Twenty-something Kirk Kettner works as a TSA agent at the Pittsburgh airport. He still hangs out with his high school buddies and co-workers and imagines getting back together with his ex-girlfriend, Marnie, who has long since moved on. All in all, Kirk seems content to simply maintain the status quo -until the day Molly sashays through his security checkpoint at the airport and accidentally leaves her cell phone behind. Molly is smart, sophisticated, devastatingly beautiful - and completely out of Kirk's league. When Kirk returns the phone as a courtesy, she offers to repay the favor with a pair of hockey game tickets, and he accepts, never thinking for one second that this dream girl is asking him out on a date. The pair couldn't seem less suited to each other, a fact that Kirk's friends and family waste no time pointing out to him. She is a "hard 10," the top of the dating food chain, while Kirk is struggling to keep his status at five. Nonetheless, Molly is determined to win him over, and as Kirk struggles to understand why such a gorgeous girl would be interested in him, he starts to think maybe she sees something no one else can. Then he makes a disastrous first impression on Molly's upper-crust parents, and the relationship is over as quickly as it began. With the "help" of his friends, Kirk launches an all-out attempt to win Molly back - attempting to prove that if you try hard enough, love can overcome even a five-point spread.