Will the orator be speechless if he lost it? (7,4)
I believe the answer is:
address book
'will the orator be speechless' is the definition.
I don't know anything about this answer so I cannot judge whether this works.
'he lost it?' is the wordplay.
I cannot really see how this works, but
'he' could be 'bo' and 'bo' is found in the answer.
'it?' could be 'e' ('e' can mean 'electronic' which is similar to 'IT') and 'e' is found in the answer.
This explanation may well be incorrect...
'if' is the link.
Can you help me to learn more?
(Another definition for address book that I've seen is " List of contacts".)