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This is After effects App
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in the future, to find the best place to post your message, use the list here, https://community.adobe.com/
p.s. i don't think the adobe website, and forums in particular, are easy to navigate, so don't spend a lot of time searching that forum list. do your best and we'll move the post (like this one has already been moved) if it helps you get responses.
<"moved from cc desktop">
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It looks like you are using Rotobrush instead of the Paint tool.
When using Rotobrush, once an area is selected, you cannot add to it if you click and drag inside the already selected area. You either have to hold down the Alt/Option key to subtract from the current selection or click outside the current selection.