Cryptic crossword clue
I ran with tailor fittingly making what looks long short 10

The most common and most likely answer to this crossword clue is the 10 letter word IRRATIONAL

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Buddy explains!

The straight part
We know that "what looks long short" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case what looks long short = irrational.
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 IRRATIONAL mean?

IRRATIONAL noun
  1. A real number that can not be expressed as the quotient of two integers, an irrational number.
IRRATIONAL adjective
  1. Not rational; unfounded or nonsensical.
  2. Of a real number, that cannot be written as the ratio of two integers.

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