The Master Robes look like a Trenchcoat on a male avatar, and Ulfric's got the best looking set of unarmored clothes. I also really like General Tullius' dress, but have to wear Ancient Nord Boots/Gauntlets to match it, and stay all Heavy. I love Scaled for protection, but not looks. For Light, I peicemail my own suit together out of The Savior's Hide, Foresworn/Armor of the Old Gods, and/or Stormcloak Officer's boots/gauntlets. The Ebony Mace is the most beautiful weapon in the game too.
I like Ebony, either the Mail, or Platebody, or Steel Plate if I'm not going for the Dark look.