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All you have to do is put the headband on top of your hair (while your hair is down) and then grab your hair at the back and tuck it into the headband. The messier the better! -YES.
Nature girl halo in ivory style C101 by mignonnehandmade on Etsy
Must learn how to do this. Especially for Nina. Soooo pretty. Short Hair Chignon with Headband | 24 Statement Hairstyles For The Holiday Party Season