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When choosing paint for stucco, it's recommended to use a high-quality exterior paint specifically formulated for masonry or stucco surfaces. Look for paints labeled as "masonry paint," "stucco paint," or "concrete paint." These paints are designed to adhere well to stucco surfaces and provide durability and weather resistance. 

Opt for paints with good breathability to allow moisture to escape and prevent potential issues with trapped moisture. You may also want to consider paints with UV resistance to protect the stucco from fading or discoloration due to sun exposure.

It’s best to avoid sleeping in a freshly painted room for 24 to 72 hours, depending on ventilation and the level of volatile organic compounds (VOCs) in the paint. If you’re using a low- to no-VOC paint in a room with good ventilation, it’s generally safe to sleep in the room once the paint is dry. For other kinds of paint, give the VOCs a few days to dissipate before sleeping in the room.

You can apply stain over peeling stain, but it’s not a good idea. Your old stain will get in the way of your new stain bonding to the wood, so you’re likely going to see the same issue again shortly after application. Your best option is to sand off the old stain and clean the surface thoroughly before applying new stain.

There are times when you should remove all exterior paint before repainting. This includes when you need to get rid of lead-based paint (which should be done by a pro), or if you need to apply a different finish than what’s already there. Your house may also have too many pre-existing layers of old paint, in which case you’ll be better off getting rid of the old layers first.