Silky slip dresses are back, and they’re taking over once again. This ‘90s staple has found its way onto runways, red carpets, and street-style moments, proving its timeless appeal. Yet, as much as we love the effortless elegance of a slip dress, styling it—especially when it comes to shoes—can be tricky.
With so many slip dresses tempting us from store windows (and their nightgown-like resemblance making us hesitate), the question remains: how do we style them without looking like we just rolled out of bed? Despite their simplicity, slip dresses are endlessly versatile, flattering every silhouette and transitioning seamlessly from day to night.
Whether you keep it minimal and sleek or elevate it with layers and accessories, a well-styled slip dress is always a showstopper. But what’s the perfect shoe pairing? We’ve got you covered.
1. Strappy stilettos
Whether you’re wearing a timeless silky slip dress such as the Vince V-neck satin maxi slip dress or an asymmetric, fashion-forward one such as the Loewe asymmetric one-shoulder embellished satin and stretch-crepe maxi dress, you can’t go wrong with strappy stilettos (depending on the occasion, of course).
Strappy stilettos have a way of elevating pretty much everything you wear, and silky slip dresses aren’t any different.
When you’re wearing a patterned or embellished silky slip and you don’t want to take away from the beauty of the dress, add the classic, chic strappy stilettos such as the Roger Vivier Strappy Patent Slingback Sandals.
Or, when you’re wearing a simple, solid-colored silky slip dress that you would want to elevate, throw on something eye-catching such as the Veronica Beard Cabot Strappy Metallic Ankle-Wrap Sandals or the ALAIA Cabaret Sculptural-Heel Strappy Sandals.
Whichever style you decide to go with, you’re guaranteed to turn heads.
2. Pointed-toe pumps
Other than strappy stilettos, you can’t wear anything more classic and chic than pointed-toe pumps. Of course, pointed-toe pumps go with everything, which makes the entire “what shoes to wear with a slip dress” question much easier to answer.
Oh, silky slips and pointed-toe pumps make for a wardrobe must-have you didn’t even know you needed.
Firstly, you can easily wear them to a business meeting or the office when you throw on a matching blazer, a structured trenchcoat, or a clean-cut coat.
Secondly, you can wear them to an event combined with sparkly earrings and a shimmering handbag. Thirdly, you can wear them on a date night combined with something edgier (a leather jacket, maybe?).
Now, you probably already own a pair of pointed-toe pumps you can wear. But, on the off chance that you don’t, we suggest going for simple styles you can wear year-round such as the Jimmy Choo Love Leather Mesh Pumps, Christian Louboutin Apostrophy Leather Pointed Red-Sole Pumps, or Stuart Weitzman Patent Leather Stiletto Pumps.
3. Platform pumps
While we are always rooting for classic, elegant ensembles, there are times when you want to cause drama with the outfit you’re wearing. We know that silky slip dresses don’t necessarily scream “dramatic,” but when you combine them with the right accessories – you’re guaranteed to make a splash.
Platform pumps, of course, are one of the ways to go. Popularized by Versace Medusa Aevitas ones, platform pumps seem to have become a footwear must-have for anyone who wants to demand attention from the moment they enter the room.
People love to hate on trends, but we can get behind the chunky, bottom-heavy footwear.
With that out of the way, we would suggest you wear platform pumps with simple silhouettes. When you’re wondering what shoes to wear with slip dresses, remember that the style of the shoe depends on the style of the dress.
While you can always go with OG Versace platform pumps, we adore the Valentino Garavani Patent Leather Ankle-Strap Platform Pumps, Prada Plateau Metallic Peep-Toe Platform Pumps, and Bottega Veneta Lambskin Mary Jane Platform Pumps.
4. Espadrille wedges
We know that silky slip dresses work wonders when combined with strappy stilettos, pointed-toe pumps, and platform pumps because they’re meant to be combined with something as elegant as they are, right?
While we have to agree that silky slip dresses have the power to make a bigger and better statement than an embellished, evening gown, we also have to argue that silky slip dresses go with more relaxed, casual styles, too.
We suggest wearing them with espadrille wedges on summer days for the ultimate “vacation mode on” moment (whether you’re on vacation or not).
Espadrilles and espadrille wedges happen to be one of the most comfortable things you can wear, which makes them even better for whatever event you’re attending. Whether you’re attending a beach wedding, a garden barbecue, or a pool party, you can’t go wrong with a silky slip and espadrilles combination.
