Woman's date brings regret (14)
I believe the answer is:
disappointment
'regret' is the definition.
(thesaurus)
'woman's date' is the wordplay.
'woman's' becomes 'di's' (Di is short for Diana).
'date' becomes 'appointment' (both can mean a scheduled meeting).
'dis'+'appointment'='DISAPPOINTMENT'
'brings' acts as a link.
(Other definitions for disappointment that I've seen before include "Frustrating thing" , "Let-down" , "unhappiness" , "Frustration" , "Setback" .)