Douchebag(2010)

Douchebag is a comedy about Sam Nussbaum, who's days away from his wedding when he agrees to help his younger brother Tom track down a girl from Tom's fifth grade class. What begins as a simple favor spirals into an absurd cross-country adventure as the brothers chase down a lead that may not exist. Sam juggles wedding planning, family obligations, and his own doubts about marriage while Tom pursues a nostalgic fantasy that grows increasingly ridiculous. The film mines humor from sibling dynamics, the gap between childhood crushes and adult reality, and the chaos that ensues when two very different brothers are forced into close quarters. As their journey unfolds, both brothers confront what they're really searching for—and whether finding it will change anything.