Larry Laffer, a perpetually single man approaching middle age with virtually no romantic experience to his name, decides to reinvent himself by traveling to the glitzy resort destination of Lost Wages with little more than pocket change and a garish disco-era suit. Desperate to finally experience romance and companionship, he embarks on an improbable quest to win over various women he encounters throughout the city—each presenting their own complications and challenges. From calculating club patrons to steadfast devotees of their current partners, Larry must navigate the social landscape while pursuing what he sees as his ultimate prize, all while operating under severe financial and sartorial constraints.