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Dar com os burros n'água

Portuguese

Meaning

To fail miserably / To come up empty

Example

Investiu todo o dinheiro naquele negócio e deu com os burros n'água.

He invested all his money in that business and came up empty.

Origin

The phrase is usually traced to colonial Brazil and the tropeiros, the muleteers who hauled goods across the country in long pack-trains of donkeys and mules. On treacherous river crossings, in storms or during a panicked flight, the animals could be lost in the water — the drivers literally "ran into the donkeys in the water" and arrived with nothing.