Nicole Richie

The next person in our lineup is another tiny offender who got into trouble with the law while driving. The snobby daughter of the late musician Lionel Richie, Nicole Richie, drove her Mercedes-Benz SUV the wrong way on the Ventura Freeway just north of Los Angeles in 2006. She was detained and charged with driving under the influence, just like her companion Paris Hilton. Richie then admitted to using Vicodin and marijuana before leaving.

Co-star of The Simple Life received a $2,048 fine and was given a four-day jail term at Lynwood, California's Century Regional Detention Center. In three years, she had had two DUI convictions. She barely spent a little over an hour in actual hard labor before being freed due to overcrowding. She then signed up for a required 18-month anti-drinking driving course.