I once got to shoot a car
Yeah, I know, it was stupid, shooting at a metal target (deflection and whatnot) but it was damned fun haha.
(No, no one was in the car, it was a local thing done by a junkyard and rifle range, they let you shoot up a car for a few bucks and money went to a charity)
Also, while down in Pueblo CO visiting some family, we found a pond frozen over with about 1-2 inches of ice. Uncle got out the shotgun, and the buckshot didn't do much except chip the ice. He loaded it with a deer slug, like it was shot in slow motion the slug punched a small hole in the ice, and the 'recoil' from the water blew a hole in the ice about 2 feet wide, like it had a grenade thrown under it. While not really a 'wacky' target, it was still the coolest thing I've ever shot haha.