In a spacious mixing bowl, combine the vanilla pudding mix with the milk. Using a whisk, mix vigorously until the mixture becomes smooth and well-blended without any lumps.
Next, introduce the warming spices: add ground ginger, ground cinnamon, nutmeg, along with the rich molasses and heavy cream to the pudding mix. Whisk all the ingredients together thoroughly until they are fully integrated, and you'll notice the pudding thickening slightly.
Add the vanilla extract to the mix, whisking again to combine, infusing your pudding with a delightful additional flavor.
Carefully pour the prepared pudding mixture into small shot cups, filling each one about three-quarters of the way full to allow for the whipped cream topping.
Cover the cups with plastic wrap or secure lids to prevent any odor absorption, then place them in the refrigerator. Chill for at least 2 hours, giving the pudding time to set into a deliciously creamy treat.
After the chilling period, take the cups from the refrigerator. Top each pudding shot generously with whipped cream, creating a fluffy layer atop your gingerbread delights.
Finish off with a sprinkle of crushed gingerbread cookies on each cup, adding a delightful crunch and a touch of festive spirit to your pudding shots.
Notes
For a charming display, serve the pudding shots on a decorative platter, and consider adding a few whole gingerbread cookies beside the cups for an authentic touch!