When it comes to updos, nothing is sexier than a big mess. And we really do mean that. Stiff, severe updos can sometimes make you look like a Disney villain, but the most romantic, sassy updos usually come with a few things purposefully out of place. To capture this artfully disheveled look on your head, we hope you’ll be inspired by these 16 messy updos to try for your next party.


1. Effortlessly Tousled: Some messy updos are not as easy as they might look. This is not one of those updos. (via Brit + Co)

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2. Messy Bun: “Embrace your own personal mess.” Good advice from this blogger who knows a thing or two about creating the never-perfect (but always cute) messy bun. (via The Small Things Blog)


3. Braided Updo: First of all, let’s take a moment to admire this blogger’s perfect dye job. Next, let’s take a moment to follow her tutorial and learn how to do this easy updo that’s meant to look messy and relaxed. (via Tessa Rayanne)

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4. Curly Updo: Romantic and undone, this might be our favorite of all. (via Hair + Makeup by Steph)


5. Romantic + Twisted: Short-haired girls need fancy, messy updos too. And this one is just what those ladies ordered. (via Brit + Co)


6. Big Braid: This big bad braid is loose and lovely, but will stay put for a whole night of dancing. (via Hair + Makeup by Steph)


7. Pretty Pony: This pumped up ponytail is wrapped with delicate strands to keep it polished. (via Politics of Pretty)


8. Loop-de-Loop: Granted, this style might not be for everybody… but it is pretty adorable on Emma from A Beautiful Mess and her pastel dip-dyed locks. (via A Beautiful Mess)


9. Pigtail Buns: Yes. Pigtails are an updo, according to us. And no, you won’t look like a second grader while rocking these. (via Brit + Co)


10. Festival Roll: This is one of the most deceptively easy updos. If you haven’t been rocking this one through dirty hair days already, The Freckled Fox has a great tutorial. (via The Freckled Fox)


11. Milkmaid Braids: Milkmaid braids are beautiful, but can sometimes seem a little young. This elegant play makes it modern and chic. (via Beauty Blitz)


12. Curly + Chic: The double headband really brings this playful updo together. (via Byrdie)


13. Boho Lace Braid: The Freckled Fox strikes again. This time, she’s guest-blogging a tutorial for this really beautiful and romantic updo, which would certainly be wedding-worthy. (via The Wonder Forest)


14. Pretty Messy Topknot: Go ahead, curly hair girls. Just throw it all up in a topknot and call it a day — a good hair day. (via Brit + Co)


15. French Twist: The French twist was super popular with ’90s villains, but it’s the hero of hairstyles when it loosens up a little bit. (via OnceWed)


16. Tousled Braided Crown: Another milkmaid gone modern, this has that bed head look that takes it from prim to posh. (via Byrdie)

Which hairstyles do you want to mess with first? Let us know in the comments!