In the bowl of a stand mixer beat cookie dough and cocoa together on low speed until fully combined.
Roll dough into balls that weigh 33 grams each or are 2" round. Dip each dough ball in milk before rolling in sprinkles.
Spray each well of a whoopie pie pan (or cookie sheet) with cooking spray. Place one dough ball in each well. Bake for 8-10 minutes until cookies are almost set. Remove from oven and press one chocolate KISS into each cookie. Let sit for 10 minutes on cookie tray before removing and cooling completely.