Prepare the Cinnamon Sugar Mixture for Rolling : In a small bowl, combine ¼ cup sugar and ½ tsp ground cinnamon. Set aside.

Make the Dough : In a large bowl, cream together the softened butter, granulated sugar, and brown sugar until light and fluffy. Add the eggs, one at a time, followed by the vanilla extract, mixing until well incorporated. In a separate bowl, whisk together the flour, baking soda, salt, and ground cinnamon. Gradually add the dry ingredients to the wet ingredients, mixing until a soft dough forms.

Stuff with Chocolate : Scoop about 1½ tablespoons of dough and flatten it slightly in your hand. Place a chocolate chip or chunk in the center and fold the dough around it, rolling it into a ball to seal the chocolate inside.

Roll in Cinnamon Sugar : Roll each dough ball in the prepared cinnamon sugar mixture until evenly coated.

Bake the Cookies : Preheat your oven to 350°F (175°C) and line a baking sheet with parchment paper. Place the dough balls about 2 inches apart on the baking sheet. Bake for 10-12 minutes, or until the edges are set and the tops are slightly puffed. Avoid overbaking to keep the cookies soft and chewy.

Cool and Serve : Allow the cookies to cool on the baking sheet for 5 minutes before transferring them to a wire rack to cool completely. Enjoy warm for a gooey chocolate center!