About 2 dozen Oreoswhich includes extras to allow for breakage
8ouncesmilk chocolate candy coating OR melts
8ounceswhite candy coating OR melts
2or 3 zip-top sandwich baggies
First, melt a small amount of candy coating (of either color) according to package directions. Dip the end of each lollipop stick into the coating, and assemble each cookie pop by opening an Oreo, pressing the candy coated stick into the filling on one half, and gently pressing the other half of the cookie back on top. Allow to set.
For the spiderweb pops, melt most of the white candy coating (in a bowl) and a small amount of chocolate coating, which should be transferred to a small plastic bag. Cut a tiny hole in one corner of the bag and set it aside. Hold a cookie pop over the bowl of melted white coating and drizzle/coat with a spoon, wiping the excess off the back of the cookie.
Set the pop on a wax paper-lined cookie sheet and immediately make a spiderweb by piping a thin line from the bag of chocolate coating in a spiral, from the center of the cookie outward. Then take a toothpick, place in the center of the spiral, and drag outward to the edge of the cookie -- repeating this step as if you're slicing a pizza -- to make "lines" in the web. Wipe off the toothpick between lines, and as soon as one cookie pop is done, start the next one. Try to work quickly and if the candy coating starts to thicken, zap it in the microwave for a few seconds and stir until once again smooth.
For the ghost pops, melt the remaining chocolate candy coating in one bowl and the smaller amount of remaining white candy coating in another bowl. Coat a cookie pop with the melted chocolate coating, set it on a lined cookie sheet, and use a small spoon to immediately place a blob of white coating slightly off-center on the top of the cookie. Use a toothpick (or a slightly larger pointy object) to drag the white chocolate downward to create a ghost tail and upward on each side (if desired) to create raised arms. As soon as one cookie pop is finished, start on the next one. Allow the cookie pops to set.
Once the ghosts are completely dry, reheat a bit of the leftover chocolate coating, transfer to a small bag, cut a tiny hole in the corner of the bag, and pipe two eyes and a mouth on each ghost.
Additional cookie pops may be dipped and immediately sprinkled with Halloween sprinkles, if desired.