Peach Cobbler Cookie Cup

1. Preheat oven to 350 degrees F. Grease a muffin pan. This recipe makes 6 jumbo cups or 12 smaller cups.
2. For the cookie dough: Combine 1/2 cup melted butter and 1 cup brown sugar and whisk together. Add 1 egg and 1 1/2 tsp vanilla extract.
3. In a separate bowl, combine 1 1/3 cup flour, 1 tsp baking powder, 1/4 tsp salt, and 1 tsp cinnamon (dry ingredients). Fold these dry ingredients into the wet ingredients until just combined.
4. Scoop cookie dough into the greased muffin pan and press down to make a cavity in each cup. Bake for 12-15 minutes until golden brown.
5. Remove cookie cups from oven to cool. You may need to press the center down again after baking to maintain the cavity.
6. While cookie cups cool, make the peach filling: In a saucepan, combine 3 diced peaches, 1/4 cup brown sugar, 1 tsp cinnamon, and 1 tsp vanilla extract. Let simmer, stirring frequently, until the peaches thicken and soften, about 5 minutes.
7. Make the crumble: Combine 1/4 cup brown sugar, 3 tbsp flour, and 4 tbsp melted butter with a fork until crumbly.
8. Assemble the cookie cups: Scoop the peach filling into the center of each cooled cookie cup.
9. Top with the prepared crumble.
10. Make the drizzle: Combine 1/2 cup powdered sugar and 3-4 tbsp milk or heavy cream in a small bowl until smooth.
11. Drizzle over the assembled peach cobbler cookie cups before serving.