Add all the ingredients into a powerful blender (such as a vitamix). If you don't have a powerful blender, be sure to soak the almonds and cashews for 3-4 hours and drain prior to using.
Add in 2-3 ice cubes if you want colder chocolate milk.
Blend until all the ingredients are completely pureed and smooth. Pour into your favorite glasses, add straws, and serve!
Depending on the size of your Medjool dates, add more (5) or less (4) dates. Adjust according to preference for additional sweetness.I prefer to use SILK unsweetened almond milk for this recipe. For a nut-free version, use coconut milk and omit the cashews and almonds. It will not be as rich and creamy, but should still taste great!