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 a young age.
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. If the player character attacks the Lonesome Drifter in V.A.T.S. and has the Mysterious Stranger perk, there is a chance that the Mysterious Stranger will appear and ironically kill what is thought to be his own son.
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 place to place as a singer. In response to that dialogue, the player can note "I think I know that guy. Small world." Or if the player has completed Talent Pool the player 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 player 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 you to where the Lonesome Drifter resides, the ant will not attack him, and he will simply run in the opposite direction until you kill the ant.
pcps3xbox360 If the player kills or is caught stealing from him, you 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]