In a large mixing bowl or stand mixer, cream the butter, and beat until light and fluffy.
Mix in 1 teaspoon vanilla, the remaining watermelon Jell-O and ¼ cup sanding sugar.
Slowly mix in the powdered sugar, 1 cup at a time, while adding a bit of the half and half or milk in between each cup. Continue to mix for 1 minute or until creamy.
Add in your pink food coloring. You can add a bit of red if you want a deeper color.
Prepare piping bag and fill bag with frosting and frost your cupcakes.
If you desire, sprinkle with your white sparkling sanding sugar. Then top each cupcake with a handful of the mini chocolate chips Enjoy!