A method, system, and computer program product for dynamically annotating Web pages passed via a messaging application is provided. The method includes transmitting a Web page and a graphical user interface (GUI) to a requester of the Web page. The GUI directs the requester to provide annotations to at least a portion of the Web page content, which annotations are translated to instructions interpretable by a Web browser. The instructions are bundled with a uniform resource locator (URL) of the Web page at a computer processing device of the requester. The method also includes receiving a request for the Web page from a second requester who received the instructions bundled with the URL of the Web page within a message transmitted by the requester. The method further includes directing a Web browser of the second requester to apply the instructions as the Web page is being rendered. Application of the instructions causes the Web browser to render the Web page along with the annotations.