On the Internet, there is an uneasy tension between the security and usability of authentication mechanisms. An easy three-part classification is: 'something you know' (e.g. password); 'something you hold' (e.g. device holding digital certificate), and 'who you are' (e.g. biometric assessment) [9]. Each of these has well-known problems; passwords are written down, guessable, or forgotten; devices are lost or stolen, and biometric assays alienate users. We have investigated a novel strategy of querying the user based on their personal history (a 'Rip van Winkle' approach.) The sum of this information is large and well-known only to the individual. The volume is too large for impostors to learn; our observation is that, in the emerging environment, it is possible to collate and automatically query such information as an authentication test. We report a proof of concept study based on the automatic generation of questions from electronic 'calendar' information. While users were, surprisingly, unable to answer randomly generated questions any better than impostors, if questions are categorized according to appropriate psychological parameters then significant results can be obtained. We thus demonstrate the potential viability of this concept
