I was a tomboy in girl mode, but had long hair, wore some (minimal) makeup and earrings and such. Definitely NOT butch in any way (other than the fact that I did like jeans and flannel shirts, LOL). I would see some butch women who seemed very happy and think, why can't I just be like her and be happy??? Well, because I wasn't a butch or masculine woman, I was male, period.
And I would occasionally watch What Not To Wear and spent lots of money updating my wardrobe to be more feminine, thinking maybe if I looked good instead of frumpy I'd feel better about myself. But the clothes just made my skin crawl. Lots of it went to Goodwill with the tags still on.
So yeah, I think some of us do go through stuff like this as we try to figure out who, exactly, we are. It's a process.