1. A method of monitoring messages in a communications network to avoid the sending of a message to an unintended recipient, the method comprising: receiving a first entry in a first instant messaging (IM) window on a communication device, identifying first keywords associated with the first entry, and storing the first keywords; receiving a second entry in the first IM window, identifying second keywords in the second entry, and storing the second keywords; determining via a keyword match and warning module (KMWM) whether the first keywords meet a first predetermined comparison threshold when compared to the second keywords; and issuing a warning via the KMWM in response to determining that the first comparison threshold is not met.