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Preheat oven to 350 degrees.
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In a mixing bowl, combine butter, sugar, vanilla, and orange zest/extract and cream on high with a hand mixer for about 2 minutes.
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Add the salt and flour and mix with a spoon until combined.
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Add milk and mix with a spoon until combined.
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Stir in the oatmeal. Let mixture rest for a couple of minutes before scooping. It will be creamy and a little sticky.
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Line your cookie sheets with a silicone mat or parchment paper. (Alternatively, I used a non-stick baking sheet with a spray of oil and that worked fine.)
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Drop dough by the teaspoonful (yes, you heard me, TEASPOON - very small) onto prepared cookie sheets. If you are going this size you can fit about 8 per sheet. If going a little bigger, go 6 per sheet so they won't combine.
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Bake for 7 to 8 minutes, watching closely (they can overcook quickly if you're not paying attention). They will start to turn dark brown around the edges. Rotate halfway through, if desired, to promote even baking.
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Let cookies cool about 4 minutes before you try to remove them from the cookie sheet as they need to harden to stay together well.
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Carefully remove cookies and place on waxed paper.
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Get two microwave-safe bowls or small saucepans.
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Heat the white and dark/milk chocolate in the respective bowls. Add 1/2 teaspoon neutral oil to each for easier decorating. If microwaving, follow instructions on bag (usually 15-30 second increments at 50% power). If stove top, warm over low heat.
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Dip a fork in chocolate and then lightly streak chocolate over cookies.
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(If you'd like you can sprinkle/grate additional orange zest over cookies).
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Let stand until chocolate is set.
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Enjoy!