My definition:
For me pretty boy is an insult. It don't need to have anything to do with femininity, immature or looking like a kid to do. My definition on it is that when a guy are good looking or above average, but apart from that is useless. Often mean or do evil things too. The only thing he has is looks. Without it he's nothing and don't do anything good.
Example: Such a pretty boy! He can't do anything apart from oppressing people and being a mean asshole.
Example: These gangstas are a bunch of pretty boys!
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