The Gay Mafia follows high school best friends Max, Jerry, and Rowan as they contemplate attending their 15 year high school reunion, and surviving the Catholic school Assisi Preparatory that was not kind to the gay friends. When Max finds out his bully is a model citizen and teacher at the school, he is convinced he needs to be taught a lesson for the humiliation he caused Max. But as they encounter old friends, open wounds, and reveal hidden resentments, their friendship is tested. Ultimately, the three realize that no matter how old they get, they still have a lot of growing up to do.