Cryptic crossword clue
PM fine with second-class transportation to America once 9

The most common and most likely answer to this crossword clue is the 9 letter word MAYFLOWER

I've seen this crossword clue in The Daily Telegraph
M
A
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Buddy explains!

The straight part
We know that "transportation to America once" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case transportation to america once = mayflower.
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 MAYFLOWER mean?

MAYFLOWER noun
  1. Any of several plants that flower in May - especially the hawthorn (in Britain) and the trailing arbutus (in the US).

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