Positive feelings come from being honest about yourself and accepting your personality, and physical characteristics, warts and all; and, from belonging to a family that accepts you without question.
Most of all, be honest with yourself and make sure those in political office, our so called public servants, are being honest, holding them accountable for their actions!
I've been very lucky, from the beginning. I've found that as long as you're fundamentally good - as long as you're not being bad to people - people give you a lot of room to be yourself, because being yourself is being honest. And that's what people want to see.
In terms of getting people to experiment more and take more risk, there are at least three things that immediately come to my mind. Number one, of course, is role-modeling it yourself. Number two is, when people take intelligent, smart risks and yet it doesn't work out, not shooting them. And number three, being honest with yourself.
I have found that being honest is the best technique I can use. Right up front, tell people what you're trying to accomplish and what you're willing to sacrifice to accomplish it.