Keyboard application with third party engagement selectable items

A communication device comprising:

• a processor;
• and
• a memory including instructions that, when executed with the processor, cause the communication device to, at least:
• render, in a first application executed on the communication device, a first keyboard comprising a plurality of characters that are capable of being repeatedly selected to create words within a text input field of the first application;
• receive a request to change the first keyboard to a second keyboard, the second keyboard comprising a plurality of selectable product images, wherein each selectable product image of the plurality of selectable product images is associated with a transaction to be completed with an associated retail establishment computer of a plurality of retail establishment computers, the request being received via an icon associated with the first application being activated;
• in response to the request, render the second keyboard in the first application;
• and
• upon receiving a selection of a selectable product image from the plurality of selectable product images included in the second keyboard:
• initiate the transaction related to the selectable product image,
• receive an acknowledgement related to a completion of the transaction, and
• insert the acknowledgement into the text input field of the first application, wherein the acknowledgement is transmitted to a second instance of the first application executed on another communication device via an active communication session.