toothless (adj.)

Old English toð (plural teð), from Proto-Germanic *tanthu- (source also of Old Saxon, Danish, Swedish, Dutch tand, Old Norse tönn, Old Frisian toth, Old High German zand, German Zahn, Gothic tunþus), from PIE root *dent- "tooth." Plural teeth is an instance of i-mutation.

The loss of -n- before spirants is regular in Old English, Old Frisian, and Old Saxon: compare goose (n.), five, mouth (n.). Also thought, from stem of think; couth from the stem of can (v.1); us from *uns.

Application to tooth-like parts of other objects (saws, combs, etc.) first recorded 1520s. Tooth and nail as weapons is from 1530s. The tooth-fairy is attested from 1964.

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.