The most common and most likely answer to this crossword clue is the 10 letter word LONG-FACED
L
O
N
G
-
F
A
C
E
D
More clues leading to the result LONG-FACED
- Looking miserable, having been confronted for ages
- Thrashed, having cuddled willing girlfriend, hence looking sad
- Dismal-looking fellow achieved high test score after quite a bit of time
- Had a strong desire to hold fellow to account for having a miserable expression
- Dismal-looking dog can half-heartedly feel otherwise
Buddy explains!

The straight part
We know that "Looking miserable" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case looking miserable = long-faced.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.