I just thought I'd chip in here with some of my recent experiences. As a background I've spent time homeless in my younger days but always in rural or natural settings never in the city. If you're unprepared it can be a strain and even dangerous but with the right previsions and preperations being homeless can be rewarding as an entertainment and learning experience.

I just returned from a 3 month adventure in homeless/carlessness. This one was actually a suprise. I moved out to the colorado Rockies with my bike, my car and my camping gear with the expectation to camp out all summer. Within the first week I totalled my car by rolling it off a cliff and in to the river, miraculously I was unharmed. As a result I took advantage of my situation. Quit my job do to the nature of the job I couldn't do it without a motor pulling me around.

So I hopped on my old 94 Specialized Rockhopper. Strapped my gear to the racks and didn't look back. The 3 months were some of the happiest I've had in years. The lesson is you don't need the nicest bike, the nicest gear, the nicest car or house to be happy. Ride Ride Ride. These kinds of adventures will teach you to enjoy the little things in life if you let them. If you stress and strain over the inconveniences of your situations they will bring you down but a carefree additude can go a long way.

On a side note I've taken my insurance to completely update the ol girl. My Rockhopper is now one of the baddest tourers you'll find and I'm happily riding my bike around Topeka Ks. That should be an experience as this is one of the most bike unfriendly cities I've encountered. Maybe I'll have reports on that experience later

Don't be afraid to shed your material goods and live life through what the world provides you. You might just learn a thing or two about yourself and the world around you aswell as some of the best people who roam it.