First, make sure you have plenty of room in your refrigerator to place a large tray of Jell-O Shots. On a large tray set out all the shot cups and set aside.
In a large measuring cup with a spout (or a mixing bowl with a spout) add 1 cup of boiling water and the cherry Jell-O. Whisk until all Jell-O is dissolved. Next, whisk in ½ cup of cold water and ½ cup of vodka.
Carefully pour the mixture into the cups about a third of the way up. Place the tray in the refrigerator for about 30 minutes or until that layer is mostly set. Set aside the rest of the liquid Jell-O for later when adding to the top.
Meanwhile make the white Jell-O middle layer. In a small saucepan add in the unflavored gelatin along with one cup of water over medium heat. Stir until all the gelatin is completely dissolved.
Remove from the heat and stir in the sweetened condensed milk and ½ cup vodka. Set aside to cool a bit.
Remove tray from the refrigerator (ensure that first layer has set and is not liquidy.) Carefully spoon the white mixture into each shot cup on top of the cherry layer - filling the cups ⅔ full. Place tray back into the refrigerator for 30 minutes until set.
Remove tray again from the refrigerator (ensure that white layer has set) then carefully fill the cups the rest of the way with the cherry Jell-O you had set aside earlier. Place back in the refrigerator for another 30 minutes until set.
When ready to serve, top each cup with a squirt of aerosol whipped cream and holiday sprinkles (optional) then serve.
Notes
To make these taste like peppermint you can use peppermint vodka, or use 1 teaspoon peppermint extract added into the white gelatin layer after taken off the head.
These will take about 2 1/2 hours to set fully, this includes the setting after each layer.
This can be doubled if you want to serve more people.
Aerosol whipped cream works best for these.
Use your favorite holiday sprinkles.
We use 1 ounce cups for these but you can use 2 ounce cups, but will have less shots.