One embodiment of the disclosed technology involves determining a preferred communication connection between two parties that are communication-network end-users, at least one of which parties has access to at least two networks. A database contains information on the current connectivity of the two parties and a preferred communication connection is determined based on information from the database. The preferred connection may be used to exchange multimedia content that can be transmitted in real time, or, based on the connectivity information, can be sent to a multimedia relay from which it will be obtained by the recipient when the recipient has appropriate connectivity.