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Cookie Monster Cinnamon Rolls

These playful blue cinnamon rolls are swirled with cookie crumbs and topped with cream cheese icing, reminiscent of childhood Sundays at Grandma's.
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Prep Time 30 minutes
Cook Time 25 minutes
Total Time 1 hour 15 minutes
Servings: 12 rolls
Course: Breakfast, Dessert
Cuisine: American
Calories: 300
Ingredients Method Notes

Ingredients
  

Dough Ingredients
  • ¾ cup warm milk (110°F)
  • 2¼ tsp active dry yeast (1 packet)
  • ¼ cup granulated sugar
  • ¼ cup unsalted butter, melted
  • 3 cups all-purpose flour
  • ½ tsp salt
  • 1 tsp vanilla extract
  • Blue gel food coloring Add to desired color.
Filling Ingredients
  • ½ cup unsalted butter, softened
  • ¾ cup brown sugar
  • 2 tbsp ground cinnamon
  • ½ cup crushed chocolate sandwich cookies (like Oreos)
  • ¼ cup mini chocolate chips
Icing Ingredients
  • 4 oz cream cheese, softened
  • ¼ cup unsalted butter, softened
  • 1 cup powdered sugar
  • ½ tsp vanilla extract
  • 2–3 tbsp milk Adjust for consistency.
Toppings
  • ½ cup crushed chocolate cookies
  • Extra mini chocolate chips (optional)

Method
 

Make the Dough
  1. In a bowl, combine warm milk and yeast. Let sit for 5 minutes until foamy.
  2. Stir in sugar, egg, yolk, melted butter, and vanilla. Add 2 cups of flour and salt. Mix, then slowly add remaining flour.
  3. Add blue food coloring and knead until smooth and color is even. Transfer to a greased bowl, cover, and let rise for 1–1½ hours.
Make the Filling
  1. Mix softened butter, brown sugar, and cinnamon in a bowl.
  2. Stir in crushed cookies and chocolate chips.
Roll & Fill
  1. Roll dough into a 14×9 inch rectangle on a floured surface.
  2. Spread filling evenly over the surface. Roll tightly from the long side and slice into 12 rolls.
Second Rise & Bake
  1. Place rolls in a greased 9×13 inch dish. Cover and let rise for 30–45 minutes.
  2. Preheat oven to 350°F and bake for 20–25 minutes until golden brown.
Make Icing
  1. Beat cream cheese and butter until smooth.
  2. Add powdered sugar, vanilla, and milk; mix until creamy.
Assemble & Serve
  1. Drizzle icing over warm rolls. Sprinkle with crushed cookies and extra chips. Serve warm.

Notes

Store cooled rolls in an airtight container in the refrigerator for up to 4 days. Warm gently in a 300°F oven for 5–8 minutes or microwave a single roll for 20–30 seconds to revive that fresh-baked feel. For longer storage, freeze baked rolls (unfrosted) in a sealed bag for up to 2 months; thaw overnight in the fridge and warm before icing.