![](https://d.fashiontimes.com/en/full/33122/how-style-ankle-boots.jpg?w=900&f=95c6a6aa1d9247f0ee7ec6686039d236)
Boots are a high priority in literally everyone's closet. Most of us have a variety and we're not just talking about colors and patterns. Knee-high, over-the-knee and ankle versions are usually well-represented. Of the three, the latter may be the hardest to work into our wardrobe season after season. Once again the street style set comes to the rescue with almost infinite examples of how to style ankle boots.
We narrowed down the long list to the top strategies that cover every single season. There are varying degrees of skill required. We recommend starting at the beginning and building up your sartorial tolerance and confidence. Work your way to intermediate and all the way up to an authority. You'll find your friends will begin coming to you for styling guidance.
Scroll down to start your lesson on how to style ankle boots the street style ways.
Beginner
![](https://d.fashiontimes.com/en/full/33123/how-style-ankle-boots.jpg?w=768&f=d8b6ab14f90689210422782b47624c67)
Team a fluffy coat or vest with black leggings capped off by zipper-accented white boots. Stark crossbody bag optional.
Beginner
![](https://d.fashiontimes.com/en/full/33125/how-style-ankle-boots.jpg?w=768&f=8a6de241cc27834f0037f55ed4b30815)
Make a neutral tee and blue shorts really pop by working in a red bag and complementary ankle boots with distinctive heels.
Beginner
![](https://d.fashiontimes.com/en/full/33127/how-style-ankle-boots.jpg?w=768&f=4f17ab8ad856fb11444e9593a7247c43)
Balance out a vibrant neon patterned dress with black ankle boots. Colorful statement shades and a neon bag complete the outfit.
Beginner
![](https://d.fashiontimes.com/en/full/33128/how-style-ankle-boots.jpg?w=768&f=5391b4fc2cb44d4150ad0e8e6dcac80c)
Sport a cropped sweatshirt underneath a leather jacket styled with a matching skirt. Add in black ankle boots and a black bag to finish things off.
Beginner
![](https://d.fashiontimes.com/en/full/33129/how-style-ankle-boots.jpg?w=768&f=e3dbc231ad64bc83d5ba1dac5d9a7492)
White boots will instantly elevate any look. Including a patterned olive dress boasting a slightly asymmetric hem. Match your bag to the boots and you're all set.
Beginner
![](https://d.fashiontimes.com/en/full/33132/how-style-ankle-boots.jpg?w=768&f=b769218da0e1c4a43f1e02247bb449a4)
A matching set makes styling easy. Complete your coordinating jacket and miniskirt with a neutral turtleneck and ankle boots plus a striking small bag.
Intermediate
![](https://d.fashiontimes.com/en/full/33133/how-style-ankle-boots.jpg?w=768&f=76dabb053c2a70c6044efba025f32258)
Voluminous minidresses aren't going anywhere so pair yours with black and white platform ankle boots. Carry a crossbody bag to bring more attention to the dress.
Intermediate
![](https://d.fashiontimes.com/en/full/33134/how-style-ankle-boots.jpg?w=768&f=c745f9b98c5db43d2bdf0d12f384a986)
Pay homage to the no pants look by styling a black minidress or long T-shirt with a plaid blazer and patterned, sheer tights. Black ankle boots, a netted bag and a pendant necklace round things out nicely.
Intermediate
![](https://d.fashiontimes.com/en/full/33135/how-style-ankle-boots.jpg?w=768&f=fe03862c82fdbc167b26b319fcce2961)
Off-white platform ankle boots take a glitzy dress up several notches (and inches).
Intermediate
![](https://d.fashiontimes.com/en/full/33136/how-style-ankle-boots.jpg?w=768&f=ba487407378ea429f44e329e17cafdac)
Nothing says fall quite like an earthy turtleneck tucked into a plaid skirt. A tan trench coat, a black bag and dark brown ankle boots bring everything together.
Intermediate
![](https://d.fashiontimes.com/en/full/33138/how-style-ankle-boots.jpg?w=768&f=f6a881ab37ace605087b870d74d0725f)
Scrunch up the sleeves on your blazer dress so you can slip on scrunched gloves. Then slip on chunky black ankle boots to ground the look.
Intermediate
![](https://d.fashiontimes.com/en/full/33139/how-style-ankle-boots.jpg?w=768&f=f539aeda4ff33b6d33c9d5cb4ac5cc16)
Amp up a red dress with white boots and a patterned headscarf. A black shoulder bag and white shades solidify the ensemble.
Intermediate
![](https://d.fashiontimes.com/en/full/33145/how-style-ankle-boots.jpg?w=768&f=5f177203a6520f43786b446a9fc3abbd)
Knee-high boots will only serve as a distraction for a miniskirt featuring a side sash. Instead, opt for neutral ankle boots with exposed socks. Then top off the look with a cut-out shirt.
