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Prepare roll out cookie dough. Cut with spider web and spider from set. Bake and cool.
Use tip 5 and full-strength black color flow icing to outline spider web; let dry. Use tip 5 and thinned down black color flow icing to fill in spider web; let dry. Use tip 1 and thinned down white color flow icing to pipe lines on spider web and drag through with tooth pick.
Use tip 5 and violet buttercream icing to pipe legs on spider. Use spatula and violet to ice spider's face smooth. Use tip 1 and white buttercream icing to pipe whites of eyes. Use tip 1 and black buttercream icing to pipe dot pupils and outline mouth. Position spider head on cookie.