Preheat the oven to 350 degrees Fahrenheit. Line a baking sheet with parchment paper or grease. Set aside.
In a large bowl with a hand mixer or stand mixer, cream together butter, brown sugar, and 2 tablespoons granulated sugar on medium speed until it becomes light and fluffy- around 5 minutes. Mix in egg and vanilla extract until smooth.
In a separate bowl, whisk together flour, cocoa powder, baking soda, baking powder, cornstarch, and salt. Add dry ingredients to wet ingredients and mix until blended. Fold in the crushed Oreos.
Using a cookie scoop or a heaping tablespoon, scoop and roll the dough into smooth balls. Add 2 tablespoons of granulated sugar to a small bowl and roll each of the balls in the sugar until covered.
Place each ball on the parchment paper around 2 inches apart and bake for 7-8 minutes until the cookies have baked through and the edges are slightly firm.
Allow the cookies to cool for 3-5 minutes and then press one Hershey's Kiss in the center of each cookie. Let them cool for an additional 10 minutes before transferring to a cooling rack to finish cooling. Enjoy!