head over heels UK /ˌhɛd əʊ.və ˈhiːlz/US /ˌhɛd oʊ.vɚ ˈhilz/adverb 3adjective 1 adverb3 •Tumbling upside down; somersaulting.She tripped and rolled head over heels down the hill. •Hopelessly; madly; to distraction; deeply; utterly.I am head over heels in trouble. — 1904 •At top speed; frantically.Hearing the noise in the dark, the children ran head over heels back home. adjective1 •Hopelessly smitten; madly in love.Something happens and I'm head over heels / Ah, don't take my heart, don't break my heart / Don't, don't, don't throw it away — 1985