On a baking sheet place all of the marshmallows. Broil for 5-7 minutes until toasted to your liking.
In a small bowl, melt the chocolate in microwave for about 30 seconds. Stir and repeat until fully melted.
Crumble/smash graham crackers finely in a bag.
Add the marshmallows, vanilla ice cream, and whole milk to a blender and blend until smooth and creamy.
Dip the top of each glass in chocolate sauce. With remaining sauce drizzle on the inside of each glass.
Then dip into crushed graham crackers.
Pour the milkshake into each glass.