schoolboy (n.)

"place of instruction," Old English scol, from Latin schola "intermission of work, leisure for learning; learned conversation, debate; lecture; meeting place for teachers and students, place of instruction; disciples of a teacher, body of followers, sect," from Greek skhole "spare time, leisure, rest, ease; idleness; that in which leisure is employed; learned discussion;" also "a place for lectures, school;" originally "a holding back, a keeping clear," from skhein "to get" (from PIE root *segh- "to hold") + -ole by analogy with bole "a throw," stole "outfit," etc.

The original notion is "leisure," which passed to "otiose discussion" (in Athens or Rome the favorite or proper use for free time), then "place for such discussion." The Latin word was widely borrowed (Old French escole, French école, Spanish escuela, Italian scuola, Old High German scuola, German Schule, Swedish skola, Gaelic sgiol, Welsh ysgol, Russian shkola). Translated in Old English as larhus, literally "lore house," but this seems to have been a glossary word only.

Meaning "students attending a school" in English is attested from c. 1300; sense of "school building" is first recorded 1590s. Sense of "people united by a general similarity of principles and methods" is from 1610s; hence school of thought (1864). School of hard knocks "rough experience in life" is recorded from 1912 (in George Ade); to tell tales out of school "betray damaging secrets" is from 1540s. School bus is from 1908. School days is from 1590s. School board from 1870.

mid-13c., boie "servant, commoner, knave" (generally young and male); c. 1300, "rascal, ruffian, knave; urchin," mid-14c. as "male child before puberty" (possibly an extended sense from the "urchin" one). A word of unknown origin.

Possibly from Old French embuie "one fettered," from Vulgar Latin *imboiare, from Latin boia "leg iron, yoke, leather collar," from Greek boeiai dorai "ox hides." (Words for "boy" double as "servant, attendant" across the Indo-European map -- compare Italian ragazzo, French garçon, Greek pais, Middle English knave, Old Church Slavonic otroku -- and often it is difficult to say which meaning came first.)

But it also appears to be identical with East Frisian boi "young gentleman," and perhaps with Dutch boef "knave," from Middle Dutch boeve, perhaps from Middle Low German buobe. This suggests a gradational relationship to babe. For a different conjecture: Used slightingly of young men in Middle English, also in familiar or contemptuous use of criminal toughs or men in the armed services. In some local uses "a man," without reference to age (OED lists "in Cornwall, in Ireland, in the far West of the U.S."). Meaning "male negro slave or Asian personal servant of any age" attested from c. 1600. Extended form boyo is attested from 1870. Emphatic exclamation oh, boy is attested by 1917. Boy-meets-girl "typical of a conventional romance" is from 1945; the phrase itself is from 1934 as a dramatic formula. Boy-crazy "eager to associate with males" is from 1923.

In Old English, only the proper name Boia has been recorded. ME boi meant 'churl, servant' and (rarely) 'devil.' In texts, the meaning 'male child' does not antedate 1400. ModE boy looks like a semantic blend of an onomatopoeic word for an evil spirit (*boi) and a baby word for 'brother' (*bo). [Liberman]

A noticable number of the modern words for 'boy', 'girl', and 'child' were originally colloquial nicknames, derogatory or whimsical, in part endearing, and finally commonplace. These, as is natural, are of the most diverse, and in part obscure, origin. [Buck]