Crossword Genius

Be cleverly hurtful? (5)

Ross

I believe the answer is:

smart

I'm a little stuck... Click here to teach me more about this clue!

This clue might be a double definition.

'be cleverly' is the first definition.
Although both the answer and definition are singular nouns, I don't understand how they can define each other.

'hurtful?' is the second definition.
Both the answer and definition are adjectives. Maybe you can see a link between them that I don't see?

Can you help me to learn more?

(Other definitions for smart that I've seen before include "Well dressed" , "Chic - hurt" , "Sting - witty" , "Well-dressed" , "Trim - sting" .)

I've seen this clue in the Evening Standard.
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