20. Jeffrey Jones
In the 1986 teen comedy movie, Ferris Bueller’s Day Off, American actor Jeffrey Jones plays the high school principal on a daunting mission to catch Ferris Bueller, who is a juvenile delinquent and a notorious womanizer. In real life, however, Jones is a convicted sex offender having been found guilty on two separate occasions.
In 2003, Jones pled no contest to a felony charge of paying a teenage boy to pose for an X-rated photo shoot. He was sentenced to 5 years of probation and was registered as a sex offender in California. Again in 2010, Jones was convicted for a second time for failing to re-register as a sex offender and was sentenced to three years of probation and 250 hours of community service.