Stir together pudding mix and milk.

Transfer pudding to a large plastic baggie and snip off a corner.

Squeeze pudding into popsicle mold from baggie.

Tap popsicle mold onto counter top to even out pudding mixture and get rid of air bubbles.

Divide Oreo cookies and use just the cookie half with the creme. Note: A whole cookie will not fit in my popsicle mold once the stick is inserted.

Slide cookie chocolate side out against side of popsicle mold.

Insert popsicle sticks and freeze for 2-3 hours, or overnight.