Add vanilla, coffee, and milk: Add these three ingredients to the pitcher of your blender.
Add brown sugar, cookies, and cookie dough ice cream: Add 2 full scoops of cookie dough ice cream, cookies, and brown sugar in your blender.
Blend: Blend all these ingredients until they are smoothly combined, such that there are no large particles left.
Serve: After blending, pour into your glass and enjoy.