No, you don't have to live in a barrel on the street, surrounded by dogs, like Diogenes the cynic (although this is a much better option than being married). If you are trying to imitate Diogenes, then you have failed to understand his message. It was a rebellion against the society of that time.

Times have changed, people have changed, and so have the social structure and rules of society. If you were to live like a homeless on the street, shouting wise Greek philosophy texts by your local Walmart, then you would be an idiot.

Diogenes told people he lived in a barrel. You can achieve the same effect by telling people you live with your parents.

Here's a little game you can play with retarded people, using Diogenes' tactics, from MGTOW perspective:

NPC A: "Hey man, if only you knew how to properly speak with the ladies, then you wouldn't need to be spending Christmas vacation by yourself"

Your reply: "Hey man, if only you knew how to spend Christmas vacation by yourself, then you wouldn't need to know how to speak with the ladies."

If Diogenes lived today, he would have been MGTOW, without a doubt.

Hail Diogenes.