Aspects of the disclosure relate to data loss prevention. A computing platform may detect input of a first target recipient domain into a first email message. The computing platform may identify, in real time and prior to sending the first email message, that the first target recipient domain comprises an unintended recipient domain instead of an intended recipient domain. The computing platform may send, based on the identification of the unintended recipient domain and to a user device, a notification that the first target recipient domain is flagged as an unintended recipient domain and one or more commands directing the user device to display the notification.