I think that the worst I've ever had came from a tumble down a 20 foot cliff. I cracked four ribs, sprained my ankle, wrist and elbow, skinned both knees, most of one leg, and most of the bottoms of my feet. What makes me laugh is that I landed about a foot away from a patch of poison ivy. Because the idiot park ranger was ill prepared, I had to climb back up the cliff, cross a waterfall, and then walk half a mile uphill to where we parked because the jerk wouldn't let me into his car because I was wet and bleeding.
The most pain I've ever experienced was probably after hemorrhoid surgery, with kidney stones and ovarian cysts being tied for second. I had the misfortune of having a couple of cysts rupture during an ROTC inspection. I was stabbed in the leg once, but the guy ran away, and I scored a nice Benchmade knife, so it wasn't all bad.