彼は今まで学校に遅れたことがない。

he; him; his; boyfriend

topic marker particle; indicates contrast with another option (stated or unstated); adds emphasis

now; the present time; just now; soon; immediately; (one) more

until (a time); till; to; up to; to (a place); as far as; to (an extent); up to; so far as; even; only; merely

school

at (place, time); in; on; during; to (direction, state); toward; into; for (purpose); because of (reason); for; with; by; from; as (i.e. in the role of); per; in; for; a (e.g. "once a month"); and; in addition to; if; although

to be late; to be delayed; to fall behind schedule; to be overdue

thing; matter; incident; occurrence; event; something serious; trouble; crisis; circumstances; situation; state of affairs; work; business; affair; after an inflectable word, creates a noun phrase indicating something the speaker does not feel close to; nominalizing suffix; pretending to ...; playing make-believe ...; alias; aka; nickname; alternative name; also known as

indicates sentence subject (occasionally object); indicates possessive (esp. in literary expressions); but; however; still; and

nonexistent; not being (there); unpossessed; unowned; not had; unique; indicates negation, inexperience, unnecessariness or impossibility; not ...; to not be...; to have not ...