1-Place the Oreos in a plastic bag: Place the Oreos in a plastic bag and seal. Using a rolling pin or a sturdy wooden spoon, crush the Oreos. Spoon 1 1/2 – 2 tablespoons of the crushed Oreos to the bottom of 6 small dessert dishes (make sure dishes are at least 3/4 cup-1 cup size). Set aside.
2-Using a hand or standing mixer, whip: Using a hand or standing mixer, whip cream cheese and powdered sugar until creamy and smooth. Add the vanilla and beat to mix in. Gently fold in the Cool whip to incorporate. Fold in remaining crushed Oreos.
3-Divide the cheesecake filling evenly across the: Divide the cheesecake filling evenly across the dishes and gently press onto the crushed Oreos. Chill for about 1 hour or until ready to serve.
4-Top with whipped cream and more crushed: Top with whipped cream and more crushed Oreos before serving. Enjoy!