I think your watch crew is not wearing oilskins on deck during bad weather because you have told them the weather is not really all that bad. If it is good enough to shoot in, you don't need to wear oilskins.
This is a side-effect of the All Weather Guns mod you have enabled. The game engine uses the same parameter to determine if it is OK to use guns as it uses to determine the need for bad weather gear. You want realistic clothing choices? Make realistic shooting choices.
Stop being cruel to your crew and putting them in danger of being washed overboard from their gun postitions. Disable that mod.
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