You look super cute! It definitely all depends on the person ofc. Your hair up works for you. You have a nice jawline. Your hair also looks nice down and think it will continue to do so the longer it gets! You would also look GREAT with full bangs and a shorter cut too

I wear my hair down most of the time because I don't have to do shit to it and I like it that way. I wear it up occasionally if I'm highly annoyed, exercising, cleaning, etc. I am still waiting for my baby fat ass chubby chipmunk cheeks to gtfo so wearing my hair up does not look as good, imo.
I'm waiting for my hair to grow a couple of more inches and then I'm chopping off my bangs which I can't wait to do!
Hair down(obviously)/natural/how it is 95% of the time:
I was taking weird pictures, clearly.
http://i.imgur.com/nqCiw.jpg
Hair up, which I'll always place in a loose bun sort of thing:
https://sphotos-b.xx.fbcdn.net/hphotos-ash4/3865_509549372413249_398127011_n.jpg
You're so cute, you look good either way. ♥
I haven't been really doing anything to my hair with products/heat anymore. It was way too damaging, so I rarely even straighten it now.
I think once I grow it out longer I'll get it layered and possibly some bangs (but we'll see).