Shows James' joining of the Quantrill's raiders, a guerrilla force which fought against union sympathizers during the Civil War. James takes allegiance to the Black Flag, the raiders' banner. After the war he recieves kind treatment from a judge concerning his acts of crime and later meets and falls in love with Zee, with whom he wishes to live a peaceful life.
| Actor | Role |
|---|---|
| JJesse James Jr.Himself / Jesse James | Himself / Jesse James |
| FFranklin B. CoatesHimself | Himself |
| DDiana ReedLucille James - daughter of Jesse James Jr. | Lucille James - daughter of Jesse James Jr. |
| JJack NeilRobert Standing - Lucille's Sweetheart | Robert Standing - Lucille's Sweetheart |
| HHarry HallCharles William Quantrell | Charles William Quantrell |
| MMarguerite HungerfordZee Mimms - Mrs. Jesse James | Zee Mimms - Mrs. Jesse James |
| FF.G. McCabeBloody Bill Anderson | Bloody Bill Anderson |
| SSunshine BakerMrs. Sam Clifton | Mrs. Sam Clifton |
 Ralph JohnsonJudge Bowman | Judge Bowman |
| HHortense EspeyMrs. Bowman | Mrs. Bowman |
| JJack WallCaptain Arch Clements | Captain Arch Clements |
| MMrs. CartJesse's Mother | Jesse's Mother |
| WWilliam BakerJesse's Step-Father | Jesse's Step-Father |
| FFrances CoffreySusan - Jesse's Sister | Susan - Jesse's Sister |