In 1908, the U.S. Army was interested in the Wright brothers' airplanes and put out an advertisement for bids. The Wrights designed an airplane to meet the performance requirements but suffered a setback during the first flight test, when a propeller malfunction caused it to crash. They came back the next year with a new airplane and won the contract - making the 1909 Military Flyer it the world's first military airplane.
Credits: [Orville Wright at start of flight, Fort Meyer i.e. Myer, Va]. 1909. Image. Retrieved from the Library of Congress, https://www.loc.gov/item/96512085/.