Abstract: A method and apparatus provide a service for permitting parties to engage in instant messaging and to allow parties so engaged to initiate a separate telephone call which may be billed. According to one method a server, referred to as a Phone Web server acts as an interface between a computer user and a telephone user. The interface is coupled to an instant messaging platform enabling the two users to exchange instant messages. One user can prompt the other to suggest the initiation of a telephone call. If the other party accepts the suggestion then the Phone Web server brokers a phone call between the two parties. In a variation of this embodiment both users could be communicating via computers and can launch the telephone initiation process.