Werewolf Assassin, Thief, and Mercenary- http://skyrimcalculator.com/#32430

Major:
Sneak-To move
One Handed-To Kill
Archery-To Kill
Alchemy-To Kill

Dual Weapon user, Daggers, Dagger and Sword, or Dagger and Mace
They were born in the province of Valenwood, near the Cyrodil border. His father was a Bosmer sellsword (more of a sellbow, really) and his mother was an Alchemist of their race. He has a deep respect for both of these vocations, and considers himself to be both. He is more adept at sneaking up on an enemy and stabbing them, or taking them down with a poisoned arrow then your typical Nord sellsword, but he respects that methods as well. He travels alone, exclusively, unable to trust that he will not cause a friend to become wounded in trying to protect him.

He feels kinship towards the Khajiit, the Argonians, and Bosmer but holds great disdain for the Altmer and Dunmer. With these two races, his wild savagery is easiest to release. He enjoys companionship, and has friends in every city, many of whom would gladly die at his side. Not that he’d ever allow them to. Eventually he takes a husband, a poor oppressed Argonian Dockworker from Windhelm, who he gives a stately manor in Riften to. He comes home as often as he can to enjoy his company, but business for a free ranging mercenary of his skill level is always booming.

Regarding the his destiny as Dragonborn his eventually accepts that he has to take up his bow against The World Eater in order to stop the world from being destroyed. His amicability in the face of war and the apocalypse is found quite disconcerting by all who behold him, but the savagery of the wild and the composure of an assassin meet in a deadly way inside his. He’s the only kind of man who could save Tamriel. The Gods work in mysterious ways, when they choose a monster to be their champion. But it may have been the best choice they could’ve made.


Factions:
Companions, Dark Brotherhood, Thieves Guild (in that order)

Married to Scouts-Many-Marshes, Lives in Riften but is Thane in Falkreath, Dawnstar, Whiterun, and Riften.



Should he be a Redguard, a Bosmer, or an Argonian? I can''t decide.

Argonian.

Khajit, simply because of Night Eye. Being able to see in the dark while playing an assassin character = FTW.

I like Argonians too. And I haven't run one yet. Could use a few more ideas, though.

My last two toons were Khajiit, so I'm gonna say no.

Look up SEPHxxFORxxLIFE on YouTube, he has some pretty great tips for playing an assassin. My suggestion would be to head STRAIGHT to the thieves guild and complete it to get the Nightingale armor (just because it looks badass). You also get a bow and dagger, as well as a huge Sneak boost from all the quests.

Playing an assassin in the beginning is extremely hard due to low sneak, low damage and not being able to 1 hit kill most enemies. Although, if this helps any, I made a new character to fool around on, got him to 100 Sneak and tried out the 100 Sneak perk... it is OP as a mofo! Being able to crouch in front of someone, have them go "HUH?" and hit them for 30x is ridiculous.

Edit: Well, no other race has a benefit like Night Eye for assassins, so really, it's either a Khajit or whatever other race looks the best to you.

I have run Assassins before, just none this focused. Usually they were more like scouts with daggers.

Well, you ask for tips, I give you, and you reject them. If you've already played an assassin then you don't need any help.

Edit: I misread your "I could use more ideas." for "I could use more tips." Disregard this post. :/

Sorry for not being clear enough, man. I really just want ideas for race, honestly.

Dark Elf.

It's too bad the Dark Elves aren't like Drow.

Anyone?

If a mod reads this, lock. Gonna repost with a poll