Espadrilles are available everywhere, but our favorite ones are the Castaner Bianca Espadrille Wedges, Jimmy Choo Drive Metallic Wedge Espadrille Sandals, and Veronica Beard Rilla Woven Suede Wedge Espadrille Sandals.
5. Loafers
According to our favorite fashion babe, Hailey Bieber, loafers are the ultimate, cool-girl must-have. As evidenced by Bieber, you can wear them with pretty much everything, from straight-legged jeans and barely-there leather shorts to cut-out blazer dresses and pleated skirts.
And, as you might have guessed, you can wear them with silky slip dresses.
Now, there are a few ways you can take on the trend. Right off the bat, you can style your silky slip with a simple white tee underneath, a pair of knitted socks, and a pair of chunky, lug-sole loafers such as the Gucci leather lug sole Horsebit loafers.
On the other hand, you can style your silky slip with a chunky cardigan or a cashmere sweater and a pair of backless loafers (mules, kind of) such as the Gucci Princetown backless loafers.
Alternatively, granted that you want to wear high heels, you can style your silky slip with a matching blazer or a matching trench coat and a pair of heeled loafers such as the Versace platform loafers.
6. Simple, white sneakers
Simple, white sneakers haven’t been simple for a while. From Stan Smiths peeking out from underneath celebrities’ trousers to chunky, dad sneakers gracing the runway shows, sneakers have managed to evolve and elevate everyone’s ‘fits.
Fashion’s ever-changing; however, there’s nothing more on-trend right now than a seductive, silky slip combined with simple, white sneakers. From subdued tennis sneakers to canvas low-tops to retro styles, you can’t go wrong with whatever white sneakers you already own.
Leather sneakers go great with silky slip dresses because they’re a little more dressed up than your regular, canvas sneakers.
Essentials’ white tennis court low sneakers and Stuart Weitzman Livvy convertible are perfect because they’re boring and basic – exactly what you need when you’re wearing a patterned, embellished, or asymmetric dress.
Oh and, Maison Margiela canvas low-top sneakers, Everlane ReLeather velcro court sneakers, and Khaite Walker suede-trimmed leather sneakers are great, too!
7. Chunky, combat boots
We might have made a case against our fashion knowledge right now, but we adore the way chunky, combat boots add an edge to a silky slip. Whenever we’re wondering what shoes to wear with slip dresses to make them not as dressy, we remember chunky, combat boots.
Not only are they on-trend, but they’re comfortable, wearable, and warm. Now, combine your favorite silky slip with a chunky cardigan or a cashmere sweater, a bunch of accessories, and a pair of chunky, combat boots.
Throw on a statement leather (and shearling, maybe?) jacket and you’re ready to take on the world.
Our favorite chunky, combat boots at the moment are Dr. Martens 1460 Smooth Leather Lace-Up Boots, La Canadienne Brendan Waterproof Combat Boot, and Best Lug SolePrada Monolith Leather and Nylon Boots.
Whichever one you decide to go with, don’t forget to throw on a matching belt and some sunglasses for the ultimate, cool-girl-approved look.
8. Knee-high boots
At the end of the day, we can’t forget about knee-high boots because they’re the ones we’re going to gravitate towards the most when the weather becomes colder. Also, knee-high boots happen to look like a dream when combined with a silky slip – they balance each other out to a tee.
Silky slips are perfect for layering during the colder months, which means you shouldn’t throw them at the back of the closet when the temperatures begin to drop.
Wear them with chunky cardigans, clean-cut coats, and other woolen, knitted pieces. We suggest going for the Tony Bianco Cortez boots or the Larroudé The Kate suede boots, but you can go with whatever knee-high boots speak to you.
We’re keeping our fingers crossed that you approve of our suggestions, and we’re wishing you the best of luck!
9. Ballet Flats
Now with ballet flats, these simple yet elegant shoes bring a touch of Parisian flair to your slip dress. Ballet flats’ delicate design pairs beautifully with the fluidity of a slip dress, creating a harmonious silhouette. Whether in pastel tones or classic black, they exude understated elegance.
Ballet flats are perfect for a morning brunch or an afternoon stroll in the park. They offer comfort and style without compromising on aesthetics. Additionally, these shoes are incredibly versatile, easily transitioning from day to night. Accessorize with a cute handbag or simple jewelry, and your look is complete. Effortless glam has never been so attainable.
