Stars kind to plug Sinatra classic? (5,3)
I believe the answer is:
milky way
'stars' is the definition.
(our galaxy)
'kind to plug sinatra classic?' is the wordplay.
'kind' becomes 'ilk' (ilk can mean a type or kind).
'to plug' means one lot of letters goes inside another (to plug can mean to block a gap within something).
'sinatra classic?' becomes 'myway' (I've seen this in another clue).
'ilk' inserted into 'myway' is 'MILKY WAY'.
(Other definitions for milky way that I've seen before include "Star-studded band" , "Galaxy containing our solar system" , "Millions of stars in a band of light across the night sky" , "Lots of stars" , "Galaxy, broad faintly luminous band of stars" .)