c. 1200, "graphic symbol, alphabetic sign, written character conveying information about sound in speech," from Old French letre "character, letter; missive, note," in plural, "literature, writing, learning" (10c., Modern French lettre), from Latin littera (also litera) "letter of the alphabet," also "an epistle, writing, document; literature, great books; science, learning;" a word of uncertain origin.
According to Watkins, perhaps via Etruscan from Greek diphthera "tablet" (with change of d- to l- as in lachrymose), from a hypothetical root *deph- "to stamp." In this sense it replaced Old English bocstæf, literally "book staff" (compare German Buchstabe "letter, character," from Old High German buohstab, from Proto-Germanic *bok-staba-m).
Latin littera also meant "a writing, document, record," and in plural litteræ "a letter, epistle, missive communication in writing," a sense passed through French and attested in English letter since early 13c. (replacing Old English ærendgewrit "written message," literally "errand-writing"). The Latin plural also meant "literature, books," and figuratively "learning, liberal education, schooling" (see letters).
The custom of giving the school letter as an achievement award in sports, attested by 1908, is said to have originated with University of Chicago football coach Amos Alonzo Stagg. Earlier in reference to colleges it meant "university degree or honor that adds initials to a name" (1888). Expression to the letter "precisely" is from 1520s (earlier after the letter, mid-14c.). Letter-quality (adj.) "suitable for (business) letters" is from 1977. For letters patent (with French word order) see patent (n.).
rack n.1
c. 1300, "grating or open frame with bars or pegs upon which things are hung or placed," especially for kitchen use, possibly from Middle Dutch rec "framework," literally "something stretched out, related to recken (modern rekken) "stretch out," cognate with Old English reccan "to stretch out," from Proto-Germanic *rak- (source also of Old Saxon rekkian, Old Frisian reza, Old Norse rekja, Old High German recchen, German recken, Gothic uf-rakjan "to stretch out"), from PIE root *reg- "to move in a straight line."
Or it might have developed from the Old English verb. The sense of "frame on which clothes or skins are stretched to dry" is by early 14c. The sense of "framework above a manger for holding hay or other fodder for livestock" is from mid-14c. As the name of a type of instrument of torture by early 15c., perhaps from German rackbank, originally an implement for stretching leather, etc. Sense of "punishment by the rack" is by 1580s.
Mechanical meaning "metal bar with teeth on one edge" is from 1797 (see pinion). Meaning "set of antlers" is first attested 1945, American English; hence slang sense of "a woman's breasts" (especially if large), by 1991. Meaning "framework for displaying clothes" is from 1948; hence off the rack (1951) of clothing, as opposed to tailored.