A method on a server for facilitating meal planning for a first and second individual over a communications network is disclosed. The method includes receiving a desired profile from the first individual over, matching the desired profile to a profile of the second individual, sending a message to the first individual indicating the match, receiving a command from the first individual including an offer to attend a meal with the second individual and an offer to pay for the meal, sending a message to the second individual including the offers, and receiving a command from the second individual accepting the offer to attend the meal and accepting the offer to pay for the meal, thereby executing a contract to attend a meal with the first individual, wherein the first individual pays for the meal.