Chap I would find shy (5)
I believe the answer is:
timid
'shy' is the definition.
(similar in meaning)
'chap i would' is the wordplay.
'chap' becomes 'tim' (short for Timothy).
'i would' becomes 'I'd'.
'tim'+'id'='TIMID'
'find' is the link.
(Other definitions for timid that I've seen before include "Nervous and easily alarmed" , "Apprehensive and unassertive" , "Pusillanimous" , "Bashful or fearful" , "Diffident, faint-hearted" .)