Some say Calamity was looking for Olive Warren, a something, dark-haired, well-dressed beauty working as a shop clerk that day. If it was Olive Warren, she might have been wearing a particularly large diamond ring, a gift from a prominent Billings lawyer. Calamity allegedly recognized the woman's husband as the escort of the beguiling Olive. Was there another motivation? The Deweys moved their family to Denver in the s. Olive was a teenage bride when she married Thomas Skerritt in They divorced two years later.
Young, uneducated and divorced, Olive had few options. Prostitution was a booming business in the West at the onset of the s. Human trafficking was a big problem. By , it was illegal to lure or transport girls and women across state lines or federal boundaries for immoral purposes, prostitution and debauchery. That same year, Olive sued Mrs. Jack Little over the wrongful cancellation of a lease, back rent and property damages at another property she owned.
The judgment against Mrs. Olive relocated across the tracks and one block south, constructing a building at Minnesota Ave. Olive caused quite a stir when, bedecked in her plumed hat and velvet riding attire, she rode her elegant black horse side saddle through residential neighborhoods.
Years ago, a local collector salvaged a large sandstone carriage block abandoned at Minnesota. Harvey Doherty married Olive in They divorced in Did Mr. Doherty figure out that Olive was 37 years old when they married, not 30 as she claimed? While they were married, it was not exactly a secret that prostitution fines and pay-offs brought in big money for city coffers. The Lucky Diamond was part of the crackdown, which eventually led to its demise.
Olive said her name was Anna O. Dewey and she was 34, not 46, when she married James McDaniel, then During her marriages to Doherty and McDaniel, some think Olive owned a Wyoming ranch and ran a cattle operation near the Crow Reservation.
