4. Jessica Simpson
Source: Iconosquare
Jessica Simpson is a famous actress, singer, and TV personality. She has dated a few different athletes. A few of the athletes she has dated are the Dallas Cowboys quarterback NFL player Tony Romo. They started their relationship during November of 2007. After they had been with one another for nearly two years they broke up on July 13 of 2009. After that she has been engaged to the retired NFL player Eric Johnson. She has had two children with Eric.