Etymology
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wingman (n.)

pilot of the plane beside the lead aircraft in a formation, 1943 (earlier as a football position), from wing (n.) + man (n.). With figurative extensions, including the dating-sidekick one that was in use by 2006.

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Definitions of wingman

wingman (n.)
the pilot who positions his aircraft outside and behind (on the wing of) the leader of a flying formation;
From wordnet.princeton.edu