I am currently playing an evil character who is the leader of the Dark Brotherhood and I've been pondering about killing guards but those who make a comment about she being in the Dark Brotherhood. Loose ends and all that.
It is sure to create a mess in the different holds as I am looking to avoid paying the bounty. My character's main source of income is the money she wins from the contracts given by the Night Mother and paying 1000+ gold at every turn for a bounty will leave her broke.
This is why assassins need alchemy. Just whip up a bunch of inviso potions and you're good to go. Here's how you kill ANYONE without a bounty:
1 - Hide and pull out yer bow
2 - Let the arrow fly at the target
3 - BEFORE THE ARROW HITS quickly down an inviso potion
4 - Stay in sneak mode until the guards stop looking (or just creep away)
Works every time!
Err.. well almost every time - if you try this on the DB quest for Vittoria Vicci, even if you successfully get away, make sure you avoid that interfering Argonian! Just talking to him gets you a bounty!
Edit: This trick I learned in Oblivion during a Daedric quest (Sanguine, I think) where you have to 'undress' a royal dinner party!
Edit2: Re: Vittoria Vicci - be aware that if you have not done the quest for Jaree-Ra (Lights Out! - about the Solitude lighthouse), that Jaree-Ra MAY become hostile to you. He can detect you quite easily and is essential until his quest is nearly over.