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The Best Summer Dress and Boot Combinations to Try

An outfit you can put together in under five minutes.

Street Style - LFW September 2018
Edward BerthelotGetty Images

A quality pair, or two, of boots are our year-round wardrobe staples. We have our shearling ankle boots with skinny jeans for winter, but for the warmer months, we turn to a classic white bootie—or perhaps a more colorful option—to wear with our flirty summer dresses. Some shoes, however, like the timeless combat boot, are season-less and work with any outfit. So, for spring/summer 2020 we encourage you to bring out all your favorite boots and add them to your sandal/sneaker rotation. If you need ideas on how to wear them, from patent leather to the platform to even waterproof styles, we have that covered too. Ahead, we rounded up a few of our favorite street style (and celeb) ensembles featuring the tried-and-true dress with boot combination. Consider this your summer look to master.

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Street Style - New York Fashion Week September 2019 - Day 7
Christian VierigGetty Images
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Aim High

Platform boots were all over the fall/winter 2020 runways. They give you that added height to any outfit, but still support and cushion the soles of your feet. Take inspo from Alyssa Coscarelli and style your chunky footwear with a romantic corset dress.

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Mexique Boot
Jeffrey Campbell shopbop.com

These platform boots are the perfect affordable and easy-to-style introduction to the trend. The shoe is also giving us major Bratz doll vibes.

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Floral Moiré Bustier Dress
Brock Collection

On our wishlist is to own something from Brock Collection, like this bustier minidress. 

Street Style  - Paris Fashion Week - Womenswear Fall/Winter 2020/2021 : Day Four
Claudio LaveniaGetty Images
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Buckle Up

Large buckles always add an elegant touch to any look (just think back to the classic Manolo Blahniks). Try pairing a chic buckle boot with a sequin dress for your not-so-serious going-out look.

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Viv Two-Tone Western Booties
Roger Vivier neimanmarcus.com

These buckle boots give me 17th century vibes with a contemporary feel for 2020. They'll go with everything from dresses to jeans.

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Sequin Minidress
Ganni farfetch.com

A sequin minidress fit for a night out with the girls. You can easily make this daytime appropriate with a pair of minimalist white kitten heel sandals.

Street Style : Paris Fashion Week - Womenswear Spring Summer 2020 : Day Eight
Christian VierigGetty Images
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Go for the White Boot

In the winter, we wear our favorite black boots to death. In the summer, we have the white boot. This shoe looks best when paired with a brightly colored dress because the outfit truly screams summer. Plus, this effortless outfit requires little time to throw together.

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Stainless Ankle Boots
Dorateymur farfetch.com

The most interesting part about this ankle boot is the heel. This will be your go-to footwear for the season.

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Tangier Ruched Cutout Dress
Staud saksfifthavenue.com

Raise your hand if, when you don't know what to wear, you just throw on a maxi dress. This one with a cutout in the middle is our pick for easy dressing.  

Street Style : Paris Fashion Week - Womenswear Spring Summer 2020 : Day Three
Kirstin SinclairGetty Images
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Lace Me Up

Knee-high lace boots might take a while to slip on, but the end result is definitely worth it. To get street style star Reese Blutstein's look, rock your lace-up shoes with a knee-length dress and an oversize beige trench coat.

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Veronica Combat Tall
Frye zappos.com

Swap your classic ankle combat boots for this one with a higher shaft.

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Olive Puff Pleated Sleeve Cotton Midi Dress
Sea nordstrom.com

Complete your Reese Blutstein-inspired ensemble with a puff-sleeve dress. 

Celebrity Sightings in Los Angeles - June 29, 2019
Hollywood To You/Star MaxGetty Images
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Play With Textures

Kendall Jenner's patent leather boots look fresh and unexpected when paired with a breezy silk minidress. Keep your outfit to only one color: our pick would obviously be black too.

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Square Toe Knee-High Boot
Prada nordstrom.com

These 3.25-inch heel boots will give you a boost in height to make your legs look miles long.

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Sleeveless Minidress
Fleur Du Mal farfetch.com

A cowl neck LBD that will never go out of style. 

Celebrity Sightings In Paris -  September 25, 2017
Marc PiaseckiGetty Images
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Add Some Edge

There's nothing like a pair of chunky black boots to add some edge to a floral minidress. Leather jacket and amazing genetics: optional.

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Smooth Black Combat Boot
Dr. Martens amazon.com

If you're shopping for your first pair of combat boots ever, you need some Dr. Martens in your life. If not, you still need some Dr. Martens.

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Belle Smocked Floral Mini Dress
LoveShackFancy intermixonline.com

A pair of combat boots will easily turn this sweet and feminine look into a cool-girl ensemble for summer.

Street Style - LFW September 2018
Kirstin SinclairGetty Images
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Waterproof Your Look

Water-resistant boots aren't only for fall/winter weather. For sudden rain storms in the spring and summer (how does the saying go...April showers bring May flowers?), be prepared with a sleek and dark-colored rain boot that will match your more summery frocks.

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Original Tall Black Rain Boots
Hunter amazon.com
$93.69 (38% off)

For those unexpected rain showers in the summer, simply slip into these Hunter boots. 

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White Cotton Poplin High Neck Smock Dress
Pretty Little Thing prettylittlething.us

The boots will work well with this high-neck long-sleeve minidress.  

Celebrity Sightings in New York City - April 22, 2019
Robert KamauGetty Images
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Sparkle and Shine

Silver boots are the fun, do-anything friend you wish you had. Pair them with a denim outfit like Olivia Culpo did for a night out with your girls.

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Glitter-Effect Boots
Simon Miller farfetch.com

If you are looking to make a statement, try these glitter boots for next outing (hopefully it soon). You will get plenty of compliments. 

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Wren Stretch Denim Dress
Ulla Johnson modaoperandi.com

Make a bold style statement in this structured shoulder denim dress.

Street Style: June 16 - Milan Men's Fashion Week Spring/Summer 2020
Christian VierigGetty Images
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Ride 'Em Cowgirl

Cowboy boots add that unexpected western vibe to a dress for summer, especially when everyone else is in sandals or sneakers.

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Tall Buckled Boots
Toga Pulla shopbop.com

The upgraded cowboy boot you need in your closet. It's worth investing in a pair like this to wear all year long.   

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Whistler Button Down Dress
Free People shopbop.com

This shirtdress has a flowing silhouette if you prefer clothes that aren't as formfitting. You can wear it with cowboy boots or leave it unbuttoned and styled with denim shorts and a ribbed tank. 

RBC Hosted "Her Smell" Cocktail Party At RBC House Toronto Film Festival 2018
Sonia RecchiaGetty Images
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Show Some (Selective) Skin

Bored of your classic LBD look? Wear your favorite black dress with a pair of super sexy thigh-high boots. Less (skin) is more this summer. Plus, your legs will stay warm if the temperature suddenly dips.

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Parisah Over the Knee Boot
Jeffrey Campbell nordstrom.com

Is it just us or do all celebs and models own a pair of these? Try an over-the-knee boot to make you feel like a star.

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Tie-Back Washed-Georgette Mini Dress by Anemone
Anemone modaoperandi.com

The perfect LBD for the days when you just want to throw on anything and still look good.

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