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Funny you should ask, I used to hitchhike 3 or 4 times a day for most of my college years and often got picked up by people I knew and felt pretty safe doing so. I certainly met a lot of new people as well. Lots of teachers, parents, local businesspeople, other students, picked me up etc.
I would hitchhike around bus stops and usually got picked up by someone before the bus got there. I had a whole slew of signs I carried in my backpack so people knew exactly where I was going before pulling over.
Thankfully those days of being really poor are over now and I'm returning the favor by picking up other hitchikers.
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