1. Marion Barry
The Washington, D.C. mayor was arrested at the end of his third term in 1990 during a joint sting operation by the FBI and the D.C. police for smoking crack cocaine with a prostitute in a D.C area hotel room. Although Barry's famous defense line, "bitch set me up", didn't stop him from serving six months in federal prison (where he was then accused of letting a woman perform oral sex on him in a prison waiting room), Marion returned four years later to win a fourth term as D.C. mayor.
3. Kwame Kilpatrick
The Detroit mayor was a rising star when he was elected at age 31, until he was plagued by a wide variety of political and personal scandals and eventually sentenced to 28 years in federal prison.
In 2002 Kilpatrick notoriously reportedly held a lavish party at the Detroit mayor's mansion where his wife Carlita Kilpatrick physically assaulted a 27-year-old stripper named "Strawberry", who was soon after mysteriously found dead in an unsolved homicide.
Although nothing came of the investigation, Kilpatrick was eventually forced out of office in 2008, after being found guilty of two dozen counts, including racketeering, extortion, mail fraud, and tax evasion.
:LOLUSA:
