Sports figure(s) involved: Chipper Jones
Year: 1997

In the wake of the Atlanta Braves loss in the 1996 World Series to the New York Yankees, Chipper Jones made the puzzling decision to engage in an 18-month extramarital affair with a Hooters waitress, a relationship that would eventually result in the birth of their child, Matthew, in 1997. Jones admitted to his infidelities, saying how he needed to get his priorities in order again, but the third baseman must've had some trouble doing that since he and his wife would end up divorcing in 1999. After a 12-year marriage to another wife, Jones was last seen dating former Playboy model Taylor Higgins. Yeah, I think we know exactly what your priorities are, Chipper.