Curly Bill Brocius, the leader of the cow-boys in southeastern Arizona, was reportedly always laughing. In the early 1880s, the outlaw was suspected in several holdups and a massacre in Skeleton Canyon, but his participation was never proven. Wyatt Earp claimed he killed the cow-boy leader in a shoot-out at a spring in the Whetstone Mountains in March of 1882. The Tombstone Nugget newspaper offered a $1,000 reward for anyone who could prove he was dead, and the rival paper, the Epitaph, countered with a $1,000 reward to anyone who could prove he was alive. Neither was claimed, and so the mystery of what happened to the laughing outlaw remains to this day.
https://truewestmagazine.com/curly-bill-extended-review/