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Is there any tool on MacOSX which will let me crop a circle from an image and over-lay it on top of another image? I would like to create and an image like this:


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Any iWork App (Pages, Numbers, Keynote) can do that, its a mask, you could make it in any shape. ($79 at Apple Store)

If you are looking for a open source solution, you can try Inkscape or The Gimp, with learning a little more, you can do the same.

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You could use Photoshop or Fireworks to easily do this by selecting on the Magic Wand tool and highlighting the circle > Edit > Copy then paste on your new image into a new layer.

If you dont have any Adobe products you could do the same with Pixelmator or Gimp

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