 Bob Erdman, an all American good guy who was content with his boring desk job, happy go lucky attitude is finding it difficult re-adjusting to the single life after his wife cheats on him with his best friend. He moves into his mild mannered lonely friends apartment right across the hall of his newly ex-wife; not to mention having family group therapy, a series of speed dates and a cougar party he d like to soon forget. Bob s father is unwilling to watch his son endure unsuccessful date after unsuccessful date and drags him to a "Hollywood" agency where he hires a fake friend to be his Wing Man...