Intermediate
![](https://d.fashiontimes.com/en/full/33148/how-style-ankle-boots.jpg?w=768&f=48cf525d094ec4a7d1498fa4404458fc)
If your outfit is already full of color, like a blue bomber and a pink bag, white lace-up boots are your best bet.
Intermediate
![](https://d.fashiontimes.com/en/full/33149/how-style-ankle-boots.jpg?w=768&f=8fb3b9631a02d2a1ed917b74afdb781b)
Yes, you can wear crop tops in fall and winter. Simply pair your favorite with a coordinating skirt and moto-style buckled ankle boots. Incorporate a teddy coat so you won't catch cold.
Intermediate
![](https://d.fashiontimes.com/en/full/33152/how-style-ankle-boots.jpg?w=768&f=379470b8d8a1bfcde64172b8d9781a2b)
Counteract a voluminous leather jacket with a miniskirt gathered on one side and black platform boots. Cart a top-handle bag so you don't have to slip a carryall over your puffed-up shoulder.
Intermediate
![](https://d.fashiontimes.com/en/full/33155/how-style-ankle-boots.jpg?w=768&f=ee102431f765b0cb393db9ae2b5dc066)
Add extra oomph to a white shirtdress with black ankle boots and a black blazer featuring a pointy hem.
Intermediate
![](https://d.fashiontimes.com/en/full/33158/how-style-ankle-boots.jpg?w=768&f=b1f3b96e0570008d0a0d5c1c081a2902)
Complement a patterned shirt with a contrasting lapel with two-tone booties. Extra credit for experimenting with an asymmetrical miniskirt and scrunched-down socks.
Advanced
![](https://d.fashiontimes.com/en/full/33160/how-style-ankle-boots.jpg?w=768&f=5b3e22bc504936e6e43510898ed15292)
Forget double denim. Try rocking denim from head to toe. Combine a jean beret with a white button-down, a patchwork denim jacket and matching skirt along with denim ankle boots and a coordinating bag.
Advanced
![](https://d.fashiontimes.com/en/full/33163/how-style-ankle-boots.jpg?w=768&f=3a3e5afb606d411d7e8544cf1403f34e)
Layer a fishnet dress under a T-shirt and an attention-grabbing coat for a real luxury look. Square-heel, cowboy-style ankle boots add even more personality.
Advanced
![](https://d.fashiontimes.com/en/full/33142/how-style-ankle-boots.jpg?w=768&f=f79c3fd40b4842e661ffbe349395af1c)
Highlight a skirt with a serious side slit by tucking a patterned sweater into its waistband. A trench coat, beige ankle boots and a flat clutch are great ways to round out the outfit.
Advanced
![](https://d.fashiontimes.com/en/full/33166/how-style-ankle-boots.jpg?w=768&f=a045ed96d01d5e5af2266dd5b290c569)
You don't have to save your swimwear for the beach or the pool. Take a bikini top and layer it under a fringe jacket. Then add a white miniskirt, suede ankle boots and a purse in the same shade as your bikini top.
Advanced
![](https://d.fashiontimes.com/en/full/33169/how-style-ankle-boots.jpg?w=768&f=5799b411221d7cf46c2a420c9b80a6aa)
Stirrup leggings are still trending so take advantage by slipping the stirrups under perforated ankle boots. Finish off the look with a fluffy coat, a neutral turtleneck and a mini bag.
Advanced
![](https://d.fashiontimes.com/en/full/33172/how-style-ankle-boots.jpg?w=768&f=324258ad4733eb244fee548f4572b650)
A boxy leather jacket and micro skirt combo can be challenging to style. That's where black ankle boots come in handy. Look for a platform pair for balance and sling a black and white bag off your elbow to polish things off.
Advanced
![](https://d.fashiontimes.com/en/full/33173/how-style-ankle-boots.jpg?w=768&f=c05e6a90d2379ceb941d055042690a7e)
Go ahead and experiment with mixing and matching prints. A colorful shirt, a plaid miniskirt and two-tone ankle boots are unexpected but welcome. As is that micro purse.
Advanced
![](https://d.fashiontimes.com/en/full/33175/how-style-ankle-boots.jpg?w=768&f=b80681c0f5d7363cca67a11953b38345)
Don't be shy when it comes to combining textures. A textured sweater goes well with an embroidered midi skirt and black ankle boots.
Advanced
![](https://d.fashiontimes.com/en/full/33177/how-style-ankle-boots.jpg?w=768&f=27593dc0f1717c42eca83e29d7c37502)
Basic black ankle boots are the only way to style a patterned dress with a maxi side and a mini side.
Advanced
![](https://d.fashiontimes.com/en/full/33179/how-style-ankle-boots.jpg?w=768&f=5670acd749931563f0c07a3c3900e12c)
Go full Miu Miu by layering one of the brand's sweaters under a blazer. Then work in a micro skirt, white shades and a white bag. Push your slouchy white boots all the way down your ankles to wrap up the outfit.