Thanks Peter for making my grinding rest and purchasing my book Tool and Cutter Sharpening, unfortunately though you seem to have bypassed page 31.
This explains, and shows in Sk 1 E, that when the tool passes down the side of the wheel it has to move at a slight angle to the wheel and actually only contacts the wheel on its corner. Similarly, if passing the outer diameter, then it also moves at a slight angle and again contacting just the corner.
In theory therefore, when the tool passes down the side it cuts on the outer diameter of the wheel and moving across the front of the wheel it cuts on the side. This is clearly indicated, much exaggerated, by Sk1 C and F. In practice though, with the depth of cut only being in the order 0.01mm, and the wheel having a minute radius on its corner, it is neither. Because of this the pressure on the wheel, which is minute for T and C grinding, will no doubt be at an angle of 45 degrees, nominally.
When sharpening tools they should not, ideally, slide along the face of the wheel, side or front, as this causes more heat to be generated and requires a greater force to make the wheel cut.
For viewers who do not have my book, see my website on the subject of tool and cutter sharpening, especially SK1. The link to this can be found page two. I have though used different references to those in the book, SK1A is the correct method, SK1B is the wrong method.
As to using the side of the wheel, the rule that this is a no no seems to be to me a rule that has been passed on from generation to generation without qualification as a result becoming absolute. Even some hand books provided by those manufacturing grinding wheels imply that it is OK for light duty tasks.
For me, this means that if you have welded up an assembly and need to dress some poorly made welds, one is likely to apply substantial pressure to speed up the task and is obviously a task NOT to be undertaken on the side of a wheel. On the other hand, sharpening a drill using a drill grinding accessory will present very little pressure and is without doubt perfectly acceptable. This provided that the wheel has not been dressed on the side to a point where it is becoming dangerous anyway, say 3/4 its thickness. In the home workshop, with the limited use a grinder will get this is unlikely.
I have been composing this away on my word processor before adding it here, since which I see Jason has added his contribution, to which I totally agree.
Harold