This list isn’t in any particular order or ranking, but if it was, Bruce Bowen would move darn near the top of the list. Bowen was an elite defender for three Spurs championship teams between 2003 and 2007, and he got away with murder. Bowen grabbed and pushed and fought his way onto 8 All Defense teams, and he earned the status, but he was also filthy in his ways.
Dirtiest of all was Bowen’s undercutting. He loved to get up into a jump shooter’s grill and then get his foot underneath the shooter’s feet, the cause of more than a handful of twisted knees and sprained ankles. Bowen would’ve been suspended several times a season with today’s landing zone rules. It was legal in his day — but filthy dirty nonetheless.