Old boy, taken in by baddy, gives expression of resignation (3,3)
I believe the answer is:
too bad
'old' is the definition.
Both the definition and answer are adjectives. Perhaps there's an association between them I don't understand?
'boy taken in by baddy gives expression of resignation' is the wordplay.
I cannot really understand how this works, but
'boy' could be 'ad' and 'ad' is found in the answer.
'of' could be 'o' and 'o' is present in the answer.
This explanation may well be incorrect...
Can you help me to learn more?
(Other definitions for too bad that I've seen before include "What a pity, hard luck" , "Informally regrettable, a pity" , "That's regrettable, informally" , "I have no sympathy" , "regrettably" .)