Brady and Gisele have been married since 2009, but the quarterback was known as a bit of a playboy before then.
He started dating the supermodel in December 2006, which also happens to be the same time that his ex, actress Bridget Moynahan, became pregnant with Brady’s first child. We’ll let you draw your own conclusions, but there was also another actress even before Moynahan.
After Brady won his first Super Bowl in early 2002, he dated Tara Reid of "American Pie" fame who was still somewhat relevant back then. Reid was asked about dating Brady during an interview, and while she wouldn’t divulge many details, she did coyly say, "Have kissed. He’s pretty good looking."