Happy, optimistic (8)
This clue is a double definition.
'happy' is the first definition.
(associated in meaning)
'optimistic' is the second definition.
(similar in meaning)
(Other definitions for cheerful that I've seen before include "In a happy mood" , "Showing good spirits" , "Optimistic and upbeat" , "In good spirits, lighthearted" , "Genial" .)
I believe this is a double definition.
'happy' is the first definition.
(I've seen this before)
'optimistic' is the second definition.
(I've seen this in another clue)
(Other definitions for cheery that I've seen before include "Merry, jovial" , "Happy, optimistic" , "In good spirits" , "Bright - pleasant - good-humoured" , "Joyful -- optimistic" .)