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If you load the brush with shave soap first you should be fine. Soap
including shave soap interacts with oil so the oil will wash off. You can always
add one final re-soap and re-lather step to...

A lot depends on your shave-den habits and your whiskers.

In general my whiskers soften best with water.

If you get out of the shower your whiskers may be soft and
ready to go. This could be...