well. Corrine (a favorite name of mine btw) -
When I was a young thing there was no such thing as truly living outside of the constructed norms, gender-wise. Unless we're really talking the outer fringes of society.
That said I did not fit, nor did I try terribly hard to fit, what was expected of a masculine person, throughout adolescence. This was the 1970's - that's right, you read right, ancient times - and I was a little hippie, the fact I would try out makeup or tended to wear 'unisex' clothing (which pretty much just meant a guy dressing girly), did not for those several years much change the situation, as I was considered a very out-there person anyway. (I got to be, you know, university-age, and started trying to be more 'normal' and try that out... not such great results, got to tell you)
What that experience did for me is to do with a certain freedom of expression, and a 'I don't really much care what y'all think about some of it' posture. This mismatch of gender vs sex can be daunting stuff for some, and if I had too much invested in others approval...
"I'm the one that has to die when it's time for me to die. So let me live my life the way I want to."
- a song I listened to many times during this period, If Six Was Nine, Jimi Hendrix.