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There are 58 clues with the answer 'WINLESS'
#
CLUE
1.
Without a single victory
2.
Without even a single victory
3.
Lacking success, wife out more, presumably? (7)
4.
No end of vino, not so much being unsuccessful (7)
5.
Without a success (7)
6.
Times when you are victorious but need to take a rest (7)
7.
0-and-something
8.
Hoping for victory #1
9.
With zero points in the standings
10.
Like the Detroit Lions in 2008
11.
Without a victory (7)
12.
Like some last-place teams
13.
Twinkly
14.
Twinkling
15.
Tasteful
16.
Squinty
17.
Squinting
18.
Squinched
19.
Splitting
20.
Sparkling
21.
Signed
22.
Shortsighted
23.
Shortish
24.
Shimmery
25.
Shaken
26.
Shakeable
27.
Scintillating
28.
Peerless
29.
Notifiable
30.
Noticed