The most common and most likely answer to this crossword clue is the 5 plus 5 letter word AGONY UNCLE
I've seen this crossword clue in The Times
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More clues leading to the result AGONY UNCLE
- Does he give relatively painful advice?
- In the past, drunken party ends with relative becoming a personal advisor
- Advice columnist previously seen with New York pawnbroker
- Wise counsellor is a terrible pain, mostly grubby
- Man offering personal advice, lunacy gone mad!
- One can ultimately counsel guy in trouble
- I’ll advise Lance
- He advises initially applying Vanish on both sides of nappy before soiled article is scrubbed
Buddy explains!
The straight part
We know that "Does he give relatively painful advice" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case does he give relatively painful advice = agony uncle.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.