Inspired by comic Chelsea Handler's book of the same name, Chelsea (Laura Prepon) is a strong-willed bartender in her twenties who takes life by the horns and doesn't apologize for it. She is joined by co-workers and friends who realize she is a force to be reckoned with. Chelsea shares her apartment with shy and sheltered Dee Dee. Handler herself has a recurring role as Chelsea's sister Sloan, a new mom who shares little in common with her carefree sister.