Calamity Jane and Teddy Blue Abbott Drinking Beer at a Bar in Gilt Edge, Montana, ca. 1887

In late 1887, Calamity Jane Canary and cowboy Teddy Blue Abbott, wearing each other’s hats, shared drinks at a saloon in Gilt Edge, Montana, where she was living for the winter.

Teddy Blue, who lived nearby on his Three Deuce Ranch, had come to town to repay her 50 cents, which he had borrowed in Miles City in 1883.