Board Thread:Fanon Canon 2/@comment-2185383-20140924182221/@comment-24384232-20140928142748

Alright, I've done as much to forward reasoning as to why Hiruzen would not have sent her out, but even that is debatable if we consider the timing of such an event.

Hiruzen sent Kimi Uchiha on a covert mission to Kumo. As part of her cover she befriended Yugito Nii, by taking advantage of the woman's inclination to believe her. For a time all was going well, she was collecting intelligence and cultivating assets. However when news of the Uchiha Massacre reached her, perhaps her loyalty had been shook. She had begun to have genuine feelings for Kumo. Especially when she discovered Konoha ANBU (Root members in disguise) trying to assassinate her.

Now maybe Yugito found and helped her, maybe her cover was blown and she was still accepted or maybe Kumo put her through a rigorous brain-washing session to secure her loyalty. Now if her cover is blown you can try and tie that into the MS application. In light of the events Kumo did an investigation and discovered she was in fact a spy, and arrested her. During the course of their interrogation of her, the combined weight of losing her family, the apparent betrayal of Konoha and now losing the only shred of sanity she had left in Kumo, she breaks, obtains the MS and flees.

The problem Doom wasn't what happened, but the fact that you did not include enough details. Authors seem very afraid of screwing over their characters for the sake of story. In my example, Kimi Uchiha did everything right, and she stilled failed in the end. She was used and tossed aside. Yugito once realizing her nature as a spy, denounced her and swore to kill her. Maybe she still regards Yugito as a friend even when the latter see's her as a sworn enemy who abused her trust.

You are free to use this, change, modify whatever. It's yours to use as you see fit. I do however hope that in the future you will consider this piece of advice to help improve your writing. The devil is in the details my friend. Don't be afraid to hurt your character, or put them into compromising situations. But most of all don't be afraid to have them fail. Contrary to popular belief, weakness IS strength in a character. Not the kind of strength that equates to power, but the kind of strength that lends to creating a character we can empathize, and sympathize with, a character we can truly enjoy.