apple-squire noun2 •(rare) and (archaic) A male companion of a woman of ill-repute; spec. (a) the servant or personal attendant of a prostitute (or a woman regarded as unchaste or promiscuous); (b) a ‘kept’ man, a gigolo; (c) a pimp. •(no longer used) A male servant of a prostitute.With all my heart, Ile be legitimate and silent as an apple-squire, Ile see nothing, and say nothing. — 1597 formsapple-squires