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Iowa
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It's legal to walk on the highway in Iowa. And you can deposit cans in Iowa, I recommend stopping at a Fareway to do so as they're usually the most lenient on their redemption policy. They also have the cheapest food at their grocery store, and great produce. The people in Iowa are usually really friendly, and the older folk are surprisingly liberal. The age group that I would try to avoid the most is the early thirties to late forties as they're usually the least accepting and usually are more hostile towards those different than themselves.
In fact, go to either of the main grocery stores in basically ever town, Hy-Vee and Fareway, and talk to the kids working there. You should be able to learn a lot about the town, best places to hitch a ride, where you can either find a couch or sleep. These stores also don't use trash compactors so you should have luck dumpstering, especially after 10PM. There is a lot of forests in Iowa where you can sleep. NEVER sleep in a ditch as stuff will probably get dumped there, sometimes drug paraphernalia. It may be tempting to sleep in a corn field during the summer but it is highly not recommended. There are animals and spider that live in there and you don't know if the farmer will be working in the field at night at all.
The winter gets VERY cold. Standing out on a road any longer than an hour can be dangerous without the right clothing. You may be able to use the weather to gain pity, or say your car broke down and you need a lift.
