When he starts dating drop-dead gorgeous Molly, insecure airport security agent Kirk can't believe it. As his friends and family share their doubts about the relationship lasting, Kirk does everything he can to avoid losing Molly forever.
| Actor | Role |
|---|---|
 Jay BaruchelKirk Kettner | Kirk Kettner |
 Alice EveMolly McCleish | Molly McCleish |
 T.J. MillerStainer | Stainer |
 Nate TorrenceDevon | Devon |
 Mike VogelJack | Jack |
 Lindsay SloaneMarnie | Marnie |
 Krysten RitterPatty | Patty |
 Kim ShawKatie McCleish | Katie McCleish |
 Geoff StultsCam | Cam |
 Kyle BornheimerDylan Kettner | Dylan Kettner |
 Jessica St. ClairDebbie Kettner | Debbie Kettner |
 Debra Jo RuppMrs. Kettner | Mrs. Kettner |
 Adam LeFevreMr. Kettner | Mr. Kettner |
 Hayes MacArthurRon | Ron |
 Trevor EveGerald McCleish | Gerald McCleish |
 Sharon MaughanLucille McCleish | Lucille McCleish |
 Jasika NicoleWendy | Wendy |
 Robin ShorrTina Jordan | Tina Jordan |
 Andy DalyMr. Fuller | Mr. Fuller |
 Adam TomeiRandy | Randy |
 Patrick JordanBowler | Bowler |
 Tom StoviakMuseum Director | Museum Director |
 Rick ApplegatePlane Doctor | Plane Doctor |
| HHeather Morgan LeighFlight Attendant | Flight Attendant |
| CChuck AberPilot | Pilot |
 Jason McCuneRestaurant Patron | Restaurant Patron |
 Yan XiKaren | Karen |
 Evan Alex ColeScotty Reece | Scotty Reece |
| JJoseph F. EberleHockey Bartender | Hockey Bartender |
| PPhil SpanoHockey Coordinator | Hockey Coordinator |