Willie Nelson

Trigger, Willie Nelson's Martin N-20, waiting on its stand in 2012 A nylon-string classical guitar played with a pick, which is exactly why it looks like this: decades of strumming have worn a large hole through the top between the bridge and the sound hole. Nelson bought it sight unseen for $750 after a drunk stepped on his previous guitar in 1969, named it after Roy Rogers' horse, and has played it ever since. More than 100 friends and collaborators have signed the soundboard.