it for the first time, so you get to hear his genuine reaction to some spectacularly weird and crazy things. One of the recent episodes is about some of the crazy things that Philly sports fans have done over the years. I'm sure Roy would be a fan.