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30 Messy Hairstyles

31 Styles Oct 10, 2016

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Messy Rapunzel Hair
Next Day Half Up Style
Messy Pixie
Pulled Apart Crown Braid
Tousled Mop Top
Messy Ballerina
Showing 15 of 31 styles

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30 Chic Messy Hairstyles

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For days when you don’t have time to style your hair to perfection, or the morning after a big night out, intentionally messy hairstyles can have you looking chic without all the fuss. We’ve compiled 30 of our favorite chic and beautiful messy hairstyles to help you embrace the bed-head life!

Messy Rapunzel Hair 2

Messy Rapunzel Hair

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Looking like a fairytale princess who got caught in a windstorm, this ultra long hair is heavy enough to weigh itself down, making it look tousled but not too messy.

Next Day Half Up Style 3

Next Day Half Up Style

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For days when you just want to roll out of bed and go, or the morning after a long night out, try messily pinning bangs back for a carefree hairstyle that will take you from brunch to dinner the whole next day.

Messy Pixie 4

Messy Pixie

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One of the worst things about short hair is how messy it can get overnight. But one of the best things about short hair is that it’s easy to style sticking up on purpose! 

Pulled Apart Crown Braid 5

Pulled Apart Crown Braid

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One of our favourite things about braided hairstyles is how easy they are to enhance just by pulling apart or fanning out a braid. In Vanessa Hudgens’ style here, a crown braid that could look almost child-like comes across as a ‘good girl gone bad’ style.

Tousled Mop Top 6

Tousled Mop Top

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While sleek bobs are great for projecting sophistication, this tousled style comes across as a little more daring and avant garde. If you’ve got natural curls, this style should be a cinch to recreate.

Messy Ballerina 7

Messy Ballerina

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This style is messy compared to the traditional tight ballerina bun with no hair out of place, making it a softer way to wear the classic style.

Messy Side Braid 8

Messy Side Braid

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This fairly standard three strand braid gets some added kick thanks to pulled out pieces of hair that compliment comedian Amy Schumer’s personality.

Messy Asymmetrical Pixie 9

Messy Asymmetrical Pixie

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Being longer on one side makes it easy to wear this pixie in a messy style without looking unprofessional or unkempt.

Mussed Bob 10

Mussed Bob

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In a very high fashion style, this messy platinum bob is a nice contrast to luxe, tailored clothing choices.

Messy Chic With Braids 11

Messy Chic With Braids

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Add some skinny braids in random locations to take your messy style from sloppy to chic.

Frizzy Bun 12

Frizzy Bun

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With more and more intentionally frizzed styles being seen in fashion shows and magazine editorials, frizzed out styles are making their way into the mainstream. Not only is this bun cute and feminine, but you won’t have to worry about getting every hair perfectly in place.

Side Swept Messy Bob 13

Side Swept Messy Bob

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For the perfect next day hairstyle, create a deeper part than you usually wear to sweep hair over and add volume even if your hair is flattened from the night before.

Beachy Waves 14

Beachy Waves

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In the most laid back of messy styles, Kate Hudson’s hair looks like it spent the day soaking up sun, sand, and salt water.

Shaggy Bob 15

Shaggy Bob

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This shaggy bob is literally in your face! Full of messy layers, you don’t have to wear it with pieces in your eyes to achieve this look.

Messy Spiral Curls 16

Messy Spiral Curls

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While exaggerated fashion choices are part of Kesha’s style this mix of spiral curls, loose waves and flatter pieces of hair can translate to the lives of non-rockstars.

Messy Bob 17

Messy Bob

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Featuring a deep side part, this bob strikes an interesting balance by using messy styling on a typically sophisticated cut.

Frizzy French Braids 18

Frizzy French Braids

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You can get this look the old fashioned way by leaving your french braids in overnight, or by gently rubbing them with your hands or a soft cloth that won’t catch the hair.

Big Bold Bob 19

Big Bold Bob

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This super thick, curly hair doesn’t need much help to look wild and free, but you can add volumizing spray or curl defining cream depending on just how big and messy you want it.

Wild Half Up 20

Wild Half Up

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With these crimped curls and skinny braids, this half up style wouldn’t look out of place on a woodland nymph or other fairytale creature.

Asymmetrical Curly Bob 21

Asymmetrical Curly Bob

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Let natural curls go free while an asymmetrical bob provides structure and balance to the style.

Messy Low Bun 22

Messy Low Bun

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Although the messy top knot seems to get more attention, this messy low bun is a nice alternative for a more mature version of the messy hair trend.

Mermaid Bob 23

Mermaid Bob

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This style might not be messy by everyone’s standards, but it features curls and waves in a carefree pattern that a mermaid might wear if she went for a bob style.

Frizzy Puff Updo 24

Frizzy Puff Updo

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Ripped straight out of the pages of an editorial fashion shoot, this messy style looks like a beehive updo if it was slept in overnight.

Comb Over Pixie 25

Comb Over Pixie

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The perfectly placed comb over is a big trend in men’s hair, but this high, feathered, messy style is a fun and feminine way to wear the same haircut.

Bouncy Curl Bob 26

Bouncy Curl Bob

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If you’re tired of flat ironing your curls into place, let them go free in a stylish, bouncy bob.

Granny Style Bun 27

Granny Style Bun

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Taking the grey hair trend and fashion’s obsession with granny style, this messy top knot still looks young and feminine when paired with bold, bright makeup.

Side Frizz Bob 28

Side Frizz Bob

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Add some interest to your sleek and sculpted bob by messing up the sides, and use spray clay or hairspray to hold in place.

Choppy Messy Bob 29

Choppy Messy Bob

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This style is messy thanks to the styling, but also the super choppy cut. If you’ve got naturally coarse hair, a choppy style like this is easy to make messy, but fine haired women may have a harder time getting the mess to stick.

Messy Chic Top Knot 30

Messy Chic Top Knot

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A messy style that’s good enough for a red carpet event, this well structured top knot features a few loose pieces to frame the face and soften the style without wrecking it.

Medium Curls 31

Medium Curls

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These medium length curls are somewhere between messy and polished, making them a go-to style for most occasions.

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