Oreo Cookie Crust
Place Oreo cookies into a food processor and pulse until crumbly. Add melted butter to the cookie crumbs and pulse until mixture is thoroughly combined.
Press mixture into a springform pan or pie pan, covering the bottom and going up the sides (just go a little bit if using the springform pan). The bottom of a heavy glass can be used to help press the crumbs into the pan. Place crust into the refrigerator, then proceed to make the filling.
Chocolate Pie Filling
In a heavy large saucepan, whisk together the sugar, cornstarch, and cocoa.
In a separate bowl, whisk together the half and half and egg yolks. Gradually add this mixture to the saucepan, whisking constantly. When the mixture is smooth, turn the heat on to medium high. Whisk constantly as it begins to bubble, then turn the heat down to medium and simmer this mixture for one minute. Make sure you are constantly scraping the bottom and sides.
Remove saucepan from heat. Add the butter, chocolate, and vanilla to he pan and stir until smooth.
Pour the pie filling into the chilled crust. Place plastic wrap over the pie and place in the refrigerator and chill for at least 6 hours to allow it to set.
Whipped Cream
Prior to serving, prepare the whipped cream topping. Pour cold heavy cream into a cold mixing bowl. Add powdered sugar and vanilla to the cream. Whisk or beat on high speed until peaks form, usually about 1 minute. Add the cornstarch and continue beating until medium to stiff peaks start to form, once again about 1 minute.
Add whipped cream to the top of the fully chilled pie, and spread to cover. If desired, top with crushed Oreos or chocolate shavings.
Cover and refrigerate this pie for up to 4 days. If you want to freeze it, it is best to freeze it without the whipped cream. It may be frozen for up to 3 months.
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Calories: 546kcal | Carbohydrates: 47g | Protein: 6g | Fat: 38g | Saturated Fat: 21g | Polyunsaturated Fat: 2g | Monounsaturated Fat: 12g | Trans Fat: 1g | Cholesterol: 164mg | Sodium: 256mg | Potassium: 272mg | Fiber: 3g | Sugar: 30g | Vitamin A: 894IU | Vitamin C: 1mg | Calcium: 99mg | Iron: 4mg