Create a double boiler, and combine chocolate chips and the sweetened condensed milk in a sauce pan over simmering water. Heat on low until all of the chocolate chips are melted.
Add about 1/8 cup of the reserved cherry juice and stir, creating a thick sauce. If the sauce is too thick, add some more cherry juice. Using a spoon, test the sauce to see if it globs off of the spoon. If it does not, the sauce is too thick and you need to add a little more cherry juice. Keep in mind...this sauce needs to be thick, so be careful not to go overboard.
Spoon the sauce over the center of each cookies, covering up the cherries. Make sure the sauce does not drip down the sides of the cookie.
Bake at 350 degrees F for about 10 minutes.
Allow the cookies time to cool, and then store them in the refrigerator until ready to serve. These are best if served at room temperature, or even better if you nuke them in the microwave. :)
These are delicious. I just can't stop taste-testing them! Enjoy!