16. Stanley Wilson
Super Bowl XXIII saw the Cincinnati Bengals make their first and only appearance in the showpiece event. They faced the San Francisco 49ers but failed to bring home the rings. One big storyline from this Super Bowl was Wilson’s meltdown. Understandably nerves were high but Wilson’s response to this ended his career, nevermind tarnished it. Before a team meeting, Wilson said he needed to return to his hotel room.

When he didn’t resurface, coaches went in search of him. They discovered the running back on the floor of his room, out of his mind on crack cocaine. Forget the Super Bowl, Wilson never played in the NFL again because he broke the league’s drug rules so badly. Then, Joe Montana unleashed a clinic to decimate the Bengals on the big day. It was one of the most painful weekends in Bengals’ history.