When blind date newbie Aaron is set up with serial-dater Casey, a casual drink at a busy New York restaurant turns into a hilarious high-stakes dinner. As the date unfolds in real time, the couple quickly finds that they are not alone on this unpredictable evening. In a delightful and unexpected twist, Casey and Aaron's inner critics take on a life of their own when other restaurant patrons transform into supportive best friends, manipulative exes and protective parents, who sing and dance them through ice-breakers, appetizers and potential conversational land mines. Can this couple turn what could be a dating disaster into something special before the check arrives?