My Dunmer, Relyn Drelas, has officially gone rogue. While on assignment for the Main Quest, he ended up joining the Thieves Guild, and has now taken up a much less-than-honorable streak than one might expect from someone who is also a member of the Companions. However, Relyn does try to keep his new life of thievery a secret as much as possible. Absolutely no theft in Whiterun, for instance. Unless specifically ordered to. He's been spending a bit of time here and there brushing up on his pickpocketing, finding random passersby and relieving them of some spare change here and there.
Unfortunately, his reputation in Riften has taken a bit of a bad turn, so he has decided that most of his thievery efforts will take place there. So long as he keeps his head down and nips the bud whenever he's caught, word shouldn't spread outside of The Rift. It's an interesting life for him now, juggling his duties toward the Thieves Guild with the Companions and trying his damnedest to keep both parties in the dark about his work for either side. I will be amazed if this doesn't end up blowing up in his face.
Also, due to the fact that the Legion is in the pockets of the Thalmor and having attempts made on his life more than once by both parties, Relyn has now taken up arms with the Stormcloak rebellion to drive the Empire out of Skyrim and teach the Thalmor a lesson in humility.
For those wondering, the Thalmor is a branch of the Aldmeri Dominion, which surfaced shortly after the Oblivion Crisis and the end of the Septim lineage. What happened between the Empire and the Aldmeri Dominion is revealed in the game, though, so talking about that would be a spoiler.