HOW TO STYLE A DRESS? TRENDY DRESS OUTFITS TO TRY NEXT

How to style a dress? Of course, it depends on the type of the dress. But we explore different dress types, offer expert styling tips, and showcase fashionable dress outfits in this article. Scroll down to see trendy dress outfits for 2024 and 2025 that are easy to copy and flawlessly flattering to any girlie.

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HOW TO STYLE A DRESS

As always, all the collages in this article are hyperlinked and available for immediate purchase. You can shop for all the dress outfits presented in this article as you read. To shop for the dress outfits presented, simply click on the item you want to buy. One simple click will take you to the store (I only link to the stores I shop from and know they are trustworthy) where you can purchase that item. Or similar item if mine is sold out. Pov, I tend to wear my clothes and shoes long after they are sold out. There are so many ways to style wardrobe favourites and make them long fashionable and modern for ages.

Let’s start by styling dresses with different types of shoes. Ps. Find layering tips and dress outfits with outwear below.

1 DRESS OUTFITS WITH SANDALS

SHORT PINK FLOUNCE DRESS WITH HIGH HEEL SANDALS

PINK BODYCON DRESS WITH HIGH HEEL SANDALS

NAVY BLUE SHORT SLEEVE SHORT DRESS WITH DRESSY SANDALS

SHORT PINK FLOUNCE DRESS WITH HIGH HEEL ANKLE STRAP SANDALS

SILVER GOWN WITH HIGH HEEL ANKLE STRAP DRESS SANDALS

SHORT OFF THE SHOULDER LACE DRESS WITH ANKLE TIE SANDALS

MINI BLACK HALTERNECK DRESS WITH WHITE SANDAL MULES

SHORT LINEN FLORAL DRESS WITH STRAPPY SANDALS AND A BUCKET HAT

OLD MONEY FLORAL DRESS WITH LOW HEEL SANDALS AND A HEADBAND

2 DRESS OUTFITS WITH STILETTO PUMPS

SHORT BLUE LACE DRESS WITH NUDE PUMPS

SHORT GREEN ONE SHOULDER WRAP DRESS WITH PINK STILETTO PUMPS

SHORT SLEEVE SHORT FLOUNCE DRESS WITH PINK STILETTO PUMPS

PUFF SHOULDER LONG SLEEVE SHORT PINK DRESS WITH PINK STILETTO PUMPS

SHORT RED PUFF SLEEVE DRESS WITH PINK STILETTO PUMPS

MINI RED DRESS WITH PINK SATIN STILETTO PUMPS

MINI RED DRESS WITH RED STILETTO PUMPS

BURGUNDY RED MINI DRESS WITH PINK STILETTO PUMPS

BLACK TWEED DRESS WITH PINK SATIN STILETTO PUMPS AND A BURGUNDY RED WOVEN HEADBAND

BLACK TWEED DRESS WITH PINK SATIN STILETTO PUMPS

BLACK TWEED DRESS WITH BLUE SATIN STILETTO PUMPS

SEMI FORMAL SHORT SLEEVE SHORT DRESS WITH PINK STILETTO PUMPS AND FASCINATOR

SHORT SLEEVE SHORT RUFFLE NAVY BLUE DRESS WITH PINK STILETTO PUMPS

SLEEVELESS LITTLE BLACK DRESS WITH PINK SATIN STILETTO PUMPS

