Ingredients
For the Buttery Crust:
- 2 cups graham cracker crumbs (about 16 full sheets)
- ½ cup (1 stick / 113g) unsalted butter, melted
- 2 tablespoons granulated sugar (optional, for a sweeter crust)
For the Dreamy Pineapple Filling:
- 1 (20 oz) can crushed pineapple in juice, UNDRAINED
- 1 (3.4 oz) box instant vanilla pudding mix (NOT cook-and-serve)
- 1 (8 oz) container frozen whipped topping (like Cool Whip), thawed
Optional Garnish:
- Toasted coconut flakes or maraschino cherries
Step-by-Step Instructions
see continuation on next page
Step-by-Step Instructions
Step 1: Create the Press-In Crust
- In a medium bowl, combine the graham cracker crumbs, melted butter, and sugar (if using). Mix until it resembles wet sand and holds together when pinched.
- Press this mixture firmly and evenly into the bottom of an ungreased 8×8 or 9×9 inch square baking dish. Use the bottom of a flat glass or measuring cup to get it perfectly compact and level. Place in the refrigerator to set while you make the filling.
Step 2: Whip Up the Magical Filling
- In a large mixing bowl, pour in the entire can of crushed pineapple WITH its juice.
- Sprinkle the entire box of instant vanilla pudding mix directly over the pineapple.
- Immediately start whisking with a wire whisk. Whisk vigorously for 1-2 full minutes until the mixture is very thick and smooth. The acid in the pineapple will activate the pudding instantly.
- Gently fold in the thawed whipped topping using a silicone spatula until no white streaks remain and the filling is uniformly creamy and pale yellow.
Step 3: Assemble & Let Magic Happen
- Remove the crust from the fridge. Spread the pineapple filling evenly over the crust, smoothing the top.
- Cover the dish with plastic wrap or a lid.
- Chill in the refrigerator for at least 4 hours, or ideally overnight. This is crucial for the layers to set firmly and the flavors to meld.
Pro Chef Secrets for the Ultimate Squares
- The Draining Debate: Do NOT drain the pineapple! The juice is essential for activating the pudding mix and creating the perfect set. Draining it will result in a dry, crumbly filling.
- The Flavor Twist: Use instant cheesecake or coconut cream pudding mix instead of vanilla for a different flavor profile.
- The Fresh Upgrade: Fold ½ cup of mini marshmallows or toasted pecans into the filling for extra texture.
- The Crisp Crust Key: Press the crust in very firmly. A well-compacted crust won’t crumble when you cut the squares.
Serving, Storing & The Perfect Finish
- Serve: Cut into neat squares straight from the fridge. For a beautiful finish, garnish each square with a sprinkle of toasted coconut or top with a maraschino cherry before serving.
- The Perfect Pairing: These squares are sublime with a cup of coffee or tea. They’re the perfect light dessert after a heavy meal.
- Storing: Keep covered in the refrigerator for up to 5 days. The crust will soften slightly over time but remain delicious.
- Freezing: This dessert freezes very well! Freeze the whole pan or individual squares wrapped in plastic, then in an airtight container for up to 2 months. Thaw overnight in the fridge.

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