Abstract: A system and method for generating and outputting automated reminder messages for a computer-based dating service is disclosed. An indication from a user computing device associated with a user can be received, where the indication can be indicative of interest of a user in connecting with another user. Temporary contact addresses for each user can be generated and output. Each temporary contact address can be active for an activated period of time. Any electronic communication received during the activated period can be forwarded to the appropriate user. A reminder message can be output to a particular user when: (i) the particular user has not responded to an electronic message from the other user for a response period of time, and/or (ii) the particular user has not sent an electronic message to the other user and there is less than a threshold of remaining time in the activated period.