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If you paint a vinyl fence, it will likely stick to it for only a brief amount of time. This is because vinyl is not a porous material, so it's not an ideal surface for holding paint. Initially, paint will stick to your fence, but it will eventually peel off. Applying primer before painting your vinyl fence will help paint last longer. Certain primers are well-suited to vinyl, which means you can paint vinyl siding with the proper preparation.

Stain is meant to be absorbed by the porous wood, allowing some of the natural grain to show through. With that in mind, you don’t want to add more stain than the wood can absorb, as you risk covering up its natural markings. Generally, two coats is the maximum you should do, although very dense hardwoods may only be able to take a single coat.

While power washing isn't a requirement before you stain a fence, it can make the job much easier and faster while reducing manual labor requirements. The stain will not work if the wood is full of dirt and dust, so power washing, sometimes called pressure washing, is a fast and effective way to prepare the wood for staining. Remember that you need to stain or repaint relatively soon after the wood has dried so that there isn’t time for dust and dirt to build up again. 

For the longest-lasting exterior paint, consider acrylic or enamel (oil-based) paints. Acrylic paints, including acrylic latex and acrylic enamel, are known for withstanding harsh weather and sun exposure. Enamel-based paints are also one of the most durable options available. While latex paint is common, it typically has a shorter lifespan than acrylic or oil-based options. The paint's finish also affects its durability; a higher gloss finish is generally more durable. For resistance to moisture and cracking, matte and satin finishes can be effective, while a high-gloss acrylic or oil-based paint offers a combination of maximum longevity and durability.