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Furigana Show|Add to ▼ Source Totoeba Project
It seems he spent many a night unable to sleep.
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Vocabulary list

ikuyomo
noun
  1. for several nights
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ikuyo
noun
  1. number of nights
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mo
particle
  1. too; also; in addition; as well; (not) either (in a negative sentence)
  2. both A and B; A as well as B; neither A nor B (in a negative sentence) (as ＡもＢも)
  3. even; as much as; as many as; as far as; as long as; no less than; no fewer than (used for emphasis or to express absence of doubt regarding a quantity, etc.)
  4. even if; even though; although; in spite of (often as 〜ても, 〜でも, 〜とも, etc.)
adverb
  1. further; more; again; another; the other
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nemuru

Potential Plain Present Indicative Negative Form

nemurenai
godan verb, intransitive verb
  1. to sleep
  2. to die; to rest (in peace); to lie (buried); to sleep (in the grave)
  3. to lie idle (e.g. of resources); to lie unused; to lie untapped; to lie untouched
  4. to close one's eyes
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yoru
noun, adverb
  1. evening; night
noun
  1. dinner
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wo
particle
  1. indicates direct object of action
  2. indicates subject of causative expression
  3. indicates an area traversed
  4. indicates time (period) over which action takes place
  5. indicates point of departure or separation of action
  6. indicates object of desire, like, hate, etc.
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sugosu

Plain Past Indicative Form

sugoshita
godan verb, transitive verb
  1. to pass (time); to spend
  2. to overdo (esp. of one's alcohol consumption); to drink (alcohol)
  3. to take care of; to support
godan verb, auxiliary verb
  1. to overdo; to do too much
  2. to ... without acting on it
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youdesu
auxiliary
  1. seeming to be; appearing to be
  2. like; similar to
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you
noun, used as a suffix, noun
  1. appearing ...; looking ... (usu. after the -masu stem of a verb)
  2. way to ...; method of ...ing (usu. after the -masu stem of a verb)
  3. form; style; design (usu. after a noun)
  4. like; similar to (usu. after a noun)
noun
  1. thing (thought or spoken)
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da

Polite Present Indicative Form

desu
copula
  1. be; is (plain copula)
auxiliary verb
  1. did; (have) done (た after certain verb forms; indicates past or completed action)
  2. please; do (indicates light imperative)
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