Should I cut my hair?

First time I look your hairstyle and actual picture, it reminds me about my friend in my country. I missed her and I wish that I can meet her again.

Regarding the hairstyle, I prefer long hair though if I were you. Same as what @icephoenix21 said, maybe a bit restyle will do or tie the hair like a ponytail at back. Japanese style high school student, maybe.