Commiserated with skinflint (5)
I believe the answer is:
miser
'skinflint' is the definition.
(synonyms)
'commiserated with' is the wordplay.
'with' indicates a hidden word.
'MISER' can be found hidden inside 'commiserated'.
(Other definitions for miser that I've seen before include "Avaricious hoarder" , "Mean-minded type" , "Penny-pinching person like Scrooge" , "Stingy type" , "Curmudgeon" .)