late 14c., headling, also headlings, "headfirst (downward); headlong (forward); without thinking, hastily," from hed "head" (see head (n.)) + adverbial suffix -ling. Altered by c. 1400 to conform with sidelong, etc. Its true companions are now mostly obsolete: darkling, backling, flatling, etc.
the runner slid headlong into third base
burst headlong through the gate
he fell headlong in love with his cousin
a headlong rush to sell
a headlong dive into the pool
headland
headless
headlight
headline
headliner
headlong
headman
headmaster
head-on
headphone
head-piece