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Honestly, I use to do a lot of prep with oil and proraso pre/post etc but now find it unnecessary.

All I do is wet my beard periodically while preparing my shave....ie wet face, wet brush and let...

I would say, based on what you've said, that the razor that you honed yourself doesn't have the best edge that it could have. Try sending it out to a pro and you'll probably have an easier time on...