Gina hates her Valentine's Day birthday and travels to Greece to prevent her boyfriend's proposal. With help from vacationers Johnny and his sister Mickey, she schemes to delay it – while questioning her relationship.

Cut to Oliva, who is hooking up with her hunky boyfriend named Ryan. She is a writer who is struggling to pull her life together after a string of back luck. She gets kicked out of her apartment for being behind on rent by four months, loses her job, and catches Ryan cheating. (Oh, and also her parents are dead.)