Prepare the Cream Layers:

• In a medium bowl, whisk the chocolate pudding mix with cold milk until well combined. Refrigerate for about 5 minutes until thickened.
• In a large bowl, whip the heavy cream with powdered sugar and vanilla extract until stiff peaks form.
• Gently fold half of the whipped cream into the pudding mixture to create a lighter, mousse-like texture. Set aside both the pudding mixture and the remaining whipped cream.

2. Crush the Cookies:

• Place Oreo cookies in a food processor and pulse until coarsely crushed, or place in a ziplock bag and crush with a rolling pin. Leave some larger pieces for texture.

3. Assemble the Trifle:

• Start with a layer of crushed Oreos at the bottom of a trifle dish or individual serving cups.
• Add a layer of the pudding mixture, followed by a layer of plain whipped cream.
• Sprinkle a generous handful of M&M’s over the whipped cream.
• Repeat the layers (Oreos, pudding mixture, whipped cream, M&M’s) until all ingredients are used, ideally finishing with a layer of whipped cream on top.

4. Garnish and Chill:

• Top the final layer with additional crushed Oreos and M&M’s.
• If desired, drizzle with chocolate syrup for an extra decadent touch.
• Refrigerate for at least 2 hours before serving, though 4-6 hours is ideal for the best flavor development.