Pageboy possibly working this early? (9)
I believe the answer is:
hairstyle
'pageboy possibly' is the definition.
(pageboy is a kind of hairstyle)
'working this early?' is the wordplay.
'working' indicates an anagram.
'this'+'early'='thisearly'
'thisearly' anagrammed gives 'HAIRSTYLE'.
(Other definitions for hairstyle that I've seen before include "Design of crowning glory" , "DA possibly" , "Pageboy or bob, say" .)