A-STYLE SLEEVELESS LITTLE BLACK DRESS WITH PINK SATIN STILETTO PUMPS

SHORT SLEEVE LITTLE BLACK DRESS WITH PINK SATIN STILETTO PUMPS

SEMI FORMAL MIDI BELTED DRESS WITH PINK STILETTO PUMPS AND FASCINATOR

CUTOUT MIDI BLACK DRESS WITH SATIN PINK STILETTO PUMPS

3 DRESS OUTFITS WITH KITTEN HEELS

MINI BUTTER YELLOW TWEED DRESS WITH PATENT LEATHER RED KITTEN HEEL SLINGBACK PUMPS

MINI RED DRESS WITH MATCHING KITTEN HEEL SLINGBACKS

MINI BLUE KNIT DRESS WITH RED KITTEN HEEL SLINGBACKS AND WHITE BOW SOCKS

SHORT BLUE LACE DRESS WITH BERRY LIQUOR RED KITTEN HEEL SLINGBACKS

MINI SHORT SLEEVE RED DRESS WITH BERRY LIQUOR RED KITTEN HEEL SLINGBACKS AND MATCHING HEADBAND

MINI KHAKI KNIT DRESS WITH PATENT LEATHER RED KITTEN HEEL SLINGBACK PUMPS

COTTON LITTLE BLACK DRESS WITH PATENT LEATHER RED KITTEN HEEL SLINGBACK PUMPS

SHORT SLEEVE PETER PAN COLLAR DRESS WITH VALENTINO ROCKSTUD KITTEN HEEL SLINGBACKS

4 DRESS OUTFITS WITH SLINGBACKS

MINI SLEEVELESS TWEED DRESS WITH MARY JANE SLINGBACKS

SHORT BOHO DRESS WITH BLACK KITTEN HEEL SLINGBACKS

MIDI GREEN SLIT DRESS WITH BURGUNDY RED KITTEN HEEL PUMPS AND POMEGRANATE RED WOVEN HEADBAND

MIDI FULL RED DRESS WITH CURVY HEEL SLINGBACKS

ASYMMETRICAL GREEN SATIN DRESS WITH CURVY HEEL SLINGBACKS

5 DRESS OUTFITS WITH MULES

LONG LACE DRESS WITH HIGH HEEL MULES

LITTLE BLACK DRESS WITH HIGH HEEL MULES AND FEATHER BOA

OLD MONEY FLORAL DRESS WITH FLAT POINTY MULES AND A HEADBAND

SHORT NAVY DRESS WITH FLAT POINTY MULES

6 DRESS OUTFITS WITH FLATS

SUNDAY DRESS WITH POINTY BALLET FLATS

SHORT FLORAL LINEN DRESS WITH BALLET FLATS

BARBOUR QUILTED JACKET ON SHORT LINEN DRESS WITH BALLET FLATS

POMEGRANATE RED MINI DRESS WITH POINTY FLAT MULES AND BURGUNDY HEADBAND

HIGH LOW SHIRT DRESS WITH FLAT SLIDES

7 DRESS OUTFITS WITH BOOTS

LONG BLACK COAT ON A SHORT BLUE TWEED DRESS WITH BLACK KNEE HIGH BOOTS

DOUBLE BREASTED BLAZER ON A SHORT BOHO DRESS WITH COMBAT BOOTS

8 DRESS OUTFITS WITH ANKLE BOOTS

SHORT PUFF SLEEVE RED DRESS WITH WESTERN ANKLE BOOTS

SHORT BOHO DRESS WITH BROWN WESTERN ANKLE BOOTS AND BLACK BARN JACKET

9 DRESS OUTFITS WITH SNEAKERS

MINI BODYCON WHITE DRESS WITH WHITE SNEAKERS

STRIPED SHIRT ON SHORT BUBBLE HEM DRESS WITH CONVERSE LOW TOP SNEAKERS

SHORT LONG SLEEVE WHITE LACE DRESS WITH ASICS GEL SNEAKERS

SHORT RED PUFF SLEEVE DRESS WITH VEJA SNEAKERS

10 DRESS OUTFITS WITH WEDGES

LONG FLORAL DRESS WITH SLINGBACK WEDGES AND A HEADBAND

BUTTER YELLOW MINI TWEED DRESS WITH WEDGE ESPADRILLES

3/4 SLEEVE SHORT BLACK TWEED DRESS WITH WEDGE ESPADRILLES

SHORT POLKA DOT WRAP DRESS WITH BLACK ESPADRILLE WEDGES

