These creamy strawberry shortcake cups are made with layers of shortcake cookie crumbles, cheesecake pudding, and light whipped cream, all with sweet and summery strawberry flavor.
Using a food processor or blender, grind the Oreos and dehydrated strawberries into fine crumbs, then set them to the side.
Whisk the cheesecake pudding and half & half together in a large bowl until it’s nice and smooth.
Next, fold in diced strawberries and place the mixture in the fridge for 15-20 minutes.
Sprinkle about ½ cup of the strawberry shortcake crumbs into the bottom of each glass, and, using a flat bottom glass smaller than the dessert cups, gently press the crumbs down to make a smooth flat layer.
Now spoon about ½ cup of the pudding mixture on top of the crumbly mixture.
Sprinkle another ¼ cup of crumbly mixture on top of the first pudding layer, then spoon another layer of the pudding mixture (set the leftover crumbs aside to use for garnish).
Place into the fridge until ready to serve.
Spoon the cool whip into the piping bag and pipe dollops of cool whip on top of the pudding.
Garnish with the strawberry cookie crumb mixture and a sliced strawberry.