Cryptic crossword clue
Awkward person regularly in tears on date 4

The most common and most likely answer to this crossword clue is the 4 letter word NERD

I've seen this crossword clue in Independent
N
E
R
D


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The straight part
We know that "Awkward person" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case awkward person = nerd.
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 NERD mean?

NERD noun
  1. (sometimes derogatory) A person who is intellectual but generally introverted
  2. (sometimes derogatory) One who has an intense, obsessive interest in something.
  3. An unattractive, socially awkward, annoying, undesirable, and/or boring, person; a dork.
  4. (post-1980s) A member of a subculture revolving around video games, fantasy and science fiction, comic books and assorted media.

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