If you want to serve the Empire in a secret way, wear Ancient shrouded cowl, Ancient shrouded gauntlets, Pentilus occulus boots and Armour.
I like the Imperial (closed) Helmet best with the full Penitus Oculatus Armor set.
On top: all on female...
Stormcloak Officer (bear) Helmet, Fur (long sleeve) Armor, Bracers, Shoes
Dragonplate Helmet, Falmer Armor, Steel Nordic Gauntlets, Steel Cuffed Boots
Jagged Crown with the full Dragonscale Armor set
Helm of Yngol, Ebony MAIL, Daedric Gauntlets & Boots
All on female
