Preheat your oven to 400°F and line a baking sheet with parchment paper or silicone baking mat. Unwrap 10 Kisses and set aside.
In a medium bowl, combine softened butter, powdered sugar, and vanilla. Beat until well combined and fluffy, about 1 minute. Add flour and beat, starting on low, working up to high until mixture clumps and forms a dough. Scrape bottom and sides so no streaks of flour remain.
Scoop a half-ounce spoonful of dough and roll into a ball. Flatten the dough between your palms and set a Kiss in the center. Wrap the edges of the dough around so all the chocolate is covered. Place on prepared baking sheet and repeat with the rest of the dough and candies.
Bake for 9 to 11 minutes, until the edges of the dough are lightly browned. Cool on the baking tray until cool enough to handle.
Pour powdered sugar into a bowl and roll cookies in the sugar until coated. Enjoy!
*If using unsalted butter, add a heaping 1/8 teaspoon of salt when you add the flour.