Crossword Genius

Vain, so no dates? (9)

Ross

I believe the answer is:

fruitless

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'vain' is the definition.
(I know that vain can be written as fruitless)

I don't understand how the rest of the clue works.

Can you help me to learn more?

(Other definitions for fruitless that I've seen before include "Vain" , "failing to achieve the desired results" , "Unproductive" , "being without dates, perhaps" , "Unprofitable" .)

I've seen this clue in the Sydney Morning Herald.
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