Blake Kaplan has been playing fantasy football with his old college buddies for years. He's never managed to win, mostly because he's never wanted to subject himself to the bets and pranks the other guys endure for a chance at glory. But this year, Blake is willing to do whatever it takes to get the first pick in the draft, even if it means sacrificing his dignity. To win, Blake's wager involves the one thing he's worse at than fantasy football: dating. All Blake has to do is survive a few dates with the gorgeous Landon O'Keefe, the bartender at the league's favorite watering hole, and he'll get pick in the draft he wants and the chance to win. It sounds easy enough, except for one thing. He can't sleep with Landon without losing the bet. But, will being with Landon make him lose his heart instead?