Slob heads for introductory date looking extremely rough (5)
I believe the answer is:
idler
'slob' is the definition.
The definition and answer can be both people as well as being singular nouns.
Perhaps there's an association between them I don't understand?
'heads for introductory date looking extremely rough' is the wordplay.
'heads for' says to take the initial letters.
The first letters of 'introductory date looking extremely rough' is 'IDLER'.
Can you help me to learn more?
(Other definitions for idler that I've seen before include "Lazybones; gear wheel" , "Couch potato" , "Bum" , "Layabout; ship crewman not on watch" , "One resting" .)