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It's a personal preference thing. I personally don't see the point to stropping on both leathers, but some people do. If it were me I'd go with your edit plan- get a horse/cloth and paste the cloth...

If you have the money ain't nothing wrong with it. You might consider getting his trifecta strop with horse latigo and material. (dunno if he's still doing it though) then you have a really nice...