I don't think anything like that exists, but here's what I would do: Make a spreadsheet of all your games. Group them by system (no empty rows in between), and assign each game a number within their respective system (make that column A for easy reference). Go to random.org and plug in the total number of games you have (use the row numbers on the left in your program), or total number of games the system has, and get your number. Find it on the spreadsheet and play it. If you wanted to group them by genre (if, say, you're only in the mood for playing fighters), I'd do a separate spreadsheet for that.