A system and method for adaptive contextual communications is disclosed. A system that incorporates teachings of the present disclosure may include, for example, a call gateway having a controller element that retrieves a communication context from a call setup request directed to a called party's Terminal Device (TD) by a calling party's TD, and informs a first mapping generator of said communication context to determine a content mapping scheme for content exchanged between the calling party's and called party's TDs. Additional embodiments are disclosed.