Step 1: Prep Oven and Baking Sheet

Preheat oven to 350°F (175°C).

Line a baking sheet with parchment paper.

Step 2: Make Cookie Dough
3. In a large mixing bowl, cream butter and sugar until light and fluffy.
4. Add egg yolk and vanilla extract; mix until combined.
5. Gradually mix in flour and salt until dough forms.
6. If dough is too dry or crumbly, add 1 tablespoon of milk.

Step 3: Shape and Bake Cookies
7. Roll dough into 1-inch balls and place on baking sheet, spacing 2 inches apart.
8. Press a thumbprint or use the back of a spoon to make an indentation in each cookie.
9. Bake for 10–12 minutes until edges are lightly golden. Cool on the baking sheet.

Step 4: Make Caramel Filling
10. In a microwave-safe bowl, melt caramels with heavy cream in 30-second increments, stirring until smooth.
11. Fill the indentation of each cookie with the melted caramel. Let set for about 10 minutes.

Step 5: Add Chocolate Drizzle
12. Melt chocolate chips and vegetable oil in a microwave-safe bowl in 30-second intervals, stirring until smooth.
13. Drizzle over the cooled cookies.
14. Let the chocolate set before serving or storing.