The stage from Cheyenne to Deadwood, commonly known as the Deadwood Stage, was one of the most dangerous rides in the entire West because it was so frequently robbed. During its first year various stages were robbed almost weekly someplace in the Black Hills. One of most conspicuous road agents guilty of holding up the stage was "Curley" Grimes, who had been making a "career" in the Black Hills as a bandit for about two years. Having also been accused of stealing U.S. Mail from the stages, Special Agent William H. Llewellyn and U.S. Deputy Marshall Boone May were sent to capture him in December 1879. When the two officers caught up with the road agent about halfway in between Rapid city and Fort Meade, he was arrested without incident. However, later in the day, a freak snowstorm began and Grimes supposedly attempted an escape. He was shot in the back and killed by Boone May near Hogan's Ranch near present-day Sturgis (presently on BLM land). The two were arrested and held at the fort while the matter was investigated. An Army detail buried Grimes "facedown as he fell." The two law officers were tried and eventually acquitted. They were also tried and acquitted in another trial in Pierre, South Dakota of the death of another prisoner, Bill Price, on the streets of Deadwood under similar suspicious circumstances. Grimes headstone reads "Buried with his head down/just as he fell/the whispering pines/will never tell".

The headstone I carved from local Black Hills Sandstone and placed on the outlaw's unmarked grave in the mid-1970s.