What the work-shy did, possibly receiving some dole (5)
I believe the answer is:
idled
'what the work-shy' is the definition.
I can't judge whether this definition defines the answer.
'did possibly receiving some dole' is the wordplay.
'possibly' indicates an anagram.
'receiving' indicates putting letters inside.
'some dole' becomes 'le' (I can't justify this - if you can you should believe this answer much more).
'did' with letters rearranged gives 'idd'.
'idd' going around 'le' is 'IDLED'.
Can you help me to learn more?
(Other definitions for idled that I've seen before include "Loitered" , "Did little or nothing" , "Spent time doing nothing" , "sat back" , "Of engine, just ticked over" .)