Funniest? Wife and I took a trip up to PA, to a trail known as "Pike to Bike". It's a section of the original PA Turnpike near Breezewood that's abandoned and has several cool tunnels on it.
We're at the end of one of the tunnels when a guy comes riding out of the tunnel - no big deal, right? Well, it was a middle aged fat guy, and he was buck naked. Rode by us without a care in the world.