The Lonesome Drifter was born in 2253 in a small town in Montana. His childhood was marred by the sudden departure of his father, a real "mysterious feller" even while he was with his mother. As a result, his mother was forced to work her fingers to the bone in order to provide for the family as the Drifter mastered the guitar. However, she eventually buckled under the burden. To help her, the Drifter found work in Montana's coal mines at fifteen and worked the black seams until his mother passed away after a life of hardship. Angry and frustrated, the Drifter packed his guitar and the Mysterious Magnum, the only mementos of his father, and took to the road to find him and get some answers.
For years he traveled the wasteland, not knowing what he would do if he found him. Ask questions? Punch his clock out? He did not succeed in his search, but found numerous audiences for his singing talents across the wasteland, including the Dead Horses at Zion Canyon, where his singing charmed a young tribesman. By 2281, however, he started to tire of the nomadic lifestyle, realizing that his quest will likely end in failure. Camping out on the shores of the El Dorado Dry Lake, the Drifter is pondering his options and getting ready to settle down.
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.
If the Courier has the Mysterious Stranger perk and the Lonesome Drifter is targeted in V.A.T.S., the Mysterious Stranger has no qualms about killing him.
Joshua Sawyer stated in a forum post that he wishes they had time to hard code the Mysterious Stranger to turn on the player character if attempting to use V.A.T.S to kill the Lonesome Drifter.
If the player character 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]
Sometimes when it is his time to perform on stage, he will play his guitar and the music will play as normal, but he will not leave his seat. [verified]
After completing Talent Pool, if one kills 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]
↑The Courier: "Nevertheless, I'm interested." The Lonesome Drifter: "Well, I was born in a little town out Montana way. Me and Ma didn't have much, ever since my pa up and left." (Lonesome Drifter's dialogue)
↑The Courier: "When did your father leave?" The Lonesome Drifter: "Long time ago, now. I never even knew him. Ma always said he was a mysterious feller, always traveling on in secret." (Lonesome Drifter's dialogue)
↑The Courier: "Your father abandoned you?" The Lonesome Drifter: "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." (Lonesome Drifter's dialogue)
↑The Courier: "It must have been hard growing up without a father." The Lonesome Drifter: "It sure wasn't easy. Ma worked her fingers to the bone to make sure we had enough to survive, and I worked the coal mines from when I was fifteen. After Ma died, I guess I wanted to find my Pa and get some answers from him. Been out here looking ever since, but he ain't an easy man to find." (Lonesome Drifter's dialogue)
↑The Courier: "You were better off without him. You became your own man, outside of his shadow." The Lonesome Drifter: "I suppose there's that, but a man oughta know his own Pa, and a woman oughtn't have to work herself to an early grave to provide for her family. After Ma died, I guess I wanted to find my Pa and get some answers from him. Been out here looking ever since, but he ain't an easy man to find." (Lonesome Drifter's dialogue)
↑The Courier: "Have you been playing long?" The Lonesome Drifter: "Just about my whole life, ever since my daddy left ma and me and went off to roam the wastes." (Lonesome Drifter's dialogue)
↑The Courier: "That's a mighty fine guitar you got there." The Lonesome Drifter: "Oh, this old thing? Why, thanks, friend. This here guitar is just about the only thing my daddy left me." (Lonesome Drifter's dialogue)
↑The Courier: "I'm giving you a real opportunity here - how about some compensation?" The Lonesome Drifter: "[SUCCEEDED] I suppose it's only right you get a little something for your troubles. Here - my daddy left me this gun. Guess I don't need it no more." (VMSTopsLonesomeDrifter.txt)
↑The Courier: "And what will you do when you find him?" The Lonesome Drifter: "Can't say as I really know. Maybe I'll just ask him why. Maybe I'll punch him right in the mouth. Hell, the more I talk about it, the more the whole damn thing sounds like a dumb idea." (Lonesome Drifter's dialogue)
↑The Courier: "He sounds like a scumbag. You should make him pay." The Lonesome Drifter: "Maybe I will. Or maybe I'll just ask him why he left. Hell, the more I talk about it, the more the whole damn thing sounds like a dumb idea." (Lonesome Drifter's dialogue)
↑The Courier: "What's with this obsession you seem to have with "civilization?" " Follows-Chalk: "Let me tell you a story. When I was a boy, a man came through the valley with one of the caravans. Tall man, big mustache, carried a guitar. I asked what he did for his living, and the interpreter told me he was a singer. What is that? I asked. The man explained that he went from place to place and sang for people, who gave him food and shelter and care in return. I couldn't believe that there was a place in this world where a man could do that. I promised myself then that one day I'd explore that world myself." (Follows Chalk dialogue)
↑The Courier: "Sounds like you should move on. Settle down, maybe." The Lonesome Drifter: "Maybe I should. Don't suppose you know anyplace a feller with a guitar might find a job, huh?" (Lonesome Drifter's dialogue)
↑Rush Limbo: "Ultimate irony: The Mysterious Stranger turning up to take out The Lonesome Drifter" Joshua Sawyer: "Really wish we had time to hard code that so the Mysterious Stranger would kill you." Something Awful forums (Archive)