My 17-year-old brother James makes the poor fashion choices that one would expect of a self-conscious teenager. Unfortunately for him, he makes these choices in front of his endlessly amused audience of siblings.
We think we're funny.
That makes James sad.
My sister thinks it's unclear if his OBEY hat means that he is agreeing to obey, of that he wishes others to obey him. She thinks he should get a jacket with a qualifying statement embroidered in silver on the back. Something along the lines of, "And when I say OBEY, I mean that I expect YOU to obey ME, and not vice versa."