MAP, New York
Punishment: Four months in prison.
MAP was on the top 50 of the NY Vandal Squad's "Worst Of The Worst" list when a police officer standing behind him saw him smash the window of an A train with a hammer.
He was found with nine cans of paint, rocks, markers, gloves, and a wax stick. Police suspected he was trying to take out someone else's tag, but since the window was destroyed, they couldn't be sure. He was charged with criminal mischief. The head of the Transit Bureau called the arrest "a really good grab."
MAP was sentenced to four months on Rikers. He had already been arrested at least ten times for graffiti.