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This is complicated by the fact that it is perfectly possible for a man that is less attractive than a girl to be sexually attracted to her and interested in her as a person (i.e. not overwhelmed by her beauty so much that he doesn't consider her personality). : A man will jump over a lot of hurdles to sleep with a woman that is hotter than himself, or at least, hotter than the other girls he's slept with.The more attractive you are relative to him, the more cautious you need to be.
Women, who, on the whole, are more interested in stable relationships, necessarily assume a defensive position against men, who (again, on the whole) are more interested in casual sex than women.
This is why it is so important for a woman to allow a man to initiate contact after an initial meeting, and even well into the relationship.
I've heard a number of girls actually complain about this, apparently preferring a situation in which they wouldn't be stigmatized for chasing men, or even for taking the initiative in "small things" like the first phone call or date.
If you find yourself having difficulty determining a man's level of interest because "first he said X, but then he said Y," or even if you know exactly what he is saying and are sure he is interested, stop yourself.
What a man says is the worst possible indicator of his interest: you need to pay attention to what he does.