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There are 8 clues with the answer 'DOLEFULLY'
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CLUE
1.
Toy filled with wrong fuel, sadly (9)
2.
How a woman wishes her husband would find a job? (9)
3.
In a sad way - entirely on unemployment benefit (9)
4.
Pay out generously, albeit sadly (9)
5.
Mournfully
6.
Pay out generously, albeit sadly
7.
"No more pineapple," said Tom ___
8.
In a sorrowful way (9)