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Here's another Pen Tool tutorial that may also help you. The first 5 minutes explains the basic functionality of making straight lines and curves. Then there's a middle section that is not particularly relevent to your airplane windows, but if you skip to 15:40 in the video he uses the pen tool to make a selection of a coffee cup, and everything there is applicable to selecting your windows.

When outlining the coffee cup, you'll notice that he sometimes changes his mind about where to place the next anchor point. That comes with practice and after a while you'll begin to see the right spot to establish an anchor point where one curve flows into the next. But always remember that you want as few anchor points as possible so that the pen tool can create a perfect arc between those points. Once you've created a path, if you later find that you need to add or delete anchor points, there are specific tools to do that.

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