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Default Cedar shingle siding - painting tips?

I am preparing to paint my house within the next few weeks. I have considered using Sherwin Williams Duration paint, but my fiancee has a 20% discount available at HD, so it's
much more cost effective for me to go that route. The siding was originally stained, and has not been stained or painted since it was installed more than a decade ago (long
before the house was in my possession).

Am I better off going with latex- or oil-based paint? Also, should I prime the siding before painting it? Any advice would be greatly appreciated - I have done painting work
before, but this is my first exterior project.


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