Crush chocolate sandwich cookies into fine crumbs and set aside.
Beat cream cheese, butter, and powdered sugar until smooth and creamy.
In a separate bowl, whisk pudding mix with cold milk until thickened.
Fold pudding mixture into cream cheese mixture until well combined.
Gently fold in whipped topping until smooth and fluffy.
In a serving dish, layer crushed cookies and cream mixture alternately, ending with cookie crumbs on top.
Chill in refrigerator for at least 2 hours before serving.
Garnish with gummy worms before serving if desired.