Squeeze some sugar cookie dough into each cupcake cup. Start with about 3 tablespoons and press into the sides and bottom of each cup, molding it into the shape of each cup.
Add more sugar cookie dough if needed. Repeat with all 12 cupcake sections.
Bake in the oven for 15-17 minutes or until the cookie dough is lightly browned.
Let cool completely.
In a small saucepan, heat ½ cup of the heavy cream until steaming, but not boiling.
In a bowl add the chocolate chips. Once the milk is hot, pour over the chocolate chips and let sit for a couple minutes. Stir until all the chocolate chips are melted and smooth. Set aside.
In another saucepan add the caramel squares and ¼ cup of the heavy cream. Melt over medium heat, stirring every so often so the caramels don’t stick. Once the mixture is melted and combined, remove from the heat.
At this point the sugar cookie cups should be cool enough to remove from the pan. Use a butter knife if necessary to help remove the edges of the cups from the pan. Transfer the cups to a platter, pan or clean surface.
Place a large tablespoon of the melted caramel in each sugar cookie cup. By the time you finish all 12, the caramel should have cooled a bit to where the chocolate won’t mix when added on top.
Scoop tablespoons full of the melted chocolate mixture on top of the caramel until the sugar cookie cup is full to the top.
Sprinkle it with sea salt to balance the sweetness of the dessert.
Let these Twix cookie cups set in the refrigerator for at least 15 minutes.
Serve and enjoy or store in a tightly sealed container!