#14 Driven to madness
This is a story from my parents who are lawyers. So throughout the divorce proceedings, there was a car that was a huge point of contention between the husband and wife. After months and months of saying he would never let the wife have the car, the husband concedes in exchange for something great, like one of their summer houses. It turns out he had been driving the car for 3 hours every day in a big loop around the city, putting thousands and thousands of miles on it, basically making it worthless. The amount of planning and spite that went into that act was amazing.