Donna Stern (Jenny Slate) is a Brooklyn comedian who gets heartlessly 'dumped up with' by her two-timing boyfriend. While trying to drown her troubles at the stand-up comedy club, she has a drunken one night stand with a cute young professional named Max - who's not even remotely her type - to end up pregnant. Donna has to do what is expected of a 'responsible adult' - just in time for the best/worst Valentine's Day of her life.