Add one flavor of pudding mix to a medium mixing bowl. Pour in the milk and vodka and whisk for 2 minutes.
Use a rubber spatula to fold in the whipped topping until there are no streaks left. Place the bowl in the fridge for 10 minutes to set.
Repeat these steps with the chocolate pudding, milk, vodka, and Cool Whip.
Arrange the plastic cups (lids off) on baking sheets. Spoon one pudding flavor into 16 of the cups until mostly full. Repeat with the other flavor.
Refrigerate for 1 hour before serving.
Top with a dollop of Cool Whip, sprinkles, and/or chocolate shavings if desired. Keep chilled until ready to serve.
Notes
Each 3.4-ounce box of instant pudding mix will make 16 shots.
This recipe results in a soft-set pudding. If you want it a little firmer shot, add an additional 4 ounces of whipped topping to each pudding flavor.
Store any leftovers in the fridge for up to 1 week. These shots freeze well for up to 3 months. They most likely will not freeze completely due to the alcohol content, but if you want them extra cold this is a great option.