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Prepare the homemade whipped topping: In a large mixing bowl, combine the heavy whipping cream and vanilla instant pudding mix. Using an electric mixer with a whisk attachment, beat on high speed until the mixture is firm and holds stiff peaks. Set aside.

Prepare the cream cheese base: In a separate medium mixing bowl, add the softened cream cheese. Using an electric hand mixer, beat the cream cheese until it is smooth and creamy, about 1-2 minutes.

Add flavoring and sweetener to the cream cheese: To the smooth cream cheese, add the vanilla extract and powdered sugar. Mix with the hand mixer until well combined and no lumps remain.

Crush the Oreos: Place 20 of the Oreo cookies into a food processor and pulse until finely crushed. Reserve the remaining 4 Oreos for garnish.

Combine the mixtures: Gently fold the crushed Oreos into the cream cheese mixture until evenly distributed. Then, carefully fold in the prepared whipped topping until just combined, being careful not to deflate the whipped cream.

Assemble and garnish: Transfer the Oreo dip to a serving bowl. Crush the reserved 4 Oreo cookies and sprinkle them over the top of the dip as a garnish. Arrange whole Oreo cookies around the rim of the bowl for serving.

Serve immediately with fruit, graham crackers, or Teddy Grahams.


Prepare the homemade whipped topping: In a large mixing bowl, combine the heavy whipping cream and vanilla instant pudding mix. Using an electric mixer with a whisk attachment, beat on high speed until the mixture is firm and holds stiff peaks. Set aside.

Prepare the cream cheese base: In a separate medium mixing bowl, add the softened cream cheese. Using an electric hand mixer, beat the cream cheese until it is smooth and creamy, about 1-2 minutes.

Add flavoring and sweetener to the cream cheese: To the smooth cream cheese, add the vanilla extract and powdered sugar. Mix with the hand mixer until well combined and no lumps remain.

Crush the Oreos: Place 20 of the Oreo cookies into a food processor and pulse until finely crushed. Reserve the remaining 4 Oreos for garnish.

Combine the mixtures: Gently fold the crushed Oreos into the cream cheese mixture until evenly distributed. Then, carefully fold in the prepared whipped topping until just combined, being careful not to deflate the whipped cream.

Assemble and garnish: Transfer the Oreo dip to a serving bowl. Crush the reserved 4 Oreo cookies and sprinkle them over the top of the dip as a garnish. Arrange whole Oreo cookies around the rim of the bowl for serving.

Serve immediately with fruit, graham crackers, or Teddy Grahams.
