The worst bruising I ever had was when I went on a really long day hike with a friend of mine. We hadn't planned to go, but it was a really nice day and it seemed like the thing to do. We were on vacation, so I hired a pair of hiking boots and we set off.
Unfortunately, my boots were a tiny bit too big. It didn't bother me while we hiked up the trail, but on the way back down, my toes kept sliding to hit the front of the boot.
After a couple of hours I was in agony, but we didn't have any choice but to go on. I was almost disappointed when I took my boots off at the end of the day and there didn't seem to be any bruising on my foot. My friend must have thought I was just a big cry-baby!
Of course, about a week after the hike my toenails turned black and just about fell off, but he missed that because we don't live in the same city.