11 DRESS OUTFITS WITH A BLAZER

SHORT PINK FLOUNCE DRESS WITH BLACK BOYFRIEND BLAZER AND POINTY KITTEN HEELS

GREEN WRAP DRESS WITH BLACK BOYFRIEND BLAZER AND POINTY KITTEN HEELS

A LITTLE BLACK DRESS WITH BLACK SINGLE BREASTED BLAZER AND PINK PUMPS

FULL MIDI RED DRESS WITH SHORT DOUBLE BREASTED BLACK BLAZER AND BLACK PUMPS

MINI DRESS WITH OVERSIZED NAVY BLAZER AND BIKER BOOTS

MINI ORANGE TANK DRESS WITH OVERSIZED NAVY BLAZER AND POINTY FLAT MULES

MINI SATIN DRESS WITH OVERSIZED NAVY BLAZER AND SATIN STILETTO PUMPS

MINI SILK SLIP DRESS WITH DOUBLE BREASTED NAVY BLAZER AND SANDALS

NAVY BLUE SHORT SLEEVE DRESS WITH DOUBLE BREASTED NAVY BLAZER AND STILETTO PUMPS

SHORT BOHO DRESS WITH DOUBLE BREASTED NAVY BLUE BLAZER AND BLACK KITTEN HEEL SLINGBACK PUMPS

12 DRESS OUTFITS WITH A BOMBER JACKET

SHORT SATIN WRAP DRESS WITH BOMBER JACKET AND KITTEN HEEL ANKLE TIE SLINGBACKS

13 DRESS OUTFITS WITH A BARN JACKET

MINI KNIT KAHKI DRESS WITH BLACK BARBOUR JACKET AND GUCCI HEELED LOAFERS WITH KHAKI LEATHER HEADBAND

14 DRESS OUTFITS WITH A TWEED JACKET

SHORT BOHO DRESS WITH A TWEED JACKET AND RIDING BOOTS

15 DRESS OUTFITS WITH A LEATHER JACKET

SHORT PINK FLOUNCE DRESS WITH BLACK CROPPED LEATHER JACKET AND ANKLE TIE KITTEN HEEL SLINGBACKS

16 DRESS OUTFITS WITH A DENIM JACKET

SHORT PINK RUFFLE LACE DRESS WITH SHORT DENIM JACKET AND KITTEN HEEL SLINGBACKS

17 DRESS OUTFITS WITH A TRENCH COAT

BROWN SILK SLIP DRESS WITH BROWN TRENCH COAT AND STRAPPY SANDALS

SHORT BLACK DRESS WITH DARK NAVY BLUE TRENCH COAT AND BLACK PUMPS WITH A BLACK VEIL FASCINATOR

LONG ORANGE LACE DRESS WITH BROWN KNEE LENGTH TRENCH COAT AND POMEGRANATE BURGUNDY RED KITTEN HEEL SLINGBACK PUMPS

18 DRESS OUTFITS WITH A WINTER COAT

SHORT BURGUNDY DRESS WITH KNEE LENGTH BURGUNDY COAT AND MATCHING PUMPS WITH A FASCINATOR

FULL MIDI GREEN DRESS WITH LONG BLACK COAT AND HIGH SLINGBACK PUMPS WITH A TIARA

FULL MIDI RED DRESS WITH LONG BLACK COAT AND HIGH SLINGBACK PUMPS WITH A TIARA

19 DRESS OUTFITS WITH A CARDIGAN

BLUE SUNDAY DRESS WITH A SHORT CARDIGAN AND SLINGBACKS WITH A HEADBAND

20 DRESS OUTFITS WITH A BELT

MIDI FULL BLUE DRESS WITH MATCHING BELT AND HIGH HEEL SLINGBACK PUMPS WITH A HEADBAND

SEMI FORMAL BLUE DRESS WITH MATCHING BELT AND HIGH HEEL SLINGBACK PUMPS WITH A HEADBAND

21 DRESS OUTFITS WITH OPAQUE TIGHTS

MINI BLACK TWEED DRESS WITH DENIM BLUE TIGHTS AND MARY JANE PATENT LEATHER MID HEEL PUMPS

DRESS OUTFITS FOR EVERY OCCASION

FAQ STYLING A DRESS

If you feel dazzled with all the ways to wear a dress, but not sure what outfit to try first – check the FAQ.

