unless conj.

Old English læs (adv.) "less, lest;" læssa (adj.) "less, smaller, fewer" (Northumbrian leassa), from Proto-Germanic *laisizan (source also of Old Saxon, Old Frisian les "less;" Middle Dutch lise "soft, gentle," German leise "soft"), from PIE root *leis- (2) "small" (source also of Lithuanian liesas "thin") + comparative suffix.

From the first, the adverb has been used often with negatives (none the less). Much less "still more undesirable" is from 1630s. Formerly also "younger," as a translation of Latin minor, a sense now obsolete except in James the Less. Used as a comparative of little, but not related to it. The noun is Old English læsse.

"in a position above and in contact with; in such a position as to be supported by;" also noting the goal to which some action is or has been directed; "about, concerning, regarding; in a position to cover;" as an adverb, "in or into a position in contact with and supported by the top or upper part of something; in or into place; in place for use or action; into movement or action; in operation," Old English on, unstressed variant of an "in, on, into," from Proto-Germanic *ana "on" (source also of Dutch aan, German an, Gothic ana "on, upon"), from PIE root *an- (1) "on" (source also of Avestan ana "on," Greek ana "on, upon," Latin an-, Old Church Slavonic na, Lithuanian nuo "down from").

Also used in Old English in many places where we now would use in. From 16c.-18c. (and still in northern England dialect) often reduced to o'. Phrase on to "aware" is from 1877.

early 15c. as a shortening of unless. Extended contraction lessen, less'n, U.S. dialectal, is attested from 1881.