Prepare the Pumpkin Mixture: In a small saucepan, combine the pumpkin puree, pumpkin pie spice, and maple syrup. Heat over medium-low heat, stirring occasionally until everything is well combined and warmed through.
Add the Milk: Slowly pour in the milk, stirring constantly to mix it with the pumpkin puree. Let the mixture heat up but don't let it boil.
Brew the Coffee: While the pumpkin mixture is warming, brew your coffee or espresso. You'll want about 1/2 cup of strong, hot coffee.
Mix in the Bourbon: Once your coffee is ready, pour it into the saucepan with the pumpkin mixture. Stir in the bourbon and vanilla extract, and give it a good stir until everything is blended.
Serve: Pour the mixture into a mug or heatproof glass. Top with whipped cream and a sprinkle of cinnamon if you're feeling fancy.
Enjoy: Sip slowly, and let the warm flavors of bourbon, pumpkin, and spice envelop you.