Blast,
Get a topo of an area you are familiar with that has some real varying topography. Go out and constantly match features to the map.
Get to a very identifiable feature like a lake so you can pinpoint your location then start finding the nearby peaks and ridges on the map. The go to the top of a hill/ Mtn and look down matching features. Look at the map with a "wide angle" and the landscape will start to reveal itself. Also get a book like "Staying Found" and you can learn how the contour lines show peaks, valleys, ridges etc.
In time it will all piece itself together then you got to keep using it. It is also a matter of contant awareness of your surroundings; this helps a lot.
Bill