Quizzical look you twice aimed at a little jewel (5,3)
I believe the answer is:
beady eye
'aimed at a little jewel' is the definition.
I know nothing about this answer so I can't judge whether it can be defined by this definition.
'quizzical look you twice' is the wordplay.
'quizzical look' becomes 'bead' (I can't justify this - if you can you should give a lot more credence to this answer).
'you' becomes 'ye' (historical version of 'you').
'twice' indicates the doubling of some letters.
'ye' duplicated is 'yeye'.
'bead'+'yeye'='BEADY EYE'
Can you help me to learn more?
(Other definitions for beady eye that I've seen before include "Attentiveness" , "viewer to be suspicious?" , "Wary observer" , "Keen (but hostile?) watchfulness" .)