Thirtysomethings Theo (Chris Messina) and Nat (Rashida Jones) are engaged to be married. They live what seems to be on all counts a comfortable life of love, music, and laughter in their cozy Brooklyn apartment. But Theo is bored with his job as a wedding photographer—the generic backgrounds, the artificial posing, the stilted newlyweds—so he develops the unconventional side business "Gumshoot," a service where clients hire him to secretly stalk them with his camera. When he is called out on a job to snap pics of an exhibitionist mystery woman (Meital Dohan), a simple gig develops into a voyeuristic obsession that forces Theo to confront uncomfortable truths about himself and his impending marriage.

Glowing with pitch-perfect performances by Messina and Jones, the first narrative feature from Oscar®-nominated director Dana Adam Shapiro (Murderball) marries a mystery-thriller with a slice-of-life relationship drama to present a marvelously observed portrait of masculinity in crisis in the face of its own fantasies and fears of commitment.