loophole UK /ˈluːphəʊl/US /ˈluphoʊl/noun 2verb 2forms 3phrases 1 noun2 •(historical) A slit in a castle wall; today, any similar window for shooting a ranged weapon or letting in light.There was a loophole in this wall, to let the light in, just at the height of a person's head, who was sitting near the chimney. — 1809 •(figurative) A method of escape, especially an ambiguity or exception in a rule or law that can be exploited in order to avoid its effect.Behind the scenes, the system had quietly punched a neat loophole into the ballyhooed reform. — 2008 verb2 •To prepare a building for defense by preparing slits or holes through which to fire on attackersThe lower windows were barricaded, and the whole building loopholed for musketry fire. — 1896 •To exploit (a law, etc.) by means of loopholes.Abroad they had developed loopholing the law into an art; in Israel they jettisoned loopholing for ignoring the law wherever possible. Obeying laws was for naive fools. — 1988 formsloopholed · loopholing · loopholes Phrases with loophole poophole loopholeThe idea that a woman can remain a virgin by engaging in anal rather than vaginal sex.