Alright, so I know this is going to be controversial, but here goes:
I was perusing the home page and saw this question:
Now, obviously that is a bad question and certainly does deserve a negative score. I was about to downvote, but I'm torn. On one hand, I want to downvote because it's a terrible post with multiple questions and large rant all lumped into a giant wall of text.
On the other hand, the post already has -5. Now, I get that we're not supposed to cast "pity upvotes", but at the same time, I don't think it's proper to possibly get this user suspended for a day or whatever just because his/her first question was really bad. The SE format is different, and takes some getting used to. I've seen many posts where it was the OP's first time on SE, they got a really bad score, and decided to never come back. I don't think that's how we should treat first time visitors.
I know that's not how I would want to be treated....
So really I guess this all boils down to, if a post already has a really bad score (-5 in this case), is it really necessary/proper/expected that we should still downvote it, especially in the case that it's the user's first post?