Have you ever thought about becoming voluntarily homeless?

I watched a video today about a young woman who has decided to live out of a van (not sure if it was down by the river or not). To be fair she was a little hippie-ish. She was trying sell viewers on the carefree life. And one thing I noted was she said she saves so much in rent. And that when not working, since her home is mobile she can travel easily. Now I'm sure you've already surmised all the pitfalls with this. Society has certain standards. It's not acceptable to decide to be homeless. But while I own my own home as I've gotten older I've grown less and less caring about societies little rules and expectations. Honestly if I was her age again, I probably would do this. But I've grown too accustomed to the creature comforts of living in a house. Even if it's outrageously expensive.
How do you feel about this?
Have you ever thought about becoming voluntarily homeless?
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