Meaning:

When one thing goes wrong, many other things also go wrong.

You say, "When it rains, it pours" when several similar, especially bad or annoying things happen at the same time.

Example: I can't believe what happened to me last week! My dog ate my homework, and my computer crashed. Even worse, I got sick that night! When it rains, it pours!

A: No one in my family had been sick for many years, but everyone caught the flu last month at the same time.
B: When it rains, it pours.

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