What accessories work best with a little black dress?

Classic options like pearl necklaces or statement earrings never go out of style. For a modern twist, try layered gold necklaces or a fashionable clutch. The key is to let the dress shine while adding your personal flair.

How can I make a casual dress look more formal?

Elevating a casual dress is all about the details. Swap flat sandals for heels, add some sparkly jewelry, and consider a sleek updo. A tailored blazer can instantly dress up a simple frock. Don’t forget red lipstick to complete your look!

Are there any universal tips for styling dresses?

While individual style is key, some tips apply to most dress styles. Always consider the occasion, choose undergarments that work with the dress’s silhouette, and pay attention to proportions. Mixing textures can add depth to your outfit. For more specific advice and outfit inspiration, check out our full guide in this article.

How do I choose the right shoes for my dress?

Consider the dress length, style, and the event you’re dressing for. Ankle strap sandals work well with midi dresses, while pumps are versatile for many looks. For an in-depth look at pairing shoes with different dress styles, refer to our shoe section in this article.

Can I wear a dress for a casual day out?

Yes. Dresses aren’t just for special occasions. A t-shirt dress with flats makes for a comfortable yet stylish everyday look. Pair a sundress with flat sandals for a picnic, or throw a denim jacket over a floral dress for a casual brunch. Our article covers various dress styles for different occasions, from casual to formal.

What are some versatile ways to style a dress?

There are countless ways to style a dress, making it a versatile piece in your wardrobe. For instance, you can change the look of a dress by switching up your accessories. Pairing a dress with different bags, shoes, or jewelry can create a fresh outfit each time you wear it. For a casual look, consider adding a denim jacket or a cardigan, while a statement belt can accentuate your waist and add flair.

How can I layer a dress for different seasons?

In cooler months, you can wear a turtleneck or a fitted long-sleeve shirt underneath your dress. For a chic fall look, try pairing your dress with a blazer our fashionable jacket. In the summer, opt for lightweight cardigans or even a cropped jacket to keep it breezy.

What types of shoes should I wear with a dress?

For a casual day out, flats (even sneakers) work beautifully. If you’re dressing up for an event, consider heels. Remember, the key is to match the shoe style with the occasion and the dress’s overall aesthetic.

Can I wear a dress to a formal event?

In most cases, you must. Opt for a long gown or a cocktail dress, and enhance your look with elegant accessories like a clutch and statement jewelry. The right pair of heels can also elevate your outfit, making it suitable for events like weddings or galas.

How do I choose the right accessories for my dress?

When accessorizing, consider the dress’s color and style. For a bold dress, opt for more understated accessories to avoid clashing. Conversely, if your dress is simple, feel free to experiment with statement pieces. A good rule of thumb is to balance your accessories with the dress’s design to create a cohesive look.

What should I keep in mind when styling a dress for different occasions?

Always consider the event’s dress code (check the dress code guide) and the season. For casual outings, keep it light and fun with playful accessories. For formal events, focus on elegance and sophistication. Additionally, layering can help adapt your dress to various temperatures and settings, ensuring you’re comfortable and stylish.

How can I dress down a formal dress for everyday wear?

To dress down a formal dress, pair it with casual footwear like flats, espadrilles, wedges or sneakers. Throw on a denim jacket or an oversized cardigan for a relaxed vibe. Accessorizing with a baseball cap, simple jewelry and a crossbody bag can also help achieve a more casual look.

What are some tips for accessorizing a maxi dress?

With a maxi dress, you can create a bohemian look by adding layered necklaces and bracelets. A belt can help define your waist, while over the knee boots or wedges can enhance the flowy silhouette. Choose accessories that complement the dress’s patterns or colors for a balanced look.

Can I wear a dress in the winter?

Yes. To wear a dress in winter, layer it with thermal tights for warmth. Add knee-high boots and a chunky knit scarf or a tailored coat to keep cozy. Fabrics like wool or thicker materials can also help maintain warmth.

How do I style a bodycon dress?

