In a medium bowl, whisk together chocolate pudding mix and cold milk for 2 minutes until thickened.

Crush Oreo cookies into fine crumbs using a food processor, rolling pin, or by hand in a sealed bag.

If using, fold whipped topping into the pudding for extra creaminess.

In each serving cup, add a layer of crushed Oreos to create the “dirt” base.

Spoon a layer of prepared pudding over the cookie crumbs.

Repeat layers if desired, ending with a layer of crushed Oreos on top.

Place 1–2 gummy worms on each cup, partially buried in the cookie crumbs for a playful effect.

Chill in the refrigerator for at least 30 minutes before serving.