In feudal or medieval times a squire was a man-at-arms in the service of a knight, often as his apprentice. In later centuries, the term's meaning shifted. Squires are often known in current day as wealthy landowning people in rural England. Medieval usage The English word squire comes from the Old French (modern French ), itself derived from the Late Latin ("shield bearer"), in medieval or Old English a 'scutifer].. The Classical Latin equivalent was, "arms bearer". A squire was originally a… (More on Squire)