Cryptic crossword clue
Simple old man wearing fewer clothes? 8

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

I've seen this crossword clue in Independent
P
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Buddy explains!

The straight part
We know that "Simple" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case simple = painless.
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 PAINLESS mean?

PAINLESS adjective
  1. Free from pain; without pain or trouble.
  2. Not difficult; easy.

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