3 Ridiculously Pretty Updos For Curly Bobs

Sorry, curly-haired guys named Bob, this tutorial is not for you.
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Sorry, curly-haired guys named Bob, this tutorial is not for you.

I had a pixie cut for a few years before growing my hair out into the bob you see now. I love having hair this length, but sometimes I still get freaked out when I feel hair touch my shoulder. I always think it’s a bug or a mouse or a ghost. It’s usually just my hair, but one time it really was a bug, so I can never rest easy.

To avoid such scares, I wear my hair up a lot. Updos with lots of volume and little frace-framing curls are flattering on nearly everyone, and they’re softening on my face, which can be a bit harsh. (“No, I’m fine--it’s just my face,” is pretty much my catchphrase.)

Scrolling through red carpet slideshows, glossy magazines or endless Pinterest boards, you’re bound to find dozens upon dozens of fancy-lady looks for long hair, but getting creative with shorter hair can be a bit more difficult. I’m here to help.

I came up with a couple updos for y’all a while ago but now I’m back with three more.

Laundry day! I don’t own a dryer but I do own 75 white t-shirts.

Laundry day! I don’t own a dryer, but I do own 75 white t-shirts.

My hair is naturally curly, but for these looks I went over everything with a small curling iron for prettier, bouncier curls than my natural hair. After curling, I ran my fingers through everything to tousle it up a good bit. Since we’re putting the hair up, don’t worry about creating perfect, uniform curls.



This first look is one I wear all the time, both for casual events and fancier ones. I sometimes refer to it as my “fancy pony hair,” but it’s very different from Sable’s fancy pony hair.

Remember those big banana clips everyone’s cool babysitter wore in her hair in the '90s? I use bobby pins to create a look sort of like that. Everything I do in this life is an attempt at becoming half as cool as my sitters seemed when I was seven.

Pull your hair back, as if it were all going in one of those banana clips, and pin it so that it all cascades down the center of the back of your head. It’s sort of like you’re creating a beautiful fancy, faux mohawk. You can have the sides of your head as slicked back or loose as you like.


If pieces along the side or the top are too short and fall out, or seem a bit wonky, tuck them under the longer pieces and pin them down. Don’t pin up the bottom of the hair, though. Just let it all hang out.

I like to leave the short little pieces in front untucked in front of my ears, to frame my face.


It looks complicated, but really it’s just four strategically placed bobby pins. (You’ll, of course, need more pins depending on the thickness of your hair.)

It’s summertime already in Mississippi, hence the spaghetti straps. Are y’all still in winter? You’re welcome to visit.

It’s summertime already in Mississippi, hence the spaghetti straps. Are y’all still in winter? You’re welcome to visit.

And that’s it! So easy, so pretty--like a paint-by-number sunset.


The next look is a somewhat different take on the second updo I did in this article. Basically, follow the instructions in that tutorial except instead of gathering your hair into one roll at the base of your neck, separate your hair into two sections (top and bottom) and create two rolls, resting on top of each other.

It’s easier to do the top section, then the bottom section. However, you want the two rolls very close to each other or it will look strange. After finishing both rolls, I went and redid the top one so that it hung lower and closer to the bottom roll.


To keep the rolls in place, stick a pin in from the top of the roll and then push it in horizontally. I try to use as few pins as possible, so they aren’t visible or distracting. 

I do my hair like this at least once a week, so I can pretty much do it with my eyes closed. If you like wearing your hair like this, practice makes perfect.


You can put as much work into them as you’d like. I rather enjoy them looking a bit uneven and messy, because that’s my personal aesthetic, but you can always roll them tighter and use pins or hairspray to keep everything neater. Do what makes you the happiest, always.

You can pair this look with a headband or some pretty jeweled pins for extra sophistication, or just leave it as is.


This next look gets a little bit '80s-prom-meets-American-Hustle-meets-Serena-van-der-Woodsen. Yay for stringing together several unrelated references in an attempt to define a look! Am I a blogger yet?

Flip your hair to one side and stick a couple bobby pins in the back to keep it all towards one side of your head. Pick which side of your head you like best. It will work best if you flip your hair towards the side of your head in which you part your hair.


You may need to use a blowdryer to convince your hair to lean towards the other side of your head. My hair can be a bit stubborn that way, sometimes.

Oh hey.

Oh hey.

Then, grab your hair as if you were gonna tie it up in a side pony, but DON’T put it in a side pony. Rather, twist small sections of it in little spirals and pin them down. If hair is sticking up or hanging out strangely (and it will), tuck the pieces under the various twists you’ve created.


You’ll need to use two mirrors to see what you’re doing. I did quite a bit of twisting, pinning, pulling, and more twisting until all the hairs fell in a way I liked. Just tinker with it until you dig it.


I like to pull sections of hair over bobby pins, so they don’t show so obviously, but some will inevitably show. That’s OK. I need to get some golden bobby pins too match my new hair color.


And that’s all.

Oh, you're still here?

Oh, you're still here?

Let me know if you try any of these updos, or if you have any questions, ideas, requests or suggestions! I’ve got a lot of big events coming up, so I’m sure I’ll be creating some more hair looks soon.