Using a stand mixer, or a medium size mixing bowl and a handheld mixer on medium-high speed, beat the softened butter for 1 minute.
Add the sugar and vanilla extract, and continue mixing for 1 minute.
Add the flour and mix on low for 30 seconds to 1 minute, until the dry ingredients are well combined. Cover the cookie dough and chill in the refrigerator for 30 minutes.
Preheat the oven to 375*. Line 2 baking sheets with parchment paper.
Using a 1 tablespoon cookie scoop, scoop out the cookie dough. PRO-TIP: Use a heaping scoop to make sure there is enough dough to cover the chocolate Kiss.
Roll the cookie dough into a ball.
Using your hands, flatten the cookie dough ball to fit around the unwrapped kiss.
Place the unwrapped kiss in the center of the flattened cookie dough and fold the dough up around the kiss.
Place the shaped dough 2 inches apart.
Bake for 10 - 12 minutes.
Allow the cookies to cool on the cookie sheet for 8 - 10 minutes.
Roll the cookies in the powdered sugar. Return the coated cookies to the baking sheet to completely cool.
Video
Notes
Storage:
To Store: Store any leftover cookies in an airtight container for up to 3 days.
To Freeze: Secret kiss cookies can be stored in an airtight container or Ziploc bag in the freezer for up to 3 months. Be sure to let thaw before serving, or the kiss will be frozen solid.