Place the anise seeds in a zip-top plastic bag and crush them well with a rolling pin until they’re broken up and fragrant. This releases all that wonderful licorice flavor.
3 teaspoons anise seeds
In a large mixing bowl, beat the sugar, shortening, and crushed anise seeds together for 2-3 minutes until creamy and light.
1 cup (200g) granulated sugar, 1 cup vegetable shortening
Add the egg, juice (or brandy), and vanilla. Mix again until combined, stopping to scrape the bottom and sides of the bowl.
1 large egg, 1 teaspoon pure vanilla extract, 2 Tablespoons brandy, rum, apple, or pineapple juice
Add the flour, baking powder, and salt. Stir just until everything comes together. Do not overmix.
3 cups (423g) all-purpose flour, 1 ½ teaspoons baking powder, ½ teaspoon salt
On a lightly floured surface, roll out the dough to 1/4-inch thickness. Using a ruler as a guide, trim the edges with a sharp knife or pastry cutter, then cut the dough into even strips. Make a second set of diagonal cuts across the strips to create diamond shapes. Or use a cookie cutter to cut out shapes and transfer to a baking sheet lined with parchment paper. Alternatively you can divide the dough in half and form into two tight 6-inch cylinders, wrap well in plastic, and chill for at least 3 hours or up to 3 days. Then slice the dough into ¼-inch rounds for about 24 cookies per log. Combine the cinnamon and remaining ½ cup granulated sugar in a small bowl. Generously sprinkle the cinnamon sugar mixture over the cut cookies, then arrange them on a parchment-lined baking sheet.
½ cup granulated sugar, 1 teaspoon ground cinnamon
Bake at 350°F for 13-15 minutes, rotating the pan halfway through, until the edges are light golden brown. Let the cookies cool on the baking sheet for 5 minutes before transferring to a wire rack. I like to sprinkle dip my baked cookies in additional cinnamon-sugar so they are coated on both sides for good measure.