QUOTE (Whicher @ Jan 4 2010, 06:04 PM)

Well...I've always just used a plain ol' number 2 pencil on printer paper for all my past drawings. For dark shading I'd go ahead and dent the living crap out of the paper and it seemed to work ok I guess. But I'm trying to teach myself good habits and actually learn to draw well instead of being a doodler.
Hello Whicher. I'm going to capitalize on your learning good habits comment and back up from your original concern a few steps, starting with the paper.
The beauty of art is everyone has a different way, this is all just my opinion.
If you're trying to actually learn new things and see what different techniques do for you, you'll need to put the printer paper back into the printer and get some real paper. Learning on something like printer paper really isn't learning, you're just slowing yourself down. You'll have to re-learn once you get real paper which actually has some kind of tooth to it. Printer paper is okay just for a preliminary sketch for ideas, but not for finished type drawings which require any type of layering or blending. Indenting the paper would be the least of your problems with bad paper. Inconsistent, toothless, unforgiving paper is a bad place to start.
Try different types of paper. My favorite which I use for everything is Arches Hot Press Watercolor paper. I'll use 140lb, but I prefer 300lb. A drawback to this paper is it's $. But there are other, cheaper good papers out there. Hot Press paper has a smoother finish to it than a cold press paper, which is rougher in texture. The Hot press is better for when you require a smoother texture as an end result. Try different paper is what you should be focusing on right now. You can get single sheets from an art supply store, label what it is in the corner and work small little drawings all over each different sheet to see which you like. You may change a bit as you improve your skills, but it'll give you a starting point and the beginnings of "paper experience."
Now back to your original point.
The paper is a major factor with indenting. Obviously the thicker the paper, the easier it'll be to indent and potentially damage the tooth. The "Tooth" of the paper gives the potential drawing its life. A key factor in drawing is learning to manipulate the tooth to achieve what it is you're looking for. Let it be, dark darks, smooth skin textures, the look of plastic, glass, rough skin, different types of hair... As you said, the harder the pencil, the deeper it'll depress the very soft paper. Getting the wide range of pencil grades and trying to achieve even pressure with all strokes regardless of the target value is a good starting point to work from with any drawing. What I mean by this is, if I'm using the HB pencil to achieve a tone I need, than I need to go darker in an area, I don't want to use the HB with harder pressure, I'll prefer to use the 2B or something of a softer grade, allowing me to use the same pressure as the HB but with the darker result. The texture you're trying to achieve is another issue with this, but as a beginner, that'll come more with experience. Layering different grades creates different results. A beginning layer with a harder pencil will smooth the tooth and create a smoother look. There are many different ways to achieve different things, so not to drift off your subject...
I always try to do the least amount of pressure possibile. As said above, there are good times to intentionally indent your paper, for whiskers, fine hairs, highlights, etc... Besides a cigarette lighter, there really are no "BIG NO-NOS" in art. Try different stuff, different blending tools, different pencils, pressure, shading styles and techniques, different ways of holding the pencil, layer different grades over other layers and see what you get, layer-blend-layer-blend, its all like match and it all yields a different solution.
80% of the time, I hold the pencil at the butt end and use mainly the pressure of the weight of the pencil. Of course there will be fine detail where I hold the pencil closer to the point, but not nearly as often as the very minimal pressure method.
How fast you run your pencil over the paper creates the skipping stone on the puddle effect. You'll leave more of the paper un-touched leaving a different texture than if you were to go slow and let the pencil work more on the surface. The angle of the pencil will play a large part on pressure and how the tip of the pencil drags on the surface, potentially having a larger impact on the tooth. How sharp your pencil is and the MM diameter of a mechanical plays a huge role in the damage to the tooth. Different pencil points create different texture as a blunt point glides over the surface touching less of the paper and not digging as deep. I try to keep a chisel tip on my pencils, I can roll it in my hand to maintain this tip and hold some consistency. I can use the same pencil at any time to either shade softly or roll the pencil in my hand 180 degrees and have a fine, very sharp edge to make the razor sharp edges.
Rule: paper damage/indentation is irreversible to the point of getting it back to its original state. I say this because you can bring it back to a point, but it'll never be the same and the surrounding paper can also take damage in the attempt to pull the indentation back out.
I always have a blank sheet of printer paper to shield my hand from the drawing paper. Whether it be over something already drawn or even over an un-touched spot of the drawing paper. That paper will accept anything you touch it with. Grease from your hand, dirt, skin oils, etc... even if you can't see it, it'll have an effect on your work. This blank sheet of paper can be used to unload a blending stump or test it to see what it'll do once loaded with graphite. I'll often scribble different grades of graphite onto the shield paper to give myself something to load the stump with. Label them HB or 3B or whatever for reference.
Research / Try different brands and types of paper. You're wasting time and making your life harder with the printer paper. It'll actually do damage to the learning curve.
I hope this helps