Maybe not the worst but:
1. Stopped to eat some blackberries on a wild bush by a running trail and fell prostrate into the bush. Was heck getting out. Thorns stuck in my arms, the side of my face, and scratches all over my bare chest and stomach. I yelled for help but no one around so had to get out myself.
2. Found a little girl by the side of the road on the grass in a park. She had blood coming out of her nose and was not conscious (I thought maybe dead). Fortunately she was only sleeping. She had gotten separated from siblings and had got a bloody nose and cried her self to sleep. I searched the park with her tell I found her siblings.
3. Was trying to show off to a girl friend senior year of high school by hurdling a shopping cart on a run. Made it, except for the tip of my trailing toe, which sent me into the dirt which I'm sure impressed her lots. Especially when I was picking rocks out of my body.
4. Had a big rock barely miss me coming from a fenced residential area.
5. Had a funny feeling on a night run and turned around to see a very large white german shepard coming at me not making any noise with fangs bared. Probably 20 ft away. Glad I turned around and was able to get him to leave.
6. Peed myself at the end of a quick interval while just wearing running shorts around other people while in college.
7. Had to poop in a hedge in someones driveway off of a fairly busy road. Was afraid of someone coming out of the house really pissed.
8. Had some married lady proposition me while in college while running at night around the track (I didn't know she was married until she told me while I was talking to her while jogging). I said I needed to get going and got out of there.