Systems and methods for connecting two or more individuals to an Internet conversation based on their mutual interests, the current content they may be viewing and what they want to talk about at that time. The techniques of the present invention allow an individual who starts a conversation to maintain full control over who is able to join that conversation as well as how many are able to join at any one time. A user who desires to start or join a conversation about a particular topic or story selects an indicator, such as an icon, associated with the specific topic or story. The user is presented with an option to start or join a conversation. If the user opts to start a conversation, the user is presented with a comment page, and the user enters a comment, or comments, that preferably is intended to spark an interest in other users. The comment is then presented to other users. Those users who may desire to join in a conversation with the conversation starter respond with their own comment, which is then sent to the conversation starter. The conversation starter reviews the comment, and if the comment is subjectively acceptable, the conversation starter brings the responding user into a conversation. The responding user and conversation starter are then connected in a messaging session, such as an instant messaging session. Multiple users may be connected in a single messaging session by the conversation starter in this manner.