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Chrisl,
Have you tried flexing the cup out of either of these. On the Dovo type leather it seems to hold for a day or two, on Latigo a good deal longer.

I grab then at the top with my hand,...

Pulling too hard will easily bow or cup a strop, even more so if it has a single point of attachment. It really does not take mch force t keep it taught under normal stropping pressure.

When I was...