I've done limited reaming with small size primer pockets, but from my experience, like others said you might have a problem with your hands cramping.
As to the process, what I do 1st, is insert pocket reamer just enough to take off most of the crimp, so the depth cutter can be inserted and the pocket depth cut, then go back and uniform the diameter and finish bevelling the base of the pocket.
It may seam like a lot of extra work, but I only use the pocket reamer for military brass and only do a couple hundred at most at one time, and I don't have an issue with loose pocket either so I must be doing it right.
I also have a bucket of 5.56 that I may decide to load one of these days, if so I'll likely try swagging them.
If you have a lot of brass to uniform you might go with a swagger.