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I have cracked caulk that is sealing window trim to a stucco wall. What type of caulk should I use to replace the old, deteriorated caulk?

Ideally, the caulk would be paintable.

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In my opinion the best caulk for almost any siding job is urethane. It's crazy sticky, paints well (and comes in a zillion colors to match pre-finished siding by special order), and remains flexible.

Caveat: As I said, it's crazy sticky. It will remain on your skin for days and your clothing forever. You'll want to use a small, well-shaped nozzle and practice beforehand. Ideally, there's no additional tooling to be done. The nozzle does the tooling.

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