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There are 23 clues with the answer 'AGONISING'
# CLUE
1.
Worrying intensely
2.
Very painful, as in going mad (9)
3.
Suffering violent anguish
4.
Going in, as poorly and fretting (9)
5.
Fretting (9)
6.
Extremely painful (9)
7.
Paragon is ingratiating? A bit distressing
8.
Such a decree splitting a medal is really painful (9)
9.
Extremely painful
10.
Excruciating (9)
11.
A soldier clutching leg, sitting by grass fretting (9)
12.
Anguishing (over)
13.
I commit a crime wearing a medal - it's painful (9)
14.
Some of the flagon is ingested? Painful! (9)
15.
Very painful
16.
Worrying
17.
Painful
18.
Excruciating
19.
Ian's going about it in a most painful way
20.
Painful (9)
21.
Worrying, very painful (9)
22.
Worrying to excess
23.
Very painful (9)