Cryptic crossword clue
Dismal expression of good fellow Bill in solitary confinement 4,4

The most common and most likely answer to this crossword clue is the 4 plus 4 letter word LONG FACE

L
O
N
G
F
A
C
E

Buddy explains!

The cryptic/wordplay part
In cryptic crossword there's often an wordplay/cryptic part as well.
This part involves a more complex hint, such as an anagram, homophone, hidden word, etc.
Sadly, We don't have an explanation for this specific crossword clue yet.

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