Play around, with puzzling one's aim (8)
I believe the answer is:
womanise
'play around' is the definition.
('play around'->'womanize' is in my internal thesaurus and 'ize'->'ise')
'with puzzling one's aim' is the wordplay.
'with' becomes 'w' (abbreviation).
'puzzling' indicates anagramming the letters.
'ones'+'aim'='onesaim'
'onesaim' with letters rearranged gives 'omanise'.
'w'+'omanise'='WOMANISE'
(Other definitions for womanise that I've seen before include "Philander" , "turn to the ladies" .)