Make the Pudding: In a large mixing bowl, whisk together the instant chocolate pudding mix and cold milk until smooth and thickened, about 2 minutes.

Add the Alcohol: Stir in the Kahlua, Baileys, and vodka, mixing until fully combined. The mixture will be slightly thinner, but it will thicken as it sets.

Fold in the Whipped Topping: Gently fold in the thawed whipped topping until the mixture is smooth and fully combined.

Chill the Pudding: Spoon the pudding mixture into small shot glasses or dessert cups. Place the cups in the refrigerator and chill for at least 2 hours, or until the pudding shots are set.

Garnish and Serve: Before serving, garnish each pudding shot with a dollop of whipped cream, chocolate shavings, sprinkles, mini chocolate chips, or crushed candy canes, as desired.