I have a very soft, feminine face (small nose, thick lips, rosy cheeks, wavy fine baby hair). I'm also curvy all over. I'm not especially short though. I am very feminine-looking. Just last week I was asked whether I was coming back from school. And when I say school, I don't mean college. I mean High school -we do have that distinction in Spanish. I am 26.
Unlike you, however, I think that I can get away with more masculine, edgy stuff because I still look like a girl. I actually think that more androgynous women should be careful with masculine attire, since it can give the wrong vibe, but no matter how much leather I wear -and combat boots, and over-sized sweaters-, I still look like a woman.
Too feminine clothes can look a bit twee on me, anyways, although I like that from time to time, too.
I say if you want to wear leather jackets, do so!