Improved printing architectures and associated methods are disclosed for printing enclosures in substantially real-time for insertion with a document in a mail piece. The printing architecture allows for virtual enclosure bins in place of or in addition to actual enclosure bins. When a virtual enclosure bin is referenced in a document print job, an enclosure image is identified for the virtual enclosure bin and is printed in substantially real-time to generate an enclosure. The enclosure for the virtual enclosure bin may then be inserted with the document in the mail piece.