Part of "don't boost" is a holdover from the days of really crappy eq. Even a lot of top-end equipment couldn't boost really well, and anything else, well....Part of it comes from loss of headroom due to one part of the signal being a lot stronger than the rest, lowering the average strength. Part of it comes from the fact that generally, yes, you are trying to get rid of bad stuff rather than add in the good stuff.
Whenever you boost you add distortion, out of phase elements, and noise to your signal, especially with a cheap EQ and with large amounts of boost(more than 6 db, in my book). You can hear it if you play around with an EQ. Probably not the distortion, but definitely the phasing issues. This is why people recommended not to boost, as alot of EQs just boosted like crap. Hook a set of headphones up to a cheap graphic eq and listen as you boost and cut each frequency. But cutting everything to boost one freq or band has it's own problems. If you cut everything below 10k with say, low, low-mid, and hi-mid eq, you are going to have some issues where those bands cross. You want to eq as little as possible, in my opinion, with most eqs, to have as little signal as possible going through the filters, boost or cut.
Eqs in general have gotten better, but just avoid excessive boost. It's way harder(and more expensive) to design a good additive eq and make it sound good, and it eats up headroom to have just a band or two boosted really high. If I need to boost EQ a real lot, I try to move the mic to get the sound closer to what I'm looking for, especially recording digital, where you want to get the hottest average signal you can.
That being said, do whatever you gotta do to make it sound good. If it sounds good with the highs boosted, it does.
So it's like MShilarious said. Drive however you want after you learn the rules, and how they came about.