Ruby is a thirty and flirty (but definitely not thriving) New Yorker whose life is transferred to the Hamptons right after a chance meeting with a wealthy consignment store owner.

What could be a simple love story for Jonathan and Jenna turns out to be mayhem. Jonathan's best friend Andy wants to prove that Jenna looks like an adult film star and his boss is black-mailing him who turns out to be Jenna's brother-in-law.

Three friends - aided by one of the residents - start a night club in a retirement home, after taking a job there working the night shift to put themselves through USC.