The Youngest Vagrant and the the Oldest Vagrant are prisoners of the dungeon being held for the "crime" of being orphaned. At least two vagrants are needed for the scene, but if you have more actors than you have roles, you can cast as many vagrants as necessary. These kids will have to act without words during the entire "Welcome to the Dungeon (Part 2)" song, so choos kids who can focus. The Vagrant lines can easily be shared with additional Vagrants. If you have to choose, cast the stronger actor as the Youngest Vagrant because he/she hast the largest singing part.