I'm thinking of starting a character based around thievery, plundering and lollygagging, because burgling is fun. 2 years of TES games and I've never tried it. However, when it comes to combat, I'm not sure how I can differentiate it from an assassin. I thought of using illusion but that would just make a nightblade.
Also, I'm looking for suggestions on gear, because leather armour won't exactly last for long.