Dated: Brian Urlacher, Chicago Bears (NFL)
When: April-August

Chicago Bears linebacker Urlacher and the Playboy Playmate had a run of (at least) five months before it was whistled dead. Urlacher had a season to start, and some ass to kick, while McCarthy's issue of Playboy (her sixth cover) was on newsstands and her 40th birthday was looming. They went their separate ways, with McCarthy free to flog her book and fondle Justin Bieber with impunity.