Was deeply hurtful (5)
I believe the answer is:
stung
'was deeply hurtful' is the definition.
(I've seen this in another clue)
This is all the clue.
(Other definitions for stung that I've seen before include "Attacked by, eg, a wasp" , "Wounded by a bee or wasp" , "Peeved" , "Robbed" , "like Ray did, perhaps" .)