>>1558345>>1558350I hitchhiked all about the US doing stupid shit for a lot of my teenage years, running from a bit situation at home. After I finished my degree, I went back to doing basically that, but now on a 50k/yr paycheck, working off my laptop. I need to spend roughly 10-15 hours per month at the actual job location, but other than that I'm free to travel.
I'll generally spend two weeks in a new city. Day one I ship in hitchhiking, get a motel. Check in with work, do some research on the city, and start making a general plan of how I'm going to do things. I'll also order some new threads on amazon, with whatever look or style fits my whim at the time. The weeks that follow are 3-5 hours of work per day, done usually in a library or internet cafe, but occasionally in a macdonalds or something if I need to. I'll hit up museums and tourist shit during the day, and bars and clubs at night if I'm feeling outgoing.
There's some strange flaw in my brain where regardless of how interesting or appealing a person or place is, I'll grow apathetic and bored of it if I spend more than a couple consecutive months with them, I just grow bored too easily, and my boredom manifests as apathy and sometimes cruelty. Wandering about meeting new people or visiting old friends for short periods of time is the only way I can imagine living happily, and if I ever grow tired of it, I've been saving 10% of my yearly income, so I'll have a healthy starter fund if I ever want to settle down.
It just feels like my style might not fit this thread, since it's actually really rare that I sleep in the open, and when I do, it's usually because I'm drunk rather than any romance with the streets.