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' means one lot of letters go next to another.
'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" .)