Gather your ingredients: You will need 2 oz toasted marshmallow bourbon, 2 dashes smoked chocolate bitters, 0.5 oz brown sugar syrup, and 0.25 tsp vanilla extract. Make sure all ingredients are measured out for accuracy.
Combine ingredients: In a cocktail shaker, combine the 2 oz toasted marshmallow bourbon, 2 dashes smoked chocolate bitters, 0.5 oz brown sugar syrup, and 0.25 tsp vanilla extract. Fill the shaker with ice to help chill and dilute the mixture.
Stir the mixture: Stir the contents in the shaker for about 20-30 seconds until well chilled. The shaking will ensure that all flavors meld together while maintaining the bourbon's integrity.
Prepare the glass: While stirring, prepare your glass by riming it with graham cracker crumbs. To do this, moisten the rim with a little water or simple syrup, then dip it into a plate filled with ground graham crackers.
Strain into glass: Carefully strain the mixture from the shaker into the glass that has been rimmed with graham crackers, aiming for a refined pour.
Garnish with a toasted marshmallow skewer: Finally, add a skewer of toasted marshmallows for garnish. You can toast the marshmallows over a flame or under a broiler until they’re golden brown.