1765, "to extend or get beyond the flank" (of an opposing army), from out- + flank (v.). Figurative use, get the better of, outmaneuver," is from 1773. Related: Outflanked; outflanking.
Entries linking to outflank
out-
in Old English a common prefix with nouns, adjectives, adverbs, and verbs, "out, outward, outer; forth, away," from out (adv.). The use was even more common in Middle English, and also with the senses "outer, outside, on the outside, from without, external, externally; apart; greatly, extremely; completely, thoroughly, to completion." Other senses of out that extended into the use as a prefix include "beyond the surface or limits; to the utmost degree; to an explicit resolution."
In composition out has either its ordinary adverbial sense, as in outcast, outcome, outlook, etc., or a prepositional force, as in outdoors, or forms transitive verbs denoting a going beyond or surpassing of the object of the verb, in doing the act expressed by the word to which it is prefixed, as in outrun, outshine, outvenom, etc. In the last use especially out may be used with almost any noun or verb. [Century Dictionary]
flank v.
1590s (military), "to guard the flank," also, "to menace the flank, fire sideways upon," from flank (n.). Meaning "stand or be placed at the side of" is from 1650s. Related: Flanked; flanking.