Make cookies in advance: Tint one fourth of cookie dough copper and cut out 3 cupids using gingerbread boy cutter. Using remaining dough and cutters, cut one of largest heart and three of second smallest hearts. Bake and cool.
Pour Color Flow icing over smaller hearts and let dry. Decorate Cupids with tip 2 dot and string facial features and hair, tip 5 diapers, tip 5 bows and arrowheads, tip 2 strings and arrows. Add tip 352 pull-out wings. Outline large heart with Color Flow icing and tip 3, then thin down icing and flow in each section. Let dry overnight, then pipe tip 2 message. When completely dry, attach lollipop sticks to backs of cookies using full-strength Color Flow icing.
Cover craft block with Fanci-Foil Wrap; position in bowl, securing with Color Flow icing. Trim ends of lollipop sticks to various heights and insert lollipop sticks into block to arrange cookies. Add candy-coated chocolate dots to bowl. Curl ribbon and arrange on top.