Tip it playfully over an officer! (4)
I believe the answer is:
tilt
'tip' is the definition.
('tilt' can be a synonym of 'tip')
'it playfully over an officer' is the wordplay.
'playfully' is an anagram indicator (I've seen this in other clues).
'over' means one lot of letters go next to another.
'an officer' becomes 'lt' (I've seen this in other clues**).
'it' is an anagram of 'ti'.
'ti'+'lt'='TILT'
(Other definitions for tilt that I've seen before include "Lean, slope" , "Joust; bias" , "Slight inclination" , "Slope; joust" , "Lean sideways" .)