When the Freeform Pen tool is selected, try checking the Magnetic option (in the Option bar) to have the Pen tool analyze edge areas in images. To customize the Magnetic settings, in the Options bar click the gear icon and customize the “Curve Fit” (how tight/loose the path should follow the edge), “Width” (how many pixels to look at), “Contrast” (what determines an edge) and “Frequency” (how often to lay down anchor points).
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