I think I finally found my last character that I am not going to retire, and I really mean it this time to myself, lol. I've lost count on how many characters I've made trying to find the perfect one, the highest level I ever reached with one though was like 71, but I totally grinded that playthrough.

I play with a strict set of rules whiich are probably not unusual to some of you:

Name: Raven
Race: Breton
six: Male

Primary Skills: Sneak, One-Hand
Secondary Skills: Pickpocket, Alchemy, Light Armor, and some Blocking perks (no shield).

Gear: Ancient Shrouded Dark Brotherhood Armor full set, Mehrune's Razor, Sword and an Axe (will replace with ebony when I find them.)

I really don't like the duel-hand playstyle or theme, so I just use a dagger for silent kills, I don't carry a bow with me ever - I live by "The Professional" rule "a true professional gets up close". My other method of taking people down is putting poisons in their pocket or pickpocketing their weapon. I carry a sword and axe if my stealth fails, I use the axe for anything that "bleeds" for my bleeding perks and my sword for anything that doesn't bleed with critical strike perks. I use both hands for one - one hand weapon, I found that I block almost as good if not better than with a shield and one-hand since the shield doesn't slow me down and faster reaction time, also I bash with the weapon just like you would with a shield.

Rules are pretty simple and straight forward:

Master Difficulty and no sneak bonus above 40% as given by the perks.
No smithing, no enchanting or using enchanted weapons.
No magic
I put 100% points into health, I have a steady supply of soups for stamina and I have the deep pockets perk making stamina useless.
if I run out of potions, I can't run away and use healing if I'm dying, I have to run away from the battle and hope I don't die.
No Fast Travel: This isn't really a problem since there are carriages and I have Shadowmere with the educated horses mod.
No Reloading: If I fail to pickpocket someone or get caught assassinating someone, I either bribe the guards, run away, or go to jail.
Habit of stalking people "that deserve to die and find redemption in the void" and finding the perfect kill for them.
No main quest or civil war, he's an assassin, not a dragon slayer or warrior.
Must always use stealth, never ever fight unless detected.

Essential Perks:

Assassin's Blade
Silent Roll
Poisoned
Misdirection

Perks I'm aiming for:
Shadow Warrior and Deft Movement

So that's pretty much it, I've been playing this character at snail speed but the skills are gettting raised fast by the thief stone.

Okay. Thanks for the update.

Your welcome.