I love these things! :D Also, I'm going to get working on a post tonight. Probably won't be long, but I do feel like I need to make myself known again. Been slackin'. 

Marassa:

[I]1. Your character has come upon an incredibly powerful weapon/wearable item that seems like it was tailored specifically for them. However, before finding it, they found a notice from a poor family claiming the item as a lost family heirloom. They could offer no reward other than gratitude and a sizable portion of the gold they'd made from selling their harvest, maybe 50 Septims. The heirloom itself is well worth much more.[/I]

I'm not about to go out of my way to return a trinket to people who should have held closer vigil on something they claim was so important. They cannot seriously expect people to act with good intentions when this is not a world with heroes. Everyone serves their own interests, it's just the way things are. The item has no real value to me, but it may prove useful. Better it be in the hands of someone it can help than collecting dust on a bookshelf.

[I]2. Your character has been hired, or picked up a bounty, to clear out a den of bandits and show the Jarl/Count the chief's distinctive ring for reward. Upon entering the den, you discover that the chief has convinced teenagers and children, orphans, to fight for him, and they are fanatical but very weak fighters. They could easily slow you down enough to let the chief escape into hiding if you do not mow them down, and if you sprint past them to go for the chief there is a chance they could flank you while you fight him.[/I]

Anyone who doesn't believe youth are capable of making their own choices are naive. If any hinder me, I will dispatch any that come between me and my goal. It is a measure of mercy, killing these fanatics who accost me. Being used by a bandit group is a quick way to an early death, or worse. There's no difference between a child and a man who wields a sword, save for how strong he can swing it. Never hesitate if you must act. 

[I]3. Your character is wandering down the streets of Windhelm at night when a drunkard stumbles out of a nearby tavern, clearly smashed. He collides headfirst into you, and spills his ale all over your clothing. He barely acknowledges you, does not apologize, and prepares to continue lumbering on with his chortling, obnoxious drinking companions in tow.[/I]

An irritation, but the man is out of his wits and clearly not being malevolent. A night of merriment should not end in violence, especially since Windhelm is not a place that is welcoming for outsiders such as myself. It is best to keep a low profile and not draw attention to myself. Clothes can be cleaned, risking being beaten senseless in the street and carted off to jail is not worth a lapse of judgement.

[I]4. A very noisy beggar in the Imperial City has been sitting in the Market District the past few days, crying out to any passerby about his aching leg or starving wife. A guard has been stationed in the same area as him, keeping a watchful eye for the opportunity to drag him off and cease his begging. Your character is browsing the Market District when you come upon the beggar, who resumes his usual moaning, and finally the guard approaches you, whether or not you have given money to the beggar, and whispers, "That man has been here for days, but I can't arrest him because all he's doing is making noise. I'll give you the gold he's made today if you give me an excuse to drag him off, say he hit you or something. You'll be doing the public a favor."[/I]

It is not my concern, either way. I would find the guard detestable for his corruption, and the beggar is simply doing what he must to be noticed. There are better ways to get coin that do not require worthlessly moping in the streets.