Cryptic crossword clue
Had more girl-friends than was fashionable 8

The most common and most likely answer to this crossword clue is the 8 letter word OUTDATED

I've seen this crossword clue in Financial Times
O
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Buddy explains!

The straight part
We know that "was fashionable" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case was fashionable = outdated.
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What does OUTDATED mean?

OUTDATED adjective
  1. Out of date, old-fashioned, antiquated.
  2. Out of date; not the latest; obsolete.

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