Crossword Genius

That man’s entertained by sleeve on the blues records (4,9)

Ross

I believe the answer is:

case histories

I'm a little stuck... Click here to teach me more about this clue!

'records' is the definition.
(case history is a kind of record)

'that man's entertained by sleeve on the blues' is the wordplay.
I cannot really understand how this works, but
'man's' could be 'his' (belonging to a man) and 'his' is present in the answer.
'on' could be 'to' and 'to' is found in the answer.
This may be the basis of the clue (or it may be nonsense).

Can you help me to learn more?

I've seen this clue in The Guardian.
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