We're talking about a young boy from a blue collar household here, not a musician. You'll find that even those glam rockers started up in that direction while pursuing their careers (as ADULTS), and that they were dressing in a sort of a costume that they were selling their music with as a gimmick. They were not necessarily living out their day-to-day lives that way.
Granted, you do have the odd example of a say, Boy George type musician who is very outwardly gay and thus maybe more sincere in his 'flamboyant' dress style, but that's still a different story. I'd be hardpressed to imagine any 10 year-old boys getting away with crossdressing at school back in 70s/earlier. Not even the most free-spirited hippie parents I could imagine allowing it!
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