From city's web site: The nation’s first one-on-one quick draw duel took place on Springfield's town square between J.B. “Wild Bill” Hickok and Davis K. Tutt, on July 21, 1865.
What began as an argument over gambling debts, turned deadly when Tutt seized a prize watch of Wild Bill’s as collateral. Warned against wearing the watch in public to humiliate Wild Bill, Tutt appeared on the square on July 21, prominently wearing the watch. The two men then unsuccessfully negotiated the debt and the watch’s return.
Hickok returned to the square at 6 p.m. to again find Tutt displaying his watch. Wild Bill gave Tutt his final warning. “Don’t you come around here with that watch.” Tutt answered by placing his hand on his pistol.
Standing about 75 yards apart and facing each other sideways in dueling positions, Tutt drew his gun first. Wild Bill steadied his aim across his opposite forearm. Both paused, then fired near simultaneously.
Tutt missed. Wild Bill’s shot passed through Tutt’s chest. Reeling from the wound, Tutt staggered back to the nearest building before collapsing.
Wild Bill was acquitted of manslaughter by a jury after a three-day trial. Nothing better described the times than the fact that dangling a watch held as security for a poker debt was widely regarded as a justifiable provocation for resorting to firearms.