My favourite armour is the Dark Brotherhood's Shrouded Armour/ancient.
I absolutely love the look of this armour; I feel as though it gives a really nice assassin feel. The colours and model of the armour also please me.
Being a sneaky nuisance/assassin type character (although, I sometimes alternate), the individual pieces of the set match my play-style very well.
The shrouded hood is also my favourite piece of apparel in the game. The sneak enchantment is decent, it goes with most armours/clothing, and it pleases me aesthetically. It also looks good if playing as a vampire.
Edit: I'm referring to armours from vanilla Skyrim (DLCs included).