Earliest serious crash was from riding around a roundabout (rotary), no-handed, on a mountain bike, with a kid's trailer attached to the back. Was gravel on top of rough pavement, front wheel slipped on the rocks, and my elbow got skinned to the bone. I learned that elbows grow gnarly scars.

Recently, riding the roadie through town, I was overtaking a slower rider in the bike lane, got out of the saddle to accelerate, and my left SPD came unclipped at the top of the pedal stroke. My foot kicked the tire, wedged into the downtube/headtube/seat and I went up and over. Dislocated my shoulder posterially (it popped out the side), ended up taking the doctors 2 days to realize it was actually dislocated.

Also, this:


Yeah, that blackness all over my arms (and face), endo'd into a filthy, festering pile of stagnant mud. On the plus side, there was a river close by to jump into.