People project a lot of their own anxieties onto hair, both their own and other peoples'. I went grey in my twenties but kept dying it until my forties by then I'd totally had enough of sitting in the hairdressers for one Satuday morning in four. It grew through a lovely, striking, striped grey that complimented my skintone, it looked good.
A couple of friends, women of my own age and slightly older, were totally freaked out by it, took me to one side and told me how aging it was and that, basically, I was letting the side down while letting myself go. This had nothing to do with my hair and everything to do with their own attitudes towards, youth/attractiveness/aging.
I recently went to a barbers and had most of it shaved off, faded to a little quiff at the front. I'm getting the same comments again, this time about 'femininity'. Folks have some very strange ideas.
I don't have a little tiny elfin face, I'm big and raw boned, but I don't think that tiny little elfin faces are the only ones worth exposing. Like you, I've got fantastic cheekbones and with my hair this short, they look even better.
The other great advantage of very short hair is that you can wear an amazing amount of makeup without looking like a clown.
I hope you're happy with whatever you decide.