I always thought some school rules were arbitrary. I challenged my high school rule prohibiting boys from wearing jewelry (like earrings) by convincing the school senior class to boycott buying the class ring. School officials freaked. They were forced to create a formal student/faculty process to debate the rules.
I also had fun with another rule about wearing a “jacket and tie.” The rule never said “where” to wear the tie (like around your head, leg, as a belt). Heh-heh. They had to change that one, too. Learning to turn the rules on the authority making them was powerful.