In a mixing bowl, cream together Cool whip, cream cheese, vanilla extract, and powdered sugar. Mix well until mixture is light and fluffy then set aside until step 3.

On a large dish or sheet pan, distribute shortcake bread and add fresh strawberries and strawberry filling. Keep enough strawberry filling left out to drizzle over completed shortcakes.

Add the cheesecake filling into the shortcakes and drizzle with strawberry filling. Once they're completed, dress them up with powdered sugar sprinkled over them and the plate; serve.