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I don't think I could date a prostitute. Too many possible issues including diseases, emotional problems, sharing, etc., not to mention that it is illegal almost everywhere.
The other two would have to be case by case. If as you said, Suviko, they had all those other qualities I look for in a mate, smart, funny, spiritual, committed, etc., then I would consider it.
My very limited experience tells me that most would not, however.
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"Of all tyrannies, a tyranny exercised for the good of its victims may be the most oppressive. It may be better to live under robber barons than under omnipotent moral busybodies. The robber baron's cruelty may sometimes sleep, his cupidity may at some point be satiated; but those who torment us for our own good will torment us without end, for they do so with the approval of their own conscience." – C. S. Lewis
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