The most common and most likely answer to this crossword clue is the 10 letter word INFATUATED
I've seen this crossword clue in The Guardian
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More clues leading to the result INFATUATED
Buddy explains!

The straight part
We know that "Awkward" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case awkward = infatuated.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.
What does INFATUATED mean?
INFATUATED verb- To inspire with unreasoning love, attachment or enthusiasm.
- To make foolish.
- Foolishly or unreasoningly attracted to or in love with (someone)
- Excessively fond of or enthusiastic about (something).
- Foolish, stupid, lacking good judgement (often as a result of some external influence).