Zest the orange with the fine side of a grater. Slice the orange in half and juice both halves.
In a mixing bowl combine butter, sugar and 1 tablespoon orange zest. Beat until light and fluffy, 2-3 minutes.
Add egg and 2 tablespoons of orange juice, mixing until combined.
Slowly add flour until incorporated, scraping bowl periodically.
Fill cookie press with dough using your favorite shape. Press out cookies approximately an inch apart on a baking sheet.
Bake until just turning brown at edges. About 10 minutes.
While cookies cool, prepare icing. In a small bowl add 1 cup confectioners sugar and 1 tablespoon orange juice. Stir to combine. Add more orange juice until you get your desired consistency.
Add a drop of icing in the middle of the cookies, or drizzle over the top.