Courting Condi is a 2008 documentary and mockumentary film written, produced and directed by British filmmaker Sebastian Doggart and starring Devin Ratray, Adrian Grenier and Jim Norton. The film uses a pastiche of styles and genres to portray the "life quest" of a love-struck man, actor Devin Ratray, who plays himself as a man who wants to win the heart of United States Secretary of State Condoleezza Rice and that makes plans to meet her while learning about Rice's life and career before George W. Bush's administration.

Plot

Devin Ratray is a musician and besotted admirer of Condoleezza Rice, 'Condi,' who travels across America, learning more about Rice from those who knew her. He speaks to her childhood friends in Birmingham, Alabama. In Denver, Colorado, he performs at Red Rocks, where he meets some of her former teachers, and the one man to whom Rice has been engaged, Rick Upchurch. Upchurch tells Devin that Rice made an oath to God not to have sex before she got married, and deduces that her continued single status and her enduring Christianity confirm that she is still a virgin. Ratray follows Rice's rise to Provost of Stanford University, where he discovers that, while in that position, she departed from the practice of applying affirmative action to tenure. In Los Angeles, he is given courtship advice by Adrian Grenier and cult comedian Jim Norton and is presented with a power ballad to send to Condi from Oscar nominated songwriter Carol Connors. When he arrives in Washington, D.C., he is assisted by Republican strategist Frank Luntz and is counseled by Newsweek editor Eleanor Clift.