User blog comment:TheInfamousLyingHarlot/Skyrim Confessions/@comment-6881629-20130520101554

I want to do all the thing but not with one character, in every TES game i have atleast my male Battlemage thats basicly me and a female Mage and they will not steal or murder (the girl is a real goodie two-shoes) and then i have a character for stealth factions and a character for the combat factions. The degree of backstory or personality varies though.

In Skyrim if you chose Breton Hadvars asks if your escaping any court intrigue so for my Thief/Assasin i went with that as a roleplay. She tried to grab power back in Highrock but had to flee to Skyrim and start from scratch (the mainstory is of no intrest to her and she has no shouts). I find it really hard to be bad though even in a game and now shes kinda settled down with Muiri.

A very easy way to start roleplaying though is try in-game to be you.