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だったのに

should have …

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phrase Common #6,242
should have … In the common pattern 〜べきだったのに, expresses that someone should have done something but didn’t, often with regret or reproach. By itself, だったのに can mean “even though it was.”
JA: もっと早く連絡するべきだったのに。
EN: I should have contacted you sooner.

彼は中古車を買うべきだったのに。

He should have bought a used car.

君も見るべきだったのに。

You should have seen it too.

カラスは魔女の召使いだったのにさ

Even though the crow was the witch’s servant...

— 魔女の宅急便 (1989)

真っ白だったのに今は黄色だ

It was pure white, but now it's yellow.

— 恋する惑星 (1994)

ぜひ京都へ行くべきだったのに。

You really should have gone to Kyoto.

パーティーでは泥酔だったのに何のこと?

You were dead drunk at the party, so what are you talking about?

— Hoje Eu Quero Voltar Sozinho (2014)

おやじはおやじって感じだったのに死んだか

He was such a dad, and now he’s dead?

— ベルリン・天使の詩 (1987)

さっきまであんなにいいお天気だったのに

It was so nice out just a little while ago, but...

— 魔女の宅急便 (1989)

すばらしい黒人組織だったのに…

It was a wonderful Black organization, but…

— マルコムＸ (1992)

娘の誕生日だったのに！

But it was my daughter’s birthday!

— 人生スイッチ (2014)

ここがイヤだったのに今は出て行くのが怖い

I hated it here, but now I'm scared to leave.

— ラストエンペラー (1987)

あれが、最後の一つだったのに。

That was the last one, too.

私達は家にいるべきだったのに。

We should have stayed home.

彼は俳優になるべきだったのに。

He should have become an actor.

喘息にも悪いし昔は春も夏も素敵な季節だったのに

It’s bad for my asthma, too. Spring and summer used to be such wonderful seasons.

— 天気の子 (2019)

さっきまでただの岩だったのに…

It was just an ordinary rock until a moment ago…

— 天空の城ラピュタ (1986)

君は私に真実を言うべきだったのに。

You should have told me the truth.

トムは昨日歯医者に行くべきだったのに。

Tom should have gone to the dentist yesterday.

いいところだったのに

It was just getting good.

— 罪人たち (2025)

あなたはそれを秘密にしておくべきだったのに。

You should have kept it secret.

昔は綺麗な街だったのに。

It used to be such a beautiful city.

いい出来だったのに

It was so well done, too.

— 君たちはどう生きるか (2023)

もし銀行へ行っていればもっとよい交換レートだったのに。

If I had gone to the bank, I would have gotten a better exchange rate.

彼はもっと注意すべきだったのに。

He should have been more careful.

私たちはもっと早くそれを話し合うべきだったのに。

We should have discussed it sooner.

丸腰だったのに人殺し！

He killed someone even though he was unarmed!

— 荒野の用心棒 (1964)

宿題をやるべきだったのに。

I should have done my homework.

ジヨンは仕事だったのに、戻ってきたんだ

Jiyoung was supposed to be at work, but she came back.

— ベイビー・ブローカー (2022)

君はいつも僕の味方だったのに君は親友だ

You were always on my side, yet you’re my best friend.

— レミーのおいしいレストラン (2007)

シータいい子だったのに

Theta was such a good girl, though.

— 天空の城ラピュタ (1986)

昨日来るべきだったのに。

You should have come yesterday.

少し前は子どもだったのに

You were just a child not long ago.

— Hoje Eu Quero Voltar Sozinho (2014)