Born in Montana in 2253, the Lonesome Drifter was abandoned at a young age by his father, and was raised by his mother. After she died, he decided to find his father, although what he would do when they finally met he hadn't thought through yet; plans vary from simply asking him why he left to punching him in the face. His meager belongings include his guitar and gun that his father had left behind for him. He has traveled the wasteland for many years, passing through Dead Horse Point a few years back, and now finds himself in the Mojave Wasteland, growing tired of the lifestyle and looking to settle down somewhere with his guitar. He also mentions working in a coal mine at the age of 15.
When pressed, he is unable to provide clear details about his father, only that he was a "mysterious" man, who at times was almost like a "stranger".
The Lonesome Drifter's father is implied to be the Mysterious Stranger, as the Drifter might mention how his mother describes her husband as "mysterious" and a "stranger".
In Honest Hearts, Follows-Chalk tells the Courier that he is interested in civilization because when he was a young boy, "a tall man with a moustache and guitar" came by his tribe and told Follows-Chalk that he would go from place to place as a singer. In response to that dialogue, the Courier can note "I think I know that guy. Small world." Or if the Courier has completed Talent Pool they will, instead, say "I know that guy, I got him a job."
If the Courier has the Lady Killerperk, he can ask if the Lonesome Drifter is 17, implying the Courier impregnated a woman in Montana around 18 years ago.
If the Courier fails the barter check during the quest Talent Pool, the Mysterious Magnum can no longer be obtained without killing the Lonesome Drifter.
If a fire ant from the nearby location of El Dorado Dry Lake follows the Courier to where the Lonesome Drifter resides, the ant will not attack him, and he will simply run in the opposite direction until the ant dies.
The Mysterious Stranger has no qualms about murdering the Lonesome Drifter.
pcps3xbox360 If the player kills or is caught stealing from him, they will lose reputation from the Strip, even if the Lonesome Drifter hasn't yet been recruited in the quest Talent Pool. [verified]
ps3xbox360 Sometimes when it's his time to perform on stage, he will play his guitar and the music will play as normal, but he won't leave his seat. [verified]
ps3 After completing Talent Pool, if you kill The Lonesome Drifter, the cycle in which The Aces Theater runs on will be broken. Whoever performs onstage next will do so constantly, meaning nobody else will EVER perform except them. [verified]
↑Courier: "Your father abandoned you?"Lonesome Drifter's dialogue: "That he did. Never did know why. Ma always said he was a real mysterious feller, even when he was with her. Like he was a stranger sometimes."