Bodycon dresses look stunning with a structured blazer to balance the fitted silhouette. Opt for heels or pointy flats to elongate your legs, and choose sleek accessories. A bracelet can add extra flair without overwhelming the outfit

What should I consider when choosing a dress for my body type?

When choosing a dress, focus on styles that enhance your best features. For example, A-line dresses are flattering for pear shapes, while wrap dresses accentuate the waist. Understanding your body type can help you select dresses that make you feel confident and comfortable.

How can I make a simple dress look more stylish?

A simple dress can be elevated with the right accessories. Consider adding a statement belt, bold jewelry, or hair accessories. Layering with a trendy jacket or opting for unique footwear can also transform a basic dress into a standout outfit.

What colors of the dress work best for different occasions?

When selecting colors, consider the occasion. Bright colors and floral patterns are great for daytime events, while darker shades or jewel tones are perfect for evening and formal occasions. Neutral colors can be incredibly versatile for various settings.

How do I style a dress for a night out?

For a night out, choose a dress that makes a statement, whether it’s through color, silhouette, or embellishments. Pair it with high heels and bold makeup. Enhance the look with a clutch and statement earrings to create a chic evening ensemble.

Can I mix prints when styling a dress?

Yes. Mixing prints can create a fun and vintage look. When doing so, try to keep one print dominant and select another that complements it. For example, a floral dress can be paired with a striped jacket. Just be mindful of the colors to maintain harmony.

How do I style a dress for a business casual environment?

In a business casual setting, choose a dress with a more structured silhouette in neutral or muted colors. Pair it with tailored blazers and pumps. Minimal jewelry and a sleek tote bag can enhance your professional appearance.

How can I accessorize a dress for a festival?

For festivals, go for a playful and vibrant approach! Think statement earrings, layered necklaces, a hat, and a fun crossbody bag. Ankle boots or platform sandals can add to the boho vibe, while a flower crown or hat can complete your festival-ready look.

How do I choose the right undergarments for a dress?

Consider seamless options, shapewear, or strapless bras depending on your dress’s style. Always ensure that yourundergarments are comfortable and provide the support you need without being visible.

How can I style a dress for a date night?

For a date night, choose a dress that makes you feel confident and beautiful. Pair it with stylish heels and a clutch. Opt for soft, romantic accessories, and you can play up your makeup to match the occasion for that perfect finishing touch.

How can I style a dress with a graphic tee underneath?

Layering a graphic tee underneath a dress adds a fun and casual twist. Choose a fitted or slightly loose tee, and let the dress fall over it. This look works with slip dresses. Finish the outfit with cowboy boots for a relaxed vibe.

What type of jewelry works best with a simple dress?

With a simple dress, you can opt for bold, statement jewelry to add interest. Chunky necklaces, oversized earrings, or stacked bracelets can elevate the outfit. Alternatively, delicate pieces can create a minimalist, elegant look, depending on your personal style.

How do I style a dress for a job interview?

For a job interview, choose a dress that is professional and demure. Opt for a tailored style in a solid color or subtle print. Pair it with a blazer and closed-toe heels. Keep accessories minimal to maintain a polished appearance while allowing your confidence to shine through.

Can I wear a dress with a sweater tied around my waist?

No.

How should I style a dress for a picnic?

For a picnic, opt for a comfortable, breathable dress like a sundress. Pair it with flats or canvas shoes for ease. Accessorize with a wide-brimmed hat for sun protection and a crossbody bag to keep your essentials handy.

What are some ways to style a dress for travel?

When traveling, prioritize comfort and versatility. Choose a wrinkle-resistant dress that can be worn in multiple settings. Pair it with comfortable sneakers or slip-on shoes. Layer with a lightweight jacket or cardigan for varying temperatures and accessorize with a travel-friendly bag.

How do I style a dress with a long cardigan?

Choose a complementary color or a contrasting pattern for visual interest. This look works well with both casual and dressy dresses. Finish with pointy flats or knee high boots for a balanced outfit.

What should I consider when styling a dress with leggings?

Styling a dress with leggings is outdated.

How can I style a dress for a concert?

Consider a denim or leather jacket over your dress, paired with combat boots. Accessorize with layered necklaces and a crossbody bag for practicality while ensuring you feel stylish and comfortable.

