STEP 1: PREHEAT THE OVEN

Preheat your oven to 350°F (175°C). This ensures even baking and helps the cookie cups achieve a lovely golden color.

STEP 2: MAKE THE COOKIE DOUGH

In a large mixing bowl, cream together the softened butter, granulated sugar, and brown sugar until light and fluffy, about 2-3 minutes. This step incorporates air into the mixture, giving the cookies a tender texture.

Add the eggs, one at a time, mixing well after each addition. Then, stir in the vanilla extract until combined.

In a separate bowl, whisk together the flour, baking soda, and salt. Gradually add the dry ingredients to the wet mixture, mixing until just combined. Be careful not to overmix, as this can lead to tough cookie cups.

STEP 3: SHAPE THE COOKIE CUPS

Using a tablespoon or cookie scoop, portion out the dough and roll it into balls. Place the balls onto a baking sheet lined with parchment paper, leaving space between each ball.

Using your fingers or a small measuring cup, gently press the center of each dough ball down to create an indentation, forming a cup shape. The sides may crack a bit, but that’s okay; they’ll hold together as they bake.

STEP 4: BAKE THE COOKIE CUPS

Bake the cookie cups in the preheated oven for about 10-12 minutes, or until the edges are lightly golden. Remove from the oven and allow them to cool in the pan for a few minutes before transferring to a wire rack to cool completely.

STEP 5: PREPARE THE TIRAMISU FILLING

While the cookie cups are cooling, prepare the tiramisu filling. In a mixing bowl, combine the mascarpone cheese, heavy cream, powdered sugar, coffee, and vanilla extract. Using an electric mixer, whip the mixture on medium speed until soft peaks form, about 3-4 minutes. The filling should be light and fluffy.

STEP 6: FILL THE COOKIE CUPS

Once the cookie cups are completely cooled, use a piping bag or a spoon to fill each cup with the tiramisu filling. Be generous; you want each cookie cup to be filled to the brim!

STEP 7: DUST WITH COCOA

Using a fine-mesh sieve, dust the tops of the filled cookie cups with cocoa powder. This adds a beautiful finish and enhances the classic tiramisu flavor.

If desired, sprinkle with chocolate shavings for an extra touch of elegance.

STEP 8: CHILL AND SERVE

Place the filled cookie cups in the refrigerator for at least 30 minutes to allow the filling to set. This also enhances the flavors.

When ready to serve, remove from the refrigerator and enjoy these delightful treats!