Preheat your oven to 350°F (175°C) and prepare a cookie sheet lined with parchment paper or a silicone mat.

In a large mixing bowl, combine the yellow cake mix, eggs, and softened butter. Blend on medium speed until smooth, about 2-3 minutes.

In another bowl, whisk together the instant vanilla pudding mix and milk until smooth, about 2 minutes.

Gently fold in the heavy whipping cream until fully incorporated.

Scoop the cookie dough into the prepared cookie sheet, forming small cups. Bake for about 10-12 minutes.

Allow the cookie cups to cool completely on a wire rack.

Fill each cooled cookie cup with the creamy vanilla filling using a piping bag or spoon.

Melt the semi-sweet baking chips with a splash of heavy whipping cream until smooth, then drizzle over the filled cookie bites.

Serve immediately or store in an airtight container.