Begin by placing your Oreo cookies into a food processor. Pulse them until they turn into fine crumbs, resembling sand, for about 30 seconds.

In a mixing bowl, combine the Oreo crumbs with softened cream cheese. Mix until smooth and well combined, with no dry chunks remaining, for about 2–3 minutes.

Take tablespoon-sized portions of the mixture and roll them into 1-inch balls. Place each ball onto a parchment-lined baking sheet. Transfer them to the freezer for 30 minutes.

Melt the black chocolate melts according to the package instructions, using a microwave-safe bowl, heating in 30-second intervals until smooth.

Insert popsicle sticks into the center of each ball. Dip each pop into the melted chocolate, ensuring they are fully coated. Allow excess chocolate to drip off.

While the chocolate coating is still wet, add Halloween-themed sprinkles or use melted white chocolate to draw Jack's facial features.

Once fully set, arrange on a decorative platter or pack for Halloween parties.