Make cookies. You will need one of each shape for each treat. Prepare dough and roll out to 3/16 in. thick. Cut one circle using smallest cutter and one circle using the second smallest (3 1/4 in.) cutter from the set for each treat.
Invert pop pan and spray with vegetable pan spray. Drape smaller circle over every other pan cavity, pressing to smooth surface. Bake 10-14 minutes, or until firm and golden brown. Cool pan on cooling grid 10 minutes. Carefully loosen bottom edges of treat using spatula.
Place larger circles flat on ungreased cookie sheet. Bake 11-14 minutes or until golden brown. Cool on sheet 2 minutes; remove to cooling grid to cool completely.