1. Combine the sugar and 1/8 teaspoon of the pumpkin pie spice on a small plate to sugar rim.
2. In a martini shaker filled with ice, combine the vodka, half and half, pumpkin puree, maple syrup, vanilla extract, and the remaining 1/8 teaspoon of the pumpkin pie spice.
3. Shake vigorously, then strain into a sugared rim martini glass.