He uses deception to gain what he wants, via spell or by tongue. If nothing else works he'll pickpocket and drop some acid on them to die. Basically silent death via Dagger/Poison/Illusion or Misdirection. Uses dagger in offhand (for backstabs) and sword in mainhand.
Here are my skills for this idea of character, feel free to critique.
Skills used
One Handed (8 Perks) - Armsman (5), Dual Flurry (2), Dual Savagery (1)
Illusion - (13 Perks) - ALL
Speech - (13 Perks) - Haggling (5) Allure, Bribery, Merchant, Persuasion, Investor, Intimidation, Fence, Master Trader
Pickpocket - (7 Perks) - Light Fingers (5), Night Thief, Extra pockets
Lockpick - (0 Perks)
Alchemy - (9 Perks) - Alchemist (5), Physician, Poisoner, Concentrated Poison
Sneak - (8 Perks) - Stealth(5), Backstab, Deadly Aim, Assassin's Blade
58 Perks in All (Light Fingers and Alchemist will only have 1 point until post 50...which comes out to 50 Perks)
Any adjustments you'd make for this build? and idea?
OPINIONS!? ONE DAY TILL SKYRIM WOOOO!!!!