This tip may not be all that useful for those of you who can shoot digital in a black and white mode, but for the rest of us...
If you sometimes have trouble visualizing what a scene would look like in B&W, pull the red filter out of your camera bag. (This is the one used in B&W photography to dramatically increase contrast -- blue skies come out virtually black.) Take the filter and hold it up to your eye and look at the scene/subject you want to shoot. Obviously it's still not B&W (go figure -- eveything's red!), but all the color has pretty much been simplified to shades of red allowing you to see the variations of tone a lot easier and to make the leap to a sense of what the shot would look like in B&W.
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