Kirk Kettner is a
TSA agent at
Pittsburgh International Airport. His ex-girlfriend Marnie has retained a relationship with his dysfunctional family, being at his parents' home with her current boyfriend, Ron. He attempts to reconcile with her despite Ron being present, as two years ago they 'took a break'. Back at work, the attractive and successful Molly McCleish arrives at the terminal to board a flight. Kirk is the only TSA agent who behaves professionally towards her, then saves her from his boss' harassment. After boarding, she realizes she left her cell phone at security, then when her friend Patty calls it, Kirk answers. Molly and Kirk arrange to meet the following day at the
Andy Warhol Museum, so he can give her the phone. The next evening, Kirk and his friend Devon arrive at the museum. Molly invites them to stay at the party. Molly's clumsy sister Katie bumps into Kirk, causing him to spill his drink on the museum director. Kirk takes responsibility for the mishap, yet they get kicked out. As Kirk and Devon leave the building, Molly follows them outside. Grateful that Kirk took the hit so her sister was not fired, she offers him tickets to a
Pittsburgh Penguins hockey game. He brings his friend Stainer to the game, where they see Molly and meet her friend Patty, then all sit together. While Stainer and Molly are away from their seats, Patty tells Kirk that Molly is interested in him. Molly asks Kirk out a few days later and he agrees. Stainer predicts that their relationship will fail; as he considers her a "10" and he a "5," and the numerical "chasm" between them too big. Meanwhile, Patty thinks Molly has chosen Kirk only because he is "safe" and will not hurt her. On their date, Kirk tells Molly that he dreams of being a pilot. She tells him she almost became a lawyer before realizing her love for event planning. At the end of the night, they kiss in Kirk's car. Molly accompanies Kirk to a family lunch, where she charms the men and makes Marnie jealous. After returning to Molly's apartment, while
making out, Kirk
ejaculates prematurely in his pants moments before Molly's parents unexpectedly arrive. Desperate to conceal the stain on his pants, Kirk will not stand to shake hands with Molly's father, and leaves quickly. Believing he fled to avoid interacting with her parents, Molly ignores Kirk's calls. He tracks her down, embarrassingly explains why he had to go, and she forgives him. In conversation with Molly, Kirk suggests that she host a party for her sister Katie's 21st birthday. At the party, he is troubled by Molly being intentionally vague about Kirk's line of work to her parents. Molly's ex-boyfriend Cam, a
stunt pilot, then arrives and alludes to her having a physical defect. After the party, they return to Molly's apartment and partially undress. Kirk discovers Molly's "defect" is slightly
webbed toes, which he considers so minor that he decides that she is indeed too perfect for him. Upset with Kirk over his insecurities, Molly tells him that Cam had also had her on a pedestal, then he cheated on her. Molly confesses that she asked Kirk out because she considered him safe, causing Kirk to break up with her. He resumes his relationship with Marnie and makes plans to attend a family vacation in
Branson together. Later, Stainer asks his ex-girlfriend why she left him, and she says his insecurities were a turn-off. Realizing he caused Kirk and Molly's break-up by telling him that Molly was too good for him, Stainer phones Patty and gets her to bring Molly to the airport. He tries to get Kirk off the plane he has boarded, but to no avail. Stainer has Jack stop the plane, forcing everyone to disembark. Kirk flees from Marnie, who chases after him, and he breaks up with her in the process. Kirk meets Molly at the terminal gate, where she confesses Kirk's insecurities about himself are justified, but that she wants to be with him regardless. They reconcile and resume their relationship. Later, Kirk surprises Molly with a mystery trip to
Cleveland via small aircraft, revealing that he has fulfilled his dream of becoming a pilot. ==Cast==