this is actually based of a show called Critical Role, where a bunch of nerdy ass voice actors play D&D, on twitch (Geek and Sundry channel). The one on the broomstick is a ranger who stole a broomstick from a guest character (played by Chris Hardwick). She stole it cause they used to have a flying carpet and she missed flying, anyway the dude playing the flute later bought her that hat so she looked more like a witch.