10. Cowboy Boots
Imagine the unexpected pairing of a slip dress with cowboy boots! This bold combination fuses urban chic with rustic charm, making a strong style statement. Cowboy boots, with their distinctive design, add a rugged edge to the soft, sleek silhouette of a slip dress.
This ensemble is ideal for a festival or a casual day out. The boots’ sturdy build ensures comfort while turning heads. For those who love to experiment with fashion, this pairing offers a refreshing departure from the ordinary. Layer with a denim jacket or a wide-brimmed hat to enhance the look. Embrace the wild side of fashion with confidence!
11. Flip-Flops
These shoes bring a carefree vibe to the world of slip dresses, making them perfect for beach outings. Their simplicity is their greatest asset, effortlessly complementing the relaxed elegance of a slip dress. Lightweight and easy to wear, flip-flops are synonymous with summer fun.
Choose vibrant colors or patterns to add a playful element to your look. Whether you’re enjoying a seaside picnic or a casual beach party, this combination ensures comfort without sacrificing style. Pack a straw hat and sunglasses to complete your outfit. With flip-flops, you’re ready for sun-soaked adventures and leisurely walks along the shore.
12. Chunky Sneakers
Chunky sneakers bring an unexpected sporty twist to the delicate slip dress. This combination is a nod to modern street style, where comfort meets avant-garde fashion. The bold design of chunky sneakers adds a playful dimension to the streamlined elegance of a slip dress.
Ideal for urban explorers and trendsetters, this pairing is both practical and stylish. The sneakers provide support for long walks or a day of exploration. Pair with a crossbody bag or oversized sunglasses for a fashion-forward look. This juxtaposition of styles is perfect for those who aren’t afraid to make a statement. Step out confidently and embrace the unexpected.
13. Slip-On Sandals
Perfect for warm-weather gatherings, slip-on sandals bring a breezy elegance to slip dresses. Their minimalist design complements the effortless charm of a slip dress. Easy to wear and incredibly versatile, slip-on sandals are a staple for garden parties and casual outings.
With a variety of styles available, from embellished to minimalist, slip-on sandals can match any dress. Pair with delicate jewelry or a sun hat for a polished look. These sandals provide a blend of comfort and style, ensuring you stay chic throughout the day. Enjoy the ease and versatility they offer, making every step a relaxed yet stylish statement.
14. Stiletto Mules
Stiletto mules add a touch of glamour and sophistication to slip dresses, perfect for evening events or upscale gatherings. Their sleek design and high heels elevate the elegance of a slip dress, transforming it into a red-carpet-ready ensemble.
The open-back style of mules offers a modern twist, while the stiletto heel adds height and drama. Pair with bold accessories or a statement clutch to enhance the look. The stiletto mule-slip dress combo is ideal for fashion-forward individuals who love to make an entrance. Step into a world of elegance and let your presence be known, turning heads wherever you go.
15. High-Top Sneakers
Great for music festivals or casual outings, high-top sneakers bring an edgy, youthful vibe to slip dresses. Their distinctive look contrasts with the soft, sleek lines of a slip dress, creating a unique style statement.
Designed for comfort and style, high-top sneakers are great for all-day wear. Their versatility allows for creative experimentation, whether with bold patterns or classic designs. Pair with a backpack or quirky accessories to complete the look. This combination is for those who love to blend fun and fashion, making every moment an opportunity to showcase personal style. Dance the day away in comfort and flair.
16. Heeled Ankle Boots
Heeled ankle boots offer a chic, modern twist to slip dresses, ideal for art events or stylish gatherings. Their structured design and added height complement the flowing lines of a slip dress, creating a sophisticated silhouette.
These boots provide a seamless transition from day to night, offering versatility and flair. Opt for leather or suede finishes to match your dress. Pair with a tailored jacket or bold jewelry for a refined look. The heeled ankle boot-slip dress pairing exudes confidence and style, perfect for those who appreciate fashion’s finer details. Embrace the modern yet timeless appeal of this elegant combination.
17. Flat Sandals
Flat sandals embody the essence of laid-back luxury, an ideal match for slip dresses in tropical settings. Their simple, comfortable design highlights the effortless elegance of a slip dress. Perfect for poolside lounging or resort strolls, flat sandals keep you stylish and relaxed.
Choose leather or colorful straps to add a personal touch to your ensemble. Pair with a beach tote or oversized hat for the ultimate resort look. This combination allows you to enjoy leisure with a hint of glamour, ensuring every step is gentle and graceful. Revel in the simplicity and chic appeal that flat sandals bring to your slip dress ensemble.