Gentleman's gentleman Virginia hired (5)
I believe the answer is:
valet
'gentleman's gentleman' is the definition.
('valet' can be a synonym of 'gentleman's gentleman')
'virginia hired' is the wordplay.
'virginia' becomes 'va' (US state abbreviation).
'hired' becomes 'let' (I've seen this before).
'va'+'let'='VALET'
(Other definitions for valet that I've seen before include "Clean (a car); attendant" , "Male servant" , "Personal manservant" , "Jeeves?" , "Man's servant" .)