>>2856345He wants to paypiggie his way into appearing to be the cool kind of homeless person.
Dirtbagging is when you are doing a leisure class hobby (like skiing, mountaineering, etc) without being wealthy by living with no other expenses. Dirtbaggers don’t use brands, they use the most durable and best condition crap they can dumpster dive, thrift, or make themselves. They do things like work in resort maintenance or as instructors to get discounted or free access to places, they sleep rude, in their car, in employee housing, or with a huge succession of bored housewives in dead marriages for their housing, eat as cheap as possible, and put in so many hours with their hobby that they cultivate and aura of unimpeachable skill at it.