Pigtail Hairstyle IdeasStyling your hair in messy updos is one of the oldest tricks to a stylish look. Well, making two messy updos, by spicing up your pigtails and pinning them up in messy updos, will make a casual look. You don't even have to make a perfect parting, just pull your hair back in two pigtails and start teasing your hair. Than pin it up in a double messy bun hairstyle and you're ready to rock.