Structure
AといおうかBといおうか + (Phrase)
where A and B can be Noun, い [Adjective], な [Adjective] or Verb
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About といおうか
と言おうか is an expression that combines the case-marking particle と in its quotation use, the volitional form of the う-Verb 言う, 言おう ‘to say’, and the adverbial particle か used for mid-sentence questions. It may be translated as ‘how to put it’, or ‘perhaps it’s (A), or perhaps it’s (B)’. However, the more literal ‘shall I say it is (A), or shall I say it is (B)’ is also a common interpretation.
This expression will be used twice, where both the (A) and the (B) phrase are being questioned by the speaker. As with many other uses of と of a quotation, the preceding word may be almost anything.
と言おうか is interchangeable with the more common と言うか, but it is advisable to only use it when specific emphasis needs to be made, or for some type of dramatic effect. In many cases, it will sound unnatural in daily speech.
と言おうか will frequently be used with fairly vague or imprecise descriptions, in order to avoid but hint at what the speaker actually wants to say. Often, this will be something negative, and will therefore be omitted.
Examples
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この前、電車を乗り違えてしまったんだ。僕はそのとき、自分でもこんなドジをして、面白いといおうか、困っているといおうか…とにかく忘れられない思い出になったよ。
I took the wrong train the other day. I made such a blunder at that time, how shall I put it, it was funny? or perhaps troubling?... Anyway, it turned into an unforgettable memory.
A:「プチチーズってなんですか。」
B:「クラッカーといおうか、チーズとのスナックといおうか…(うーん、的確な言葉が思い浮かばないなぁ)」
A: 'What is Puchi cheese?'
B: 'How shall I put it, a cracker, or perhaps a snack with cheese... (well, I can't think of the right word)'
「彼女は誰ですか?」
「彼の元カノといおうか友達といおうか複雑ですよ。」
'Who is she?'
'How shall I put it, his ex-girlfriend, or perhaps his friend, it's complicated.'
彼は穏やかといおうか、のんびりといおうか、何事につけてもゆっくりしている。
How shall I put it, he is calm or perhaps relaxed, he takes his time with everything.
とうとう一人暮らしを始めたのに、寂しいといおうか嬉しいといおうか、よくわからない。
I finally started living alone, and how shall I put it, I don't really know if I am lonely or happy.
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