Sounds like Diogenes just wanted to live his life on his on terms because he realized, like today's society, the status quo that we are all so proud to uphold, makes no sense. What we call rational and reasonable, are actually irrational.

As you stated, status quo is based on just status, not truth, not justice, not even right and wrong. Who you are determines what you can and cannot do. We proclaim freedom but cannot even collect rain water in some parts of the world.

Does that really make sense? Plus of course, Alexander was envious. He was powerful but had to follow the rules and restrictions of his rank and position. There are things that even a king cannot do without public ridicule. Diogenes didn't care. A king cannot afford to not care.