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Prepare cake mix as directed on package, adding vanilla. Tint cake batter orange with 1/2 teaspoon yellow food color and 1/4 teaspoon red food color.
Bake as directed on package for cupcakes. Cool cupcakes on wire rack.
Tint frosting orange using 1/4 teaspoon yellow food color and 1/8 teaspoon red food color. Attach a mini donut to cupcake with some frosting. Frost entire donut and top of cupcake. Press ridges into the frosting with a small knife to resemble a pumpkin. Use a gum drop for the stem.