The next time I start over I've decided I'm going to do something completely different. Instead of running around doing errands and odd jobs for little pay, I'd like to do something more focused and long lasting...

I've read about one person's quest to just walk around the coastline exploring and sight-seeing which sounds very cool...

I was thinking about creating a quest to find all the Spell Tomes that are free for the taking (using the wiki of course) and being a Rogue Mage who never went to school.

I'm wondering what other 'free spirit' type characters there are out there and what your focus is.

Breaking it to people's houses and stealing their stuff is what I'm doing with my 1st ever character. It great fun especially if you have to make narrow escapes!
I have so many stolen goods on me that I'm pratically a walking fence for fellow thieves!

That sounds fun! And kind of exciting...

My quest is named in honor of one of Portal's best characters. I call it "Ooh, what's in here?" Anytime I come across a new dungeon, cave, what have you, I go in and explore everything until I clear it out. Had to use the wiki a few times to find out there are some places that just won't be marked "Cleared" no matter what I do. Very frustrating.

That's what I'm doing. This is my third character and he's the same character I used in Oblivion, but now an old Bosmer nearing the end of his life. Got to love being a sneak thief.

Being a good citizen of Skyrim.

That sounds stressful, but extremely rewarding as well...

How can people say there's no freedom in this game!?

So who steals people's stuff, then leaves it in barrels outside their houses?

OT : Once I had filled a large portion of the map, I did the 'Great Northern Pub Crawl'. No fast travel, a pint of mead (or a bottle of Alto if your character is an Altmer like mine, gotta have some standards) in every Inn in Skyrim. Just see what happens along the way.

It's not really a quest, but my character collects vampire dust and briarhearts. I don't take them if I didn't kill or help kill the vampire/briarheat though.

My quest is to find v2 of "a dance in fire" and "An argonian account". I have to know what happens!

Working Gal (not that type of working girl!).
Angharad just wanders around mining, chopping wood, harvesting crops, hunting. Ocasionally she does a miscellaneous task for someone. Only quest she has done is Unbound.
Carries a bow, dagger, Poachers Axe (which doubles as a wood axe) and pick axe. Wears a mixture of fur and hide.
No fast travel, crafts everything she uses and never spends a night in a town.
Makes a nice change of pace from my other characters but she is going to end up very rich since apart from an ocasional drink she never spends any money.

I'm also thinking when I retire from being a thief, I would get into jewellery forging. With the transmutate spell I can make all sorts of wears and make quite a healthy income, travel all around Skyrim to all the merchants. A good way to spend my retirement, a good honest living.