彼は一睡もしなかった。

he; him; his; boyfriend

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

(usu. in negative sentences) (not) a wink of sleep

too; also; in addition; as well; (not) either (in a negative sentence); both A and B; A as well as B; neither A nor B (in a negative sentence); even; as much as; as many as; as far as; as long as; no less than; no fewer than; even if; even though; although; in spite of; further; more; again; another; the other

to do; to cause to become; to make (into); to turn (into); to serve as; to act as; to work as; to wear (clothes, a facial expression, etc.); to judge as being; to view as being; to think of as; to treat as; to use as; to decide on; to choose; to be sensed (of a smell, noise, etc.); to be (in a state, condition, etc.); to be worth; to cost; to pass (of time); to elapse; verbalizing suffix (applies to nouns noted in this dictionary with the part of speech "vs"); creates a humble verb (after a noun prefixed with "o" or "go"); to be just about to; to be just starting to; to try to; to attempt to