Wind up drinks with sweetheart (5)
I believe the answer is:
tease
'wind up' is the definition.
(to wind up is to tease or annoy)
'drinks with sweetheart' is the wordplay.
'drinks' becomes 'teas' (tea is a kind of drink).
'with' is a charade indicator (letters next to each other).
'sweetheart' becomes 'e' (the middle letter or heart of 'sweet').
'teas'+'e'='TEASE'
(Other definitions for tease that I've seen before include "Twit - flirt" , "Chaff" , "Annoy good-naturedly" , "Kid" , "Gently make fun of (someone)" .)