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Suppose someone drops by and you say "Hey, I didn't expect to see you today" or "Hey, I wasn't expecting to see you today".

What is the difference between those two sentences?

To my understanding, the one using "didn't expect" refers to a point in the past whereas the one using "wasn't expecting" refers to the whole day.

But I find it really hard to understand when I should choose one over the other.

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    In this context, I don't think there is any difference in meaning between the two tenses. You might also say I hadn't expected to see you with the same meaning. – Kate Bunting Jul 13 at 10:59

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