On a small, shallow dish, mix together the brown sugar and 1 1/2 tsp pumpkin pie spice.
Gently press the rim of a cocktail glass into the caramel dip about 1/4-1/2" then slowly turn the caramel rim in the brown sugar mixture.
Fill the cocktail glass with ice.
Add vodka, liqueur, milk, creamer, and pumpkin puree to a cocktail shaker and vigorously until the pumpkin puree has mixed well. Pour the cocktail mixture over the ice.
Top with whipped cream and a sprinkle of pumpkin pie spice!
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