In a mixing bowl, combine the sugar and orange zest. Mix by hand until the sugar changes color and is evenly coated.
454 g granulated sugar, 3 medium naval oranges, zested
In a separate mixing bowl, combine the flour and baking powder. Whisk until combined.
1300 g flour, 2 tbsp baking powder
Make the Dough
In a stand mixer fitted with the whisk attachment, cream the butter on medium-high speed for 5 mintues until light and fluffy.
454 g salted butter
Once the butter is creamed, scrape the sides of the bowl and add the sugar mixture to the butter. Mix on medium speed for 2-3 minutes until combined.
Scrape the sides of the bowl and switch to the paddle attachment.
Add the orange juice, vanilla, Metaxa, eggs, and egg yolks and mix on medium speed for 2-3 minutes. Stop the mixer and scrape the sides of the bowl. The mixture will look curdled.
½ cup of orange juice, 1 tbsp vanilla extract, 1 tbsp Metaxa , 4 large eggs, 2 egg yolks
Add the flour mixture to the bowl. Start by mixing the dough by hand until it begins to come together. (This helps keep the flour from flying everywhere.) Then continue using the stand mixer on low until the flour is fully incorporated.
Preheat the oven to 350℉, and allow the dough to rest for 15 minutes.
Using about 25 grams of dough (about 1 tablespoon), first roll the dough into a rope 6-7 inches long. Then shape into your desired shape. Place shaped cookies on a parchment-lined baking sheet. Repeat with remaining dough.
In a small bowl, beat the egg yolks and milk until well combined. Brush each cookie with the egg wash and top with sesame seeds (if using).
2 egg yolks, 3 tbsp milk, sesame seeds
Bake one tray at a time for 18-20 minutes until golden brown. Allow cookies to cool on the baking sheet for 5 minutes.