Some great stories here, and one nice picture...
#1: Hit a parked police cruiser, with officers lounging in the front seats.
This was in 1984, Denmark. A lonely, straight highway going on forever. Stiff headwind, tired, pedaling along, zoning out. Don't know for how long I had absently stared at my spinning crank, when suddenly a bumper swiftly comes into my limited field of view. Real close, like 2 feet. A split second later I'm rolling over the trunk of a car and down on the pavement. When I'm focused again I stare up at two cops, asking what the hell I was doing. They were parked just off the white line having lunch, and had seen me approaching from a mile back.
After the usual police posturing, they actually just laughed at the incident, and drove off while I was working on re-truing my front wheel.
#2: Hit an ambulance.
Same vintage, also in Denmark. City riding, me a young dude too cool and going on the bike path on the wrong side of the road. Fast too, like you should. I need to cross a side street on the left. Ambulance is coming out from side street. Driver is rolling onto highway and looking only to the left, mostly concerned about vehicles coming from the proper direction. I'm thinking he'll look my way any moment and stop. Ahh, the naive assumptions of youth! Well, he goes right on, and I'm now too close to stop or execute emergency maneuvers. Bam.
The driver, again, was friendly and forgiving.