Stick around area to meet a bloke and a US highwayman (4,5)

'a us highwayman' is the definition.
(US term for a highwayman)

'stick around area to meet a bloke' is the wordplay.
'stick' becomes 'rod' (I've seen this before).
'around' means one lot of letters goes inside another.
'area' becomes 'a' (maths abbreviation).
'to meet a bloke' becomes 'agent' (I can't justify this - if you can you should believe this answer much more).
'rod' enclosing 'a' is 'road'.
'road'+'agent'='ROAD-AGENT'

'and' acts as a link.