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On a flight home to Chicago for a family wedding, childhood friends Josh and Molly innocently agree to fake a wedding engagement to make Joshs dying father happy. Things quickly get out of hand with their two boisterous families, and a series of events causes them to pretend to be a couple and start planning a phony wedding.
Molly Mahoney (Aubrey Dollar) is flying home to Chicago for her moms wedding... bringing a "Mystery Man" with her, but when she discovers this Mystery Man has a Mystery Wife, she dumps him at the curbside check-in. She ends up crying on the shoulder of childhood friend Josh Shiffman (Shane McRae), who is flying home for the same wedding. Emotionally drained, Molly passes out in Joshs arms just as he gets a phone call from his parents. Josh learns that his father is dying and his only regret is that he will not get to meet the woman who will one day become his sons wife. Desperate to fulfill his dads final wish, Josh claims he has already met that woman... close family friend: Molly Mahoney. When Josh sheepishly confesses his ruse in mid-flight Molly is furious, making him promise to right the wrong the moment they land. Only when they arrive - its too late! Word has leaked out and they are swarmed at the airport by BOTH FAMILIES with well wishes and congratulatory banners. Mollys family is delighted that her "Mystery Man" turns out to be Josh, and Joshs dad is thrilled that his Playboy son is finally settling down with a nice girl theyve known all their lives. Josh convinces Molly to play fiancée by using a deadly combination her Catholic Guilt and his Playboy Charm. But as they plan their phony wedding... the two of them start to fall in love for real. This turns their dating lives, and familys interactions hilariously upside down tugging on every heartstring in the process.
Shane McRae
Josh Shiffman
Aubrey Dollar
Molly Mahoney
Daniel J. Travanti
Max Shiffman
Janet Ulrich Brooks
Frida Shiffman
Mary Jo Faraci
Doreen Mahoney
Ron Dean
Art Burke
Robert Belushi
Sean Mahoney
Rebecca Spence
Carla Mahoney
Heidi Johanningmeier
Giselle Brousard
Lily Spottiswoode
Suzanne
Jen Lilley
Larissa
Emily Graham-Handley
Gwen
Courtney Parks
Alexis
Gabe Bowling
Lance
William Baker
Baby Zach
Alex Hugh Brown
Ralph
Erica Unger
Phyliss
Cynthia Kaye McWilliams
Risa
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