10 Fool-Proof Sneaker + Dress Combo Templates to Copy

Mia Maguire
10 Fool-Proof Sneaker + Dress Combo Templates to Copy
Photo: Cierra Miller.

Scroll To See More Images

My journey to accepting the notion that sneakers had officially become a fashionable footwear staple was, admittedly, a long one. However, a couple of years ago, I finally began to start experimenting with the fashion-girl-approved trend, and quickly learned that it was going to be pretty hard to ever go back to wearing my previously beloved ballet flats. I love a sartorial juxtaposition, and any look that’s styled with something unexpected, which is why I’m always scouring Instagram and street style blogs to discover new sneaker and dress outfit ideas to copy. Hey, I have no shame in “borrowing” styling tricks from others to test drive myself. Aside from the given that sneakers tend to be pretty damn comfortable and city-girl-friendly, they also just so happen to make any lewk just a little bit cooler.

While I personally love an unapologetically feminine look, complete with a bubblegum pink ruffled maxi dress and strappy heels (my go-to), when I see influencers and street style stars pairing their cocktail-worthy frocks with beat-up sneakers or finishing off a fitted mini dress and jean jacket get-up with chunky dad sneakers, I can’t help but swoon. In fact, this ridiculously easy and infinitely versatile outfit formula has really become an integral part of my wardrobe lineup. I work in a fairly casual office dress code wise, and while I always tend to err on the side of caution when it comes to wearing what I deem appropriate versus inappropriate for office attire (I still take an old fashioned stance on hats), I’ve even gotten away with sporting a midi dress and my favorite Reeboks in workplace. Of course, plenty of fashion editors and bloggers rock this look at fashion week to shows and upscale after-parties without looking too daytime, too. Seriously, the sneaker-dress template is a lot easier to pull off than you think. If you need a bit of inspo to get you on board with it, I’ve rounded up some examples c/o some of Instagram’s most stylish accounts to help you nail the look.

1. Breezy White Midi + Leather Moto Jacket + Black Sneakers

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

A flattering LBD that you’ll definitely wear on repeat.

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

Everyone should own a vegan leather moto jacket.

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

The pair of sneakers I’ve been coveting for over a decade *swoon*.

 

2. Cocktail Dress + Stan Smith’s

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

Pink, polka dots, and ruffles. My three favorite things in one adorable frock.

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

You can’t go wrong with these O.G. sneakers. They literally go with just about anything.

 

View this post on Instagram

pink dots and no parking spots. 💕 #whatimwearing

A post shared by Kate Ogata (@kateogata) on

3. Pink Jacket + Polka Dot Slip Dress + Reeboks

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

This adorable midi is also marked down from $148 at the moment.

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

Denim jackets are 100% a staple outerwear piece, and this one gets bonus points for its baby pink hue.

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

A vintage hero with a contemporary twist.

 

View this post on Instagram

🍬🍭🍬

A post shared by DEVON CARLSON🦋🍒🌈 (@devonleecarlson) on

4. Slinky Satin Mini + Chunky Black Hi-Tops

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

That one Instagram-famous dress that I am *also* obsessed with.

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

The unlikely sneaker choice that magically makes any look a tad cooler.

 

5. Floral Midi Dress + Chunky Dad Sneakers

faithfull smocked midi dress urban outfitters 10 Fool Proof Sneaker + Dress Combo Templates to Copy

Curve-hugging midi dresses are proving to be the most complimentary accessory for pairing with sneakers.

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

I have mixed feeling about the whole dad sneaker trend, but these I can get on board with.

6. Slip Dress + Tee + Converse All Star’s

wilfred christine dress aritizia 10 Fool Proof Sneaker + Dress Combo Templates to Copy

Tie-dye has shaped up to be one of the summer’s biggest retro-revival trends, and it shows no signs of slowing down come fall.

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

The basic white crew neck tee is such an underrated closet staple that deserves a bit of attention.

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

The pair of sneakers in your closet that will look just as cool brand new as they will after a decade of wear and tear.

7. Ladylike Dress + Luxe White Sneakers

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

The perfect lady-like dress to toughen up with some sneakers.

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

The luxe answer to classic the classic Stan Smith style.

View this post on Instagram

🍷 colored silk ❤️

A post shared by @ louvills on

8. Satin Slip Dress + Cardigan + Vans Old Skool Sneakers

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

An unexpected color choice that gives a fresh take on the silky slip dress craze.

Shaggy Open-Knit Cardigan

Texture can make or break a look.

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

The chicest skater shoe we ever did see.

View this post on Instagram

LA goes to NY

A post shared by Emily Ratajkowski (@emrata) on

9. Mini Dress + Boyfriend Blazer + Chunky Sneakers + Baseball Cap

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

The sweetest mini slip I’ve ever laid my eyes on.

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

You will wear this blazer on repeat this fall. Trust me.

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

Fila is officially back in action, guys.

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

The cap you didn’t know was missing from your current lineup.

10. Floral Maxi + Denim Jacket +Chuck Taylor Hi-Tops

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

The perfect floral maxi that will work for just about any occasion and any season.

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

The perfect oversized (but not too baggy) jean jacket.

13 Fool-Proof Sneaker + Dress Combo Templates to Copy | STYLECASTER

A timeless sneaker staple.

Our mission at STYLECASTER is to bring style to the people, and we only feature products we think you’ll love as much as we do. Please note that if you purchase something by clicking on a link within this story, we may receive a small commission of the sale.

STYLECASTER | fall outfits | fall dresses | fall fashion | dress and sneakers | fall outfit ideas
share