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dare: dare: [OE] Dare used to be a widespread Germanic verb, with relatives in Old High German (giturran) and Gothic (gadaursan), but today it survives only in English (the similarlooking Danish turde and Swedish töras are probably not related). It comes via Germanic *ders- from an Indo-European *dhers-, which also produced Greek thrasús ‘bold’ and Old Slavic druzate ‘be bold’.

In Old English it was a conjugationally complex verb, with anomalous present and past forms, but most of its oddities have now been ironed out: the past form durst is now on its last legs, and only the 3rd present singular form remains unusual, especially in negative contexts and questions: she daren’t rather than she dares not.
yes: yes: [OE] Yes is descended from Old English gese. It is thought that this was a compound formed from gēa ‘yes’ (ancestor of archaic English yea and related to German and Dutch ja ‘yes’) and sīe, the third-person present singular subjunctive of be, and that it therefore originally meant literally ‘yes, may it be so’. It was at first used as a response to negative questions, while yea was used for positive questions, but around the end of the 16th century this distinction began to disappear, and yea has since died out.
=> yea
bootstrap (n.): also boot-strap, tab or loop at the back of the top of a men's boot, which the wearer hooked a finger through to pull the boots on, 1870, from boot (n.) + strap (n.).

Circa 1900, to pull (oneself) up by (one's) bootstraps was used figuratively of an impossible task (Among the "practical questions" at the end of chapter one of Steele's "Popular Physics" schoolbook (1888) is, "30. Why can not a man lift himself by pulling up on his boot-straps?"). By 1916 its meaning expanded to include "better oneself by rigorous, unaided effort." The meaning "fixed sequence of instructions to load the operating system of a computer" (1953) is from the notion of the first-loaded program pulling itself, and the rest, up by the bootstrap.
eh: 1560s as an exclamation of sorrow; as an exclamation of inquiry, doubt, or slight surprise, usually with questions, from 1773.
FAQ (n.): acronym from frequently asked questions, by 1990.
interrogation (n.): late 14c., "a question;" c. 1500, "a questioning; a set of questions," from Old French interrogacion (13c.) or directly from Latin interrogationem (nominative interrogatio) "a question, questioning, interrogation," noun of action from past participle stem of interrogare "to ask, question, inquire, interrogate," from inter- "between" (see inter-) + rogare "ask, to question" (see rogation).
interrogatory (adj.): 1570s, from Late Latin interrogatorius "consisting of questions," from past participle stem of interrogare "to ask, question" (see interrogation).
knothead (n.): "stupid person," by 1899, American English, from knot (n.) + head (n.). Joe Knothead is the name of a character in an 1857 blackface satire publication. And a local history from Massachusetts published in 1879 describes an old-time character known as knot-head because "[d]uring the hottest days of summer ... he worked bare-headed in the sun ...."

Knothead also was used as a term in cattle and sheep raising, defined in 1922 as "a type of poorly bred, stunted northern cattle, about the size of yearlings, but with heavy horns indicating that they are older." It turns up, however, in an 1849 petition to the Ohio Legislature, recommending a certain person for a court position, in part because he is a knot-head, which the report of the petition notes is a term of praise for a judge because they are asked to untangle knotty legal questions, but which phrase, it adds, "is believed not to be in use among gentlemen in the north part of the State." [Appendix to the Journal of the Ohio House of Representatives, Session of 1848-9]
pamphlet (n.): "small, unbound treatise," late 14c., from Anglo-Latin panfletus, popular short form of "Pamphilus, seu de Amore" ("Pamphilus, or about Love"), a short 12c. Latin love poem popular and widely copied in Middle Ages; the name from Greek pamphilos "loved by all," from pan- "all" + philos "loving, dear" see -phile). Meaning "brief work dealing with questions of current interest" is late 16c.
posable (adj.): 1972 of questions; 1975 of action figures; from pose (v.1 and 2) + -able.
poser (n.): "one who practices an affected attitude," 1881, agent noun from pose (v.1); revived in teen-ager slang by 1983. Meaning "question that puzzles" is from 1793 from pose (v.2); earlier it meant "one who asks testing questions" (1580s).
postulate (v.): 1530s, "nominate to a church office," from Medieval Latin postulatus, past participle of postulare "to ask, demand; claim; require," probably formed from past participle of Latin poscere "ask urgently, demand," from *posk-to-, Italic inchoative of PIE root *prek- "to ask questions" (cognates: Sanskrit prcchati, Avestan peresaiti "interrogates," Old High German forskon, German forschen "to search, inquire"). Use in logic dates from 1640s, borrowed from Medieval Latin.
question (n.): early 13c., "philosophical or theological problem;" early 14c. as "utterance meant to elicit an answer or discussion," also as "a difficulty, a doubt," from Anglo-French questiun, Old French question "question, difficulty, problem; legal inquest, interrogation, torture," from Latin quaestionem (nominative quaestio) "a seeking, a questioning, inquiry, examining, judicial investigation," noun of action from past participle stem of quaerere "ask, seek" (see query (v.)).

