Keep smiling, though ostensibly weary initially (4)
I believe the answer is:
stow
'keep' is the definition.
(I've seen this before)
'smiling though ostensibly weary initially' is the wordplay.
'initially' suggests taking the first letters.
The first letters of 'smiling though ostensibly weary' is 'STOW'.
(Other definitions for stow that I've seen before include "Pack (in proper place)" , "Keep under hatches" , "Author, -- Asimov" , "Pack (object) away" , "Place in storage receptacle" .)