c.1400, "to take pleasure, to amuse oneself," from Anglo-French disport, Old French desport "pastime, recreation, pleasure," from desporter "to divert, amuse, please, play" (see disport). Sense of "to amuse oneself by active exercise in open air or taking part in some game" is from late 15c. Meaning "to wear" is from 1778. Related: Sported; sporting.
mid-15c., "pleasant pastime," from sport (v.). Meaning "game involving physical exercise" first recorded 1520s. Original sense preserved in phrases such as in sport "in jest" (mid-15c.). Sense of "stylish man" is from 1861, American English, probably because they lived by gambling and betting on races. Meaning "good fellow" is attested from 1881 (e.g. be a sport, 1913). Sport as a familiar form of address to a man is from 1935, Australian English. The sport of kings was originally (1660s) war-making.
To wear: He sported a Day-glo necktie (1778+)