01 - Prepare vanilla cake according to package directions or your preferred recipe. Bake until fully cooked, then allow to cool completely to room temperature before proceeding.
02 - Using an electric mixer, beat softened cream cheese and butter until smooth and creamy. Add powdered sugar and vanilla extract, continue mixing until fluffy and well combined.
03 - Crumble the cooled cake into fine pieces in a large mixing bowl. Add frosting gradually, one spoonful at a time, mixing until the mixture holds together when pressed but remains pliable enough to shape.
04 - Portion the mixture into 24 equal pieces. Roll each piece into a ball, then gently flatten and shape into a slight teardrop or rounded triangle to resemble watermelon slices.
05 - Melt a small portion of green candy melts in the microwave. Dip the tip of each lollipop stick into the melted candy, then insert about halfway into each shaped cake pop. Place in freezer for 20 minutes to set firmly.
06 - Melt pink or red candy melts with 1 teaspoon vegetable oil if needed for consistency. Dip each chilled cake pop into the coating, leaving the bottom portion uncoated. Gently tap to remove excess coating. Immediately press mini chocolate chips onto the wet surface as watermelon seeds.
07 - Melt the green candy melts. Dip the exposed bottom portion of each cake pop into the green coating to create the watermelon rind effect. Insert sticks into a cake pop stand or styrofoam block and allow to set completely at room temperature or in the refrigerator.