01 -
Generously spray a deep pie dish with non-stick cooking spray.
02 -
Pulse shortbread cookies in a food processor until reaching a sand-like texture. Mix cookie crumbs with melted butter in a bowl. Press mixture firmly into the bottom and up the sides of the pie dish. Freeze while preparing the filling.
03 -
Rinse the food processor. Combine the orange slices, orange zest, vanilla extract, and orange juice. Puree until smooth, then set aside.
04 -
In a stand mixer or with a hand mixer, beat 8 ounces (227 g) of softened cream cheese with the orange Jello mix until smooth and fully incorporated.
05 -
Gently fold in the sweetened condensed milk and 8 ounces (227 g) of Cool Whip until well combined and fluffy.
06 -
Beat the prepared orange purée into the filling mixture until thoroughly blended.
07 -
Pour the filling evenly into the prepared cookie crust.
08 -
Refrigerate the pie for at least two hours for a soft-serve consistency or freeze for one hour for a firmer texture.
09 -
Whip the remaining 4 ounces (113 g) of cream cheese with the remaining 4 ounces (113 g) of Cool Whip until smooth and creamy.
10 -
Spread the cream cheese topping over the chilled pie and garnish with fresh orange slices before serving.