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One trait that I find really sexy in a man is a real specific flavor of 'doesn't give a shit what others think' - not in an antisocial way, but like, clear principles and bravery/risk taking, and some level of power/independence that lets them have the independence to survive.
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But even independently of that, there's some deep aesthetic or value system that rings true here, touches something I love; some fiery "I won't let you tell me what I can't be, and I am willing to suffer in pursuit of my self expression". This fills me with awe.
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Depends on your definition of 'proper' and/ or 'successful'. Here in the Netherlands, we have decided 22 years ago to legalize sex work (other than making porn, which already was accepted).
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I started a biography of a Finnish porn star, and she explained how old friends cut all ties when they found out. To a liberal cis-male in my 30's that kind of behaviour feels strange, and doing the opposite doesn't feel like bravery, but a normal thing to do.