Sweet and Lowdown, directed by Woody Allen and staring Sean Penn, has been hailed as one of Allen’s most successful dramas. It was released on September 3, 1999 and earned over $4 million at the box office. Like ‘Round Midnight, Sweet and Lowdown follows the life of a fictional jazz musician who’s life, style, and mannerisms overtly portray a historical figure in jazz. While ‘Round Midnight featured Dexter Gordon portraying a figure somewhere inbetween between Lester Young and Bud Powell, Sweet and Lowdown features Sean Penn as Django Reinhardt. Below is the introduction from the Wikipedia entry.
The film tells the story, set in the 1930s, of a fictional jazz guitarist named Emmet Ray (played by Sean Penn) who regards himself as the second greatest guitarist in the world (after jazz icon Django Reinhardt) who falls in love with a mute woman (Samantha Morton). The film also stars Uma Thurman and Anthony LaPaglia. Penn and Morton both received Oscar nominations, for Best Actor and Best Supporting Actress respectively. Like several of Allen's other films (e.g., Zelig), Sweet and Lowdown is occasionally interrupted by interviews with critics and biographers like Allen, Nat Hentoff, and Douglas McGrath, who comment on the film's plot as if the characters were real-life people.