SAN TSA wigged out over my tooth brush once. I kept telling the guy that it was a tooth brush, but he acted like he had never heard of such a contraption.
Also, bobby pins. Had a TSA goon at SAN pull those out of my bag. I said 'bobby pins' and he stared at them, mouth agape, and after about fifteen seconds said 'I know what the hell bobby pins are'.
Both times I had people approach me after that to ask what I 'did wrong'.