Wheellock pistol - There wouldn't be pistols if it wasn't for the original wheellock cavalry pistol, which was a war-winning weapon in its time (and probably the only time a pistol could actually be called a war-winner).
Browning Hi Power - No other pistol has been as ubiquitous, or as widely used, as the Hi Power, and many major nations still issue it today. The Hi Power has also been on both sides of a surprising number of wars since 1935.
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