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So, I would like to better understand the expression:
ダメな時はダメ
I usually see it used practically alone, in a no-good situation.
Is it something like: "Impossible is impossible"? More to the line of "That was no good"? Something different?
This tweet-pic may serve as an example.
My best translation would be "When it rains, it pours."
In the image you provided, the speaker has just had two bad things happen to him in a row.
1) Failed at boiling the eggs the way he liked them.
2) Tried to make up for it by heating the eggs in the microwave and they exploded.
