When starting to request another song, he'll refuse (5)
I believe the answer is:
trash
'refuse' is the definition.
(I know that refuse can be written as trash)
'when starting to request another song he'll' is the wordplay.
'when starting' suggests taking the first letters.
The first letters of 'to request another song hell' is 'TRASH'.
(Other definitions for trash that I've seen before include "Refuse, garbage" , "Refuse; wreck" , "Dismiss as valueless" , "Worthless items" , "Drivel" .)