Prep the fruit: Hull and slice the strawberries. Slice bananas right before layering and toss gently with a splash of lemon juice to slow browning.
Make the pudding: In a large bowl, whisk instant vanilla pudding mixes with cold milk until thick, about 2 minutes. For a richer texture, beat softened cream cheese until smooth, then fold it into the pudding.
Chill for 10 minutes to set.
Whip the cream (if not using tub): Beat cold heavy cream with a few tablespoons of powdered sugar and a splash of vanilla until soft peaks form. Keep it in the fridge.
Prep the cake: Cut the pound cake or shortcake into 1-inch cubes. If using angel food cake, tear gently into chunks so it doesn’t compress.
Layer 1 - Cake: Place a generous layer of cake cubes in the bottom of a trifle dish or glass bowl.
Aim for an even, snug but not squished layer.
Layer 2 - Strawberries: Add a thick layer of sliced strawberries. If desired, warm a bit of strawberry jam until pourable and drizzle lightly over the berries for extra flavor.
Layer 3 - Pudding: Spoon a layer of vanilla pudding over the berries. Spread gently to the edges so the layers show clearly.
Layer 4 - Bananas and crunch: Add banana slices in a single layer.
If using vanilla wafers or shortbread crumbs, sprinkle a handful for texture.
Repeat: Continue layering cake, strawberries, pudding, and bananas until you reach the top. Finish with a final blanket of pudding.
Top with whipped cream: Spread or pipe whipped cream over the top. Garnish with a few fanned strawberry slices, banana coins, and a light crumble of cookies if you like.
Chill: Cover and refrigerate for at least 2–4 hours.
This helps the flavors meld and the cake soften slightly. For best results, serve within 24 hours.