Plaxico Burress
Burress has one of the most bizarre stories on this list. Many athletes proverbially shot themselves in the foot through their behavior off the field. But Burress took this to the next level by accidentally discharging his unlicensed pistol into his leg. This injury put him out of action but there was even more drama to come (via Sportscasting).

The weapon went off at a New York nightclub. Unfortunately for Buress, the Empire State has some of the strictest gun laws in the U.S. He went to jail for 20 months after a court convicted him. Nobody expected Burress to return to the NFL after his release. He didn’t play to the same level but did sign with the Jets and Steelers.