Jim Owens is an aspiring actor in Hollywood whose only claim to fame is being the face of a series of insurance commercials. With his tail between his legs and not too excited about his future in Los Angeles, he decides to go back home to Indiana for his high school reunion.

Reliving the glory days with his now-married friends and an encounter with an old flame are just the beginning. Jim gets his buddies in hot water with their wives after they seek vengeance on their former high school principal and nearly break up a wedding, which leaves Jim to wonder what could have been.