Can I wear a dress with a belt at any time?

No. Read the Dress Code Guide for more explanation.

What type of dress is best for a casual brunch?

A casual brunch calls for a relaxed yet stylish dress. A sundress or a shirt dress works well for this occasion. Pair it with comfortable sandals and a light jacket if needed. Add simple accessories, like stud earrings or a delicate necklace, to keep it laid-back.

How can I transition my summer dress into fall?

To transition a summer dress into fall, layer with a fashionable jacket. Add tights for warmth or boots for a stylish finish.

What are some tips for styling a dress with a printed pattern?

When styling a printed dress, keep accessories simple to avoid clashing. Choose solid-colored shoes and bags that complement one of the dress’s colors. Layer with a neutral cardigan or jacket for balance, and consider subtle jewelry to enhance rather than overpower the outfit.

Can I wear a dress with over-the-knee boots?

Yes. Smooth leather over-the-knee boots can add a fashionable edge to a dress. Opt for flowy dress to create a boho 3.0 look. Pair with a cape to complete the look, making it perfect for cooler weather.

How to style a dress?

The dress is a versatile piece that can be dressed up or down. With the right styling, you can create countless looks to suit your personal style. Discover the endless possibilities of the dress and find your perfect match.

How to wear a dress?

Whether you’re looking for a casual or dressed-up look, there’s a dress style for everyone. Explore different styling techniques to create outfits that make you feel confident and stylish.

How to dress up a dress?

Transform your dress into an evening-ready ensemble with dress shoes. Discover elegant and sophisticated styling ideas to elevate your look. Learn how to create a glamorous and unforgettable outfit.

How to style a dress for work?

Achieve office-appropriate style with a dress and blazer. Learn how to create polished and professional outfits while maintaining your personal style. Discover how to balance the length of the dress with workplace attire.

How to style a dress for a night out?

Turn heads with a glamorous dress outfit and cutesy shoes. Discover stylish and sophisticated looks for your next night out. Learn how to accessorize and layer to create a stunning evening ensemble.

How to style a dress for summer?

Embrace the summer vibes with a dress and sandals or espadrilles. Discover fresh and breezy outfits perfect for warm weather. Learn how to style your dress for various summer occasions, from beach days to city nights.

How to style a dress in winter?

Layer your dress for warmth and style during colder months. Discover how to incorporate this versatile piece into your winter wardrobe. Learn how to create stylish and practical winter looks with a dress and winter coat or cape.

What to wear with a dress?

Fashionable shoes and trendy accessories.

How to style a dress with a cardigan?

Create a cozy and stylish look by pairing your dress with a short cardigan or long cardigan for a bohemian touch. Discover different cardigan styles and how to layer them effectively. Learn how to create balanced and flattering outfits.

How to style a dress with a blazer?

Elevate your dress outfit with a trendy blazer for a polished and sophisticated look. Discover different blazer styles and how to complete your look. Learn how to balance proportions and create stylish and versatile outfits.

How to style a dress with a denim jacket?

Add a touch of edge or casualness to your dress outfit with an oversized denim jacket. Discover different denim jacket styles and how to combine them with your dress. Learn how to create a stylish and modern look.

How to style a dress with boots?

Create a stylish and edgy look by pairing your dress with knee high or over the knee boots. Discover different boot styles and how to combine them with your dress. Learn how to create balanced and flattering outfits.

How to style a dress with sneakers?

Achieve a casual and effortless look by pairing your dress with minimalistic sneakers.

How to style a dress with heels?

Elevate your dress outfit with a pair of heels. Discover different heel styles and how to create sophisticated looks. Learn how to balance the length of the dress with heels for a flattering and stylish silhouette.

Sign up to Brunette from Wall Street Substack for updates on dress outfits and more ways to style a dress for a fashionable dress outfit. Up next: DRESSES IN FASHION FOR FALL WINTER 2024/25 and SUMMER DRESSES TO BUY IN 2025. Check also SS24 STYLING TRENDS and AW24/25 STYLING TRENDS.