Face that a woman usually has on a certain day in May? (5)
I believe the answer is:
brave
'face' is the definition.
(thesaurus)
'that a woman usually has on a certain day in may?' is the wordplay.
'that a woman usually has on' becomes 'bra'.
'a certain day in may?' becomes 've' (VE Day, Victory in Europe Day).
'bra'+'ve'='BRAVE'
(Other definitions for brave that I've seen before include "Egg-shaped" , "Showing courage" , "Heroic, valiant" , "Displaying courage" , "Courageous, dauntless" .)