http://www.uesp.net/wiki/Oblivion:Thing ... Completion
Find a mansion and get a job as housekeeper or butler. Wander around and tidy up. Be sure not to get caught - that's considered theft! Serve the head of the household and pick up your 'pay' in the form of food lying about or straight from your employer's pocket if you're sneaky enough.
Live In A Jail Cell
This is easy to start and can be fun as long as you can think of something to do.
1. Unlock a cell door in Imperial City.
2. Put whatever you want or whatever you think a prisoner should have inside.
3. Get a supply of food nearby (maybe in a neighboring cell) so you don't have to go across town to get something to eat.
4. Enter your cell, close the door, and start thinking of things to do in your cramped space.
5. Eat at least one meal a day.
6. Things to do:
* Bang on the cell doors with your fists.
* "Break out."
* Make friends with another inmate.
* Spend hours (game time) trying to find a secret path in your cell like how you escaped when the emperor was killed.
* When you break out, you can always "Start a rebellion" (scroll down) against the empire.
* Want to break out? Kill a guard, delete your bounty through console, and wear his armor as a disguise.
7. Eventually you can find a boat with friendly NPCs and use it as a "Prison boat" where you are captured.
8. Be raped by a massive Redguard behemoth named "Bubba". Make sure to make all the appropriate sound effects at the top of your voice!