5 Foolproof Ways to Pair a Dress With Sneakers

POPSUGAR Photography | Benjamin Stone
POPSUGAR Photography | Benjamin Stone

When other people describe my style, they use words like "casual" and "relaxed" — I am from California, after all. But just because I like to keep things simple, it doesn't mean that I don't have an eye for fashion trends — I mean, it is my job. That being said, there's one trend I've been obsessing over all Summer long: the unexpected combination of a dress and sneakers. I know I'm not alone in craving a way to style my Summer dresses that doesn't require teetering around in painful heels, but this look is about more than just comfort. Really, it's about bending the rules of what is "okay" to pair together, and that's what makes it so fun.

While some say sneakers are too boyish to pair with feminine dress designs, sporty shoes actually offer the perfect balance. To prove it, I took one of my all-time favorite sneaker styles, the Adidas Stan Smith, and paired it with five of this season's chicest dresses – spoiler alert, it totally worked! So, whether you're headed out on a first date, or just need some fresh office-wear inspiration, this is the Summer style hack worth giving a try. Read on for a step-by-step style guide to making this unexpectedly cool combo work for five totally different occasions.

Brunch
POPSUGAR Photography / Benjamin Stone

Brunch

Brunch with your girlfriends is the perfect opportunity to try out a trendy look that's bound to get their attention. And when your BFFs compliment your cool new look, simply smile and enjoy that mimosa.

Weekend Casual
POPSUGAR Photography / Benjamin Stone

Weekend Casual

While sneakers may already be a weekend staple, skip your workout wear and toss on a breezy maxi instead. Since you never know who you'll run in to while you're out running errands, there's no harm in taking your look from no effort to effortlessly chic.

The Office
POPSUGAR Photography / Benjamin Stone

The Office

To make this combination office appropriate, pair sleek sneakers with a structured and sophisticated business dress. Keep your jewelry simple, but make a statement with a bag that makes you feel like a total boss.

Date Night
POPSUGAR Photography / Benjamin Stone

Date Night

Whether it's a first date or you've planned something special with your long-term love, sneakers will help put you (and your date) at ease. You can still wear your favorite slinky dress, but leave your go-to stilettos at home. Not only do sneakers seem more relaxed, they'll help you survive the walk home blister-free once dinner is done.

Night Out
POPSUGAR Photography / Benjamin Stone

Night Out

If you're planning on dancing the night away, don't feel obligated to wear your sexiest heels. Sneakers add a hint of playfulness to a flirty minidress — and with all the fun you'll be having while you own the dance floor, someone is bound to take notice.