Gentleman's gentleman allowed to follow Virginia (5)
I believe the answer is:
valet
'gentleman's gentleman' is the definition.
(synonyms)
'allowed to follow virginia' is the wordplay.
'allowed to' becomes 'let' (to let something happen is to allow it).
'follow' is a charade indicator (letters next to each other).
'virginia' becomes 'va' (US state abbreviation).
'let' put after 'va' is 'VALET'.
(Other definitions for valet that I've seen before include "Gentleman's attendant" , "Batman" , "Clean inside" , "Man's man" , "Gentleman%u2019s gentleman" .)