Date: 12/15/1997
Sport: Football
Punishment: Fined $75,000

In the pantheon of all-time assholes to play professional sports, Romanowski has few peers. The linebacker made a living out of antagonizing his opponents and teammates alike, intentionally inflicting punishment when it was not entirely necessary. The whole football-watching world got to see this attitude on full display on Monday Night Football, when Romo responded to J.J. Stokes' complaints that Romanowski was punching him in the groin during a pileup by hocking a loogie right in Stokes' face.