No question "undoubtedly" is from mid-15c; no questions asked "accountability not required" is from 1879 (especially in newspaper advertisements seeking the return of something lost or stolen). Question mark is from 1849, sometimes also question stop (1862); figurative use is from 1869. To be out of the question (c. 1700) is to be not pertinent to the subject, hence "not to be considered."
question (v.): late 15c., from question (n.) and from Middle French questionner "ask questions, interrogate, torture" (13c.), from question (n.). Related: Questioned; questioning. Alternative questionize attested from 1847.
questionnaire (n.): 1901, from French questionnaire "list of formal questions," from questionner "to question," (see question (v.)). Purists preferred native formation questionary (1540s); see -ary.
ricochet (n.): 1769, from ricochet (v.) or French ricochet "the skipping of a shot or of a flat stone on water," but in earliest French use (15c.) "verbal to-and-fro," and only in the phrase fable du ricochet, an entertainment in which the teller of a tale skillfully evades questions, and chanson du ricochet, a kind of repetitious song; of uncertain origin.
second-guess (v.): 1941, back-formation from second-guesser (1937), American English, originally baseball slang for a fan who loudly questions decisions by players, managers, etc.; perhaps from guesser in the baseball slang sense of "umpire."
sphinx (n.): monster of Greek mythology having a lion's (winged) body and a woman's head; she waylaid travelers around Thebes and devoured those who could not answer her questions; Oedipus solved the riddle and the Sphinx killed herself. In English from early 15c., from Latin Sphinx, from Greek Sphinx, said to mean literally" the strangler," a back-formation from sphingein "to squeeze, bind" (see sphincter).

There also was an Egyptian form (usually male and wingless); in reference to this it is attested in English from 1570s; specific reference to the colossal stone one near the pyramids as Giza is attested from 1610s. Transferred sense of "person or thing of mysterious nature" is from c. 1600. The proper plural would be sphinges. As adjectives in English, sphingal, sphingian, sphingine, sphinxian, sphinxine, and sphinx-like all have been tried.
trivia (n.): "trivialities, bits of information of little consequence," by 1932, from the title of a popular book by U.S.-born British aphorist Logan Pearsall Smith (1865-1946) first published in 1902 but popularized in 1918 (with "More Trivia" following in 1921 and a collected edition including both in 1933), containing short essays often tied to observation of small things and commonplace moments. Trivia is Latin, plural of trivium "place where three roads meet;" in transferred use, "an open place, a public place." The adjectival form of this, trivialis, meant "public," hence "common, commonplace" (see trivial). The Romans also had trivius dea, the "goddess of three ways," another name for Hecate, perhaps originally in her triple aspect (Selene/Diana/Proserpine), but also as the especial divinity of crossroads (Virgil has "Nocturnisque hecate triviis ululata per urbes"). John Gay took this arbitrarily as the name of a goddess of streets and roads for his mock Georgic "Trivia: Or, the Art of Walking the Streets of London" (1716); Smith writes in his autobiography that he got the title from Gay.
I KNOW too much; I have stuffed too many of the facts of History and Science into my intellectuals. My eyes have grown dim over books; believing in geological periods, cave dwellers, Chinese Dynasties, and the fixed stars has prematurely aged me. ["Trivia," 1918 edition]
Then noted c. 1965 as an informal fad game among college students wherein one asked questions about useless bits of information from popular culture ("What was Donald Duck's address?") and others vied to answer first.
Nobody really wins in this game which concentrates on sports, comics and television. Everyone knows that Amos's wife on the "Amos 'n' Andy Show" is Ruby, but who knows that she is from Marietta, Georgia? Trivia players do. They also know the fourth man in the infield of Tinker-to-Evers-to-Chance, the Canadian who shot down Baron Von Richtofen, and can name ten Hardy Boy books. ["Princeton Alumni Weekly," Nov. 9, 1965]
The board game Trivial Pursuit was released 1982 and was a craze in U.S. for several years thereafter.
twenty (n.): Old English twentig "group of twenty," from twegen "two" (see two) + -tig "group of ten" (see -ty (1)). Cognate with Old Saxon twentig , Old Frisian twintich, Dutch twintig, Old High German zweinzug, German zwanzig. Gothic twai tigjus is even more transparent: literally "two tens."

The card game twenty-one (1790) is from French vingt-et-un (1781). Twenty-twenty hindsight is first recorded 1962, a figurative use of the Snellen fraction for normal visual acuity, expressed in feet. The guessing game of twenty questions is recorded from 1786.
unresolved (adj.): 1570s, "undecided" (of questions), from un- (1) "not" + past participle of resolve (v.). Meaning "uncertain in opinion" is attested from 1590s.
yes (adv.): Old English gise, gese "so be it!," probably from gea, ge "so" (see yea) + si "be it!," third person imperative of beon "to be" (see be). Originally stronger than simple yea. Used in Shakespeare mainly as an answer to negative questions. As a noun from 1712. Yes-man is first recorded 1912, American English.
moi: "Me (used in questions when accused of something that one knows one is guilty of)", French, 'me'.
Ouija board: "A board with letters, numbers, and other signs around its edge, to which a planchette, movable pointer, or upturned glass moves, supposedly in answer to questions from people at a seance", Late 19th century: of uncertain origin: possibly from French oui 'yes' + German ja 'yes'.