When something goes wrong with a decent plan, you say it has gone awry. Losing your backpack is a mistake, but when you realize it contained your ticket and your passport, your vacation plans really go awry.

Wry means "twisted"—so going awry means getting "twisted up." Awry is similar to askew, which means "off, out of line," though when you compare the roots skew "turned at an angle" and wry "twisted" you see the subtle difference between the two words.

Definitions of awry

adv turned or twisted to one side

“with his necktie twisted awry
askew, skew-whiff

adv away from the correct or expected course

“something has gone awry in our plans”

adj turned or twisted toward one side

“"a...youth with a gorgeous red necktie all awry"- G.K.Chesterton”
askew, cockeyed, lopsided, skew-whiff, wonky
having or marked by bends or angles; not straight or aligned

adj not functioning properly

amiss, haywire, wrong
malfunctioning, nonfunctional
not performing or able to perform its regular function

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