The exact reason for the bone—a kangaroo femur gifted to him by Yahoo Serious—has been a subject of various "Simpsons" gags over the decades:
If you want to dress as the "Jive Dude" for Halloween or a convention, here is the checklist: guy with bone in hair simpsons
This lack of explanation is the punchline. The joke is that the citizens of Springfield—a town that once elected a drunkard mayor and treats a giant magnifying glass as a legitimate threat—find a man with a skeletal hair accessory completely unremarkable. The exact reason for the bone—a kangaroo femur
The bone in his hair has become an iconic part of his character design. According to an interview with Matt Groening, the creator of The Simpsons, the bone in Sideshow Bob's hair was added by animator and director, David Silverman. Silverman wanted to give Sideshow Bob a distinctive look that would make him stand out, and the bone was born. According to an interview with Matt Groening, the
Are you a fan of The Simpsons or Sideshow Bob in particular?