A system may initiate a chat session between a first user device and a second user device, may receive a desired attribute associated with a multimedia item, and may provide information associated with multimedia items based on the desired attribute. The system may receive a selection of information associated with a multimedia item, may provide the multimedia item to the first user device based on the selection, and may enable the first user device to share the multimedia item with the second user device via the chat session. The system may receive an annotation to the multimedia item to generate an annotated multimedia item, and may enable the first user device and the second user device to share the annotated multimedia item via the chat session.