Cryptic crossword clue
Last maiden to prepare for a new engagement? 5

The most common and most likely answer to this crossword clue is the 5 letter word REARM

I've seen this crossword clue in The Guardian
R
E
A
R
M


Buddy explains!

The straight part
We know that "prepare for a new engagement" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case prepare for a new engagement = rearm.
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 REARM mean?

REARM verb
  1. To replace or restore the weapons or arms of a previously defeated, or disarmed army, country, person or other body.

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