Gloria Vanderbilt and her youngest son, Anderson Cooper, come together to reflect on their extraordinary personal history. Born under a name synonymous with wealth, fortune and New York royalty, Gloria Vanderbilt has lived in the public eye for over ninety years, unapologetically pursuing love, family, and career, and experiencing extreme tragedy and tremendous success side by side. Now, through Gloria's charming and unique artwork, coupled with rare personal footage, we see her as never before. Gloria and Anderson tell the story of their pasts and presents, losses and loves, revealing how, in life, our family stories repeat themselves in the most unexpected ways.