One bar. One night. Ten single people. Welcome to Union, a high-end bar in Manhattan's trendy meat-packing district. Recently dumped by his fiance, Tom (Blake Lee) hasn't been out on the town in a decade. His best friends, handsome, confident Cal (Craig Frank) and fast-talking Bruce (Andrew Santino), are throwing Tom back into the dating pool whether he likes it or not. Tom's first encounter is with Maya (Ginger Gonzaga), an attorney who's as beautiful as she is brutal. Before long, Tom is in tears. After that, it only gets worse. Rounding out Union's chic crowd is Maya's engaged-for-now friend Liv (Kate Simses); aggressive single mom Jessica (Alexis Carra); her younger, naive sister Janey (Sarah Bolger); bubbly cocktail waitress Kacey (Vanessa Lengies); dark, mysterious bartender Dominic (Adan Canto); and failed internet entrepreneur Ron (Adam Campbell), who's having the worst night of his life.