After spending eight years in the White House, First Lady Michelle Obama sits down with none other than Oprah Winfrey to discuss details about life at 1600 Pennsylvania Avenue, her eight years as First Lady of the United States, the legacy she leaves behind, and her plans for the future. The Oprah Winfrey special airs Monday, December 19 (8:00-9:00 PM, ET/PT) on the CBS Television Network, with a re-broadcast on OWN on Wednesday, December 21 at 9:00 pm ET/PT.