7. Ian Wright
Crime: Not paying fines for driving without tax or insurance
Jail Time: 14 days
Arsenal fans must have hung their head in shame when a legendary striker of Arsenal had to spend two weeks in prison. Ian Wright was sent to Chelmsford prison after he was unable to present proofs of tax or insurance for both the vehicles he owned. Since he did not pay the required fine for the crime, Wright was later forced to spend 14 days in prison and it was in prison when Wright decided to give it another shot in football. He’s a member of the All-Time Greatest Gunners on Arsenal’s website.