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There are 69 clues with the answer 'HEARTBREAKING'
# CLUE
1.
Causing overwhelming distress
2.
Very distressing (13)
3.
Very sorrowful; flirting (13)
4.
Awfully sad deer slowing down, we hear (13)
5.
So sad
6.
Desperately sad (5-8)
7.
Desperately sad, ... situation (5-8)
8.
Distressing, tragic (13)
9.
Causing great distress (13)
10.
Distressing, tragic, extremely sad (13)
11.
Judge initially thinks burglary before midnight is very upsetting
12.
Tragic courage, very heated, gripping soldiers
13.
Distressful earthquake just reaching the news media
14.
Extremely sad? Earth-shattering!
15.
Pitiful male going to pieces swamping craft (13)
16.
Extremely sad, if not quite earth-shattering?
17.
What could make hater very sad
18.
Agonising, awful, earth-shattering (13)
19.
Grievous (5-8)
20.
Very sad (13)
21.
Tragic (13)
22.
Flutter coming to an end - it's devastating! (13)
23.
Sad, tragic (13)
24.
Woeful
25.
Very sad
26.
Unfortunate
27.
Tragic
28.
Touching
29.
Terrible
30.
Teasing