First, your markup is broken. I can see the link-syntax, instead of the links. Also, the firs link is to an article by Phil Goetz, not Eliezer Yudkowsky.

Now about the actual content. I'm all for trying to use one's natural tendencies, instead of just trying to compensate for them. But I'm critical of the concrete examples you gave. What you are trying to do seems to be to motivate yourself through shame and guilt. And no one seems to be in favour of that. Some reasons why I think it's a bad idea:

1. I believe you train yourself to be judgemental, not just about yourself but about others. I see no reason why the behaviour of judging your own actions wouldn't generalize to judging other people's behaviour.
2. Punishing yourself is unlikely to be effective, because you are unlikely to do it every single time you transgress. AFAIK punishment works best when it's a reliable consequence of the behaviour you want to control ('continuous punishment' in behavioural psychlology). It works very poorly otherwise, because every other time, the behaviour still gets reinforced. E.g. every time you take a cookie out of the cookie jar (a habit you want to minimize because you are on a diet) and you forget to conjure up a mental image of Dudley Dursly (a fat character from Harry Potter), you still get rewarded by a delicious cookie.
3. You start associate related concepts with the punishment. Essentially, you are building an ugh-field. Suppose you associate procrastination with laziness. What do you associate procrastination with? With the very tasks that you are putting off. Now event thinking about doing the dishes makes you feel worse than you felt before you conjured up the image of a disgusting messy dying of food poisoning in their never-clean house.
4. It simply doesn't feel good.

See also: a summary of what /u/pjeby says about the topic, many posts on http://mindingourway.com/

If you never apply the negative image (the "enemy") to yourself, that might be a slightly different matter. Maybe the image of an alcoholic can help keep you sober if you never drink alcohol in the first place. But even then, you learn to be judgemental of people and, should you start drinking, you will have the before mentioned problems with punishment.

EDIT: corrected "disgress" to "transgress"