A printing system and method of printing are provided herein. The printing system may generate custom user designs for printing. The designs may be associated with a selected print medium. The print medium may have a particular layout. The printing system may convert the design for printing on other print media without requiring user alteration or input of the design. In another aspect, the printing system may facilitate printing the designs via local printers and/or via professional printers. Accordingly, printing of designs on different print-receptive media items can be accomplished.