hatless (adj.)

Old English hæt "hat, head covering" (variously glossing Latin pileus, galerus, mitra, tiara), from Proto-Germanic *hattuz "hood, cowl" (source also of Frisian hat, Old Norse hattr, höttr "a hood or cowl"), of uncertain etymology; it has been compared with Lithuanian kuodas "tuft or crest of a bird" and Latin cassis "helmet" (but this is said to be from Etruscan).

To throw (one's) hat in the ring was originally (1847) to take up a challenge in prize-fighting. To eat one's hat  (1770), expressing what one will do if something he considers a sure thing turns out not to be, is said to have been originally eat Old Rowley's [Charles II's] hat.

word-forming element meaning "lacking, cannot be, does not," from Old English -leas, from leas "free (from), devoid (of), false, feigned," from Proto-Germanic *lausaz (cognates: Dutch -loos, German -los "-less," Old Norse lauss "loose, free, vacant, dissolute," Middle Dutch los, German los "loose, free," Gothic laus "empty, vain"), from PIE root *leu- "to loosen, divide, cut apart." Related to loose and lease.