Paint your entire pumpkin a light color using a foam paint brush.
Let dry. Squeeze colors you will use for the design out on a newspaper, paper plate, or another disposable item.
Use the cookie cutter to lightly dip into a color, ensuring it is all the way around the edges.
Press cookie cutter firmly on the pumpkin where you would like it to go.
Wipe cookie cutter off in between colors. Paint stem green or brown – or whatever color you like!
Add colors/patterns randomly, or make a specific pattern. The possibilities are endless!