Combine milk and pudding mix in a bowl and whisk or mix until smooth.
Add rum, lime juice, and pineapple, and stir well.
Fold in whipped topping. Once the mixture is smooth and uniform, divide it among 8 small cups.
Place the cups in the refrigerator until ready to serve, at least 30 minutes.
Garnish them with pineapple wedges and lime slices, if using. Enjoy with a spoon!
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