Flirted with you once in turning point (5)
I believe the answer is:
toyed
'flirted' is the definition.
('toy' can be a synonym of 'flirt')
'you once in turning point' is the wordplay.
'you once' becomes 'ye' (I've seen this in other clues).
'in' is an insertion indicator.
'turning' says the letters should be written in reverse.
'point' becomes 'dot' ('dot' can be a synonym of 'point'**).
'dot' written backwards gives 'tod'.
'ye' put into 'tod' is 'TOYED'.
'with' is the link.
(Other definitions for toyed that I've seen before include "Played" , "Trifled (with someone's affections)" , "fiddled" , "Engaged in an activity, but not seriously" , "was trifling" .)