Plot: Kirk is a nice guy, who finishes last. He's an airport security guard in Pittsburgh, his ex-girlfriend hangs out at his parents' house with her new guy, he's out of shape and uncoordinated, and his car's a junker. At the airport, he finds the phone of a stunning, successful blonde, Mollie, and when he returns it, she offers dinner as thanks. She enjoys his company - he's unassuming and safe - and he's dazzled. His three friends warn him that she's out of his league and offer bad advice; he knows it will end soon and stumbles through a series of embarrassing moments. His ex has gotten jealous and invites him back: should he return to where he belongs? All roads lead to the airport.
Alternative Plot: Kirk (Jay Baruchel), an average guy stuck in a dead-end job, can't believe his luck when a gorgeous, successful woman named Molly (Alice Eve) falls in love with him. With no help from his stunned friends, relatives and ex-girlfriend, Kirk must figure out how to make this unlikely relationship work, even though he's the first to admit that Molly is way beyond him.