There is a huge population of vagabonds in Portland. If you ever have a chance and the time, stop and talk with some of them. It's interesting and, as you could imagine, at times sad to hear how they got there.
The saying " I'll try anything once," isn't the wisest thing to say. Rather, " With some thoughtful research I'll try somethings." The first time I saw a skateboard my big brother was riding one. I opted for my BMX bike. I eventually came around, and have been riding a board ever since. 3/01/08