- self-willed (adj.)

- late 15c., from self- + willed (see will (v.1)). In Old English, selfwill meant "free will."
- cannot (v.)

- c. 1400, from can (v.1) + not. Old English expressed the notion by ne cunnan.
- whirlpool (n.)

- 1520s, from whirl (v.) + pool (n.1). Old English had hwyrfepol and wirfelmere.
- unforgiving (adj.)

- 1713, from un- (1) "not" + present participle adjective from forgive. Old English had unforgifende.
- watery (adj.)

- Old English wæterig; see water (n.1) + -y (2). Related: Wateriness.
- portsider (n.)

- "left-handed person," 1913, American English baseball slang, from port (n.1) in the nautical sense + side (n.).
- freer (n.)

- "one who sets free," c. 1600, from free + -er (1). An Old English word for this was freogend.
- eighty (n.)

- eigteti (late 13c.), from eight + -ty (1). Replacing Old English hundeahtatig, with hund- "ten." Related: Eightieth.
- ornamental (adj.)

- 1640s, partly formed in English from ornament (n.) + -al (1); partly from Latin ornamentalis, from ornamentum.
- longbow (n.)

- also long-bow, the characteristic medieval English weapon, c. 1500, from long (adj.) + bow (n.1).
- giver (n.)

- mid-14c., from give (v.) + -er (1). Old English agent-noun forms were giefend, giefa.
- governmental (adj.)

- 1744, from government + -al (1). Related: Governmentally. A Middle English word in the same sense was gubernatif (late 14c.).
- pillock (n.)

- 1530s, dialectal variant of Middle English pillicock (see cock (n.1)). Meaning "stupid person" is attested by 1967.
- rightful (adj.)

- Old English rihtful; see right (adj.1) + -ful. Related: Rightfully; rightfulness.
- studly (adj.)

- by 1971, American English, from stud (n.2) in the "virile male" sense + -ly (1). Related: Studliness.
- tonne (n.)

- 1877, French form of ton (n.1), adopted for English use to denote a metric ton (1,000 kg.).
- teary (adj.)

- Old English tearig; see tear (n.1) + -y (2). Related: Tearily; teariness.
- soulless (adj.)

- Old English sawolleas "dead, lifeless;" see soul (n.1) + -less. Modern use (1550s) likely is a re-formation.
- boot (v.1)

- "to kick," 1877, American English, from boot (n.1). Generalized sense of "eject, kick out" is from 1880. Related: Booted; booting.
- blacktop (n.)

- road resurfacing material, 1931, American English, from black (adj.) + top (n.1).
- blower (n.)

- early 12c. (originally of horn-blowers), from Old English blawere, agent noun from blow (v.1). Of mechanical devices from 1795.
- lordly (adj.)

- 14c., from Old English hlafordlic "lordly, noble;" see lord (n.) + -ly (1). As an adverb from mid-14c.
- knightly (adj.)

- Old English cnihtlic "boyish, childish;" see knight (n.) + -ly (1). Meaning "chivalrous, befitting a knight" is from late 14c.
- ninetieth (adj.)

- late 14c., nyntithe, from ninety + -th (1); a replacement or modification of Old English nigenteoþan.
- outen (v.)

- "put out," 1916, American English dialectal; see out (adv.) + -en (1). An idiom in Pennsylvania German.
- pitchman (n.)

- 1926, American English, from pitch (n.1) in the sales sense + man (n.).
- chunk (v.)

- "to throw," 1835, American English, from chunk (n.) or by similar mutation from chuck (v.1). Related: Chunked; chunking.
- redbreast (n.)

- early 15c., of the English robin, from red (adj.1) + breast (n.). Later of the American bird.
- redstart (n.)

- type of bird, 1560s, from red (adj.1) + start "tail," from Old English steort. Similar formation in German Rotsterz.
- rightly (adv.)

- Old English rihtlice "justly, virtuously; properly, regularly, correctly;" see right (adj.1) + -ly (2).
- seventeenth (adj.)

- c. 1300, seventenþe, from seventeen + -th (1); replacing forms based on Old English seofonteoþa.
- ruddock (n.)

- "robin," late Old English rudduc, from rudu "red color," related to read (see red (adj.1)) + diminutive suffix.
- rang (v.)

- past tense of ring (v.1). Middle English, by analogy of sang/sing, etc.
- staycation (n.)

- also stay-cation, 2008, American English, a word from the "Great Recession" of that year, from stay (v.1) + ending from vacation.
- uncleanly (adj.)

- Old English unclænlic; see un- (1) "not" + cleanly (adj.). Related: Uncleanliness.
- wifely (adj.)

- Old English wiflic "womanly, pertaining to a woman," from wife + -ly (1). From late 14c. as "befitting a wife."
- hyetal (adj.)

- "of or relating to rain," 1855, American English, from Greek hyetos "rain" (see hyeto-) + -al (1).
- lightness (n.)

- "quality of having little weight," late Old English lihtnesse, from light (adj.1) + -ness.
- hawker (n.)

- "one who hunts with a hawk," Old English hafocere; see hawk (n.) + -er (1). For sense "one who sells or peddles," see hawk (v.1).
- redden (v.)

- "become red; make red," late 14c., from red (adj.1) + -en (1). Old English had readian, reodian "become red." Related: Reddened; reddening.
- straighten (v.)

- 1540s (transitive), from straight (adj.1) + -en (1). Intransitive sense from 1891. Related: Straightened; straightening; straightener. The Middle English verb was simply straight (late 14c.).
- inchmeal (adv.)

- "by inches, inch by inch," 1580s, from inch (n.1) + Middle English meal "fixed time, period of time, occasion" (see meal (n.1)).
- checklist (n.)

- also check-list, 1853, American English, from check (v.1) + list (n.1). Two words until c. 1880; hyphenated until late 20c.
- lappet (n.)

- "a small flap," 1570s; earlier "lobe of a body part" (early 15c.), from Middle English lappe "lap" (see lap (n.1)) + -et, diminutive suffix.
- Osmond

- masc. proper name, from Old English Osmund, literally "divine protection," from os "a god" (see Oscar) + -mund (see mount (n.1)).
- chunk (n.)

- "thick block" of something, 1690s, probably a nasalized variant of chuck (n.1) "cut of meat;" meaning "large amount" is 1883, American English.
- an- (1)

- privative prefix, from Greek an-, "not, without," related to ne- and cognate with Sanskrit an-, Latin in-, Gothic and Old English un- (see un- (1)).
- misdemeanor (n.)

- also misdemeanour, "legal class of indictable offenses," late 15c.; from mis- (1) "wrong" + Middle English demenure (see demeanor). Related: Misdemeanors; misdemeanours.
- mishear (v.)

- Old English mishieran, mishyran "to disobey;" see mis- (1) + hear. Sense of "to hear incorrectly" first recorded early 13c. Related: Misheard; mishearing.
- mislike (v.)

- Old English mislician "to be displeasing;" see mis- (1) + like (v.). Sense of "to be displeased with" is attested from 1510s. Related: Misliked; misliking.