.Even if there are styles you think you can't “pull off" with a round face, it's all about working with a good hairstylist. Celebrity hairstylist , who has worked with the likes of Khloe Kardashian and Ashley Graham, echoes that your haircut should be a collaboration.“The best haircut is one that makes you feel confident, so don’t ever let someone tell you that you can’t do a style you want because of your face shape,” she says.