DESA, New York
Punishment: A year in jail.
DESA was the subject of several increasingly high profile arrests in the '90s.
His biggest came when he was arrested for six trains while on probation for threatening an anti-graffiti community group. He was sentenced to between one and three years in jail and was the subject of a front page story in The Daily News that called him "the city's worst graffiti punk."
A month after being paroled, he was caught again doing graffiti in Brooklyn. He told police at the time he was "addicted," and was sentenced to another year in jail.