
20 dress styles that will never go out of style, according to fashion experts.
You'll want to use them regularly.
Dresses are the perfect example of timeless style that never goes out of fashion. The countless dress styles available today – from figure-flattering shift dresses to flowing maxi dresses – demonstrate just how versatile this essential item truly is. Whether you're preparing for a special event or simply looking for an easy-to-wear dress, the right dress can easily adapt to any occasion. As fashion experts will tell you, the key to the perfect dress is versatility.
“As a designer, I appreciate dresses that suit a variety of occasions and body types,” says Diarra Bousso, founder of Diarrablu. “Dresses that are both fashionable and comfortable, suitable for changing weather and allow for layering are ideal,” she adds. And she’s not the only fashion expert who thinks so. In fact, Diana LoMonaco, the founder of Classic Six, also agrees with this view.
Here's a list of 20 dress styles you can easily add to your wardrobe—from Bousso and LoMonaco.
Turtleneck dress
Turtlenecks are synonymous with cool weather, and a wool dress is the perfect blend of elegance and warmth. "Turtleneck dresses exude autumnal sophistication," says Bousso, recommending pairing them with ankle boots or knee-high boots, depending on the neckline.
Loose maxi dress
Conversely, if you're looking for the perfect dress for the warmer months, consider a breezy maxi dress. Because these dresses are lightweight, they're also very breathable. Plus, choosing lighter colors—like white or pastels—will help limit sun exposure.
Nightgown
Thanks to Hill House, a brand that constantly updates its trends by releasing new styles and patterns each season, making it popular again, you'll easily find at least one variation of the nightgown in outfits from early spring to fall. It's a comfortable yet youthful and structured look that makes a fashion statement.
Shirt dress
A versatile garment that transcends conventional boundaries, the shirt dress has evolved from a loose, baggy style inspired by menswear to a wide variety of shapes and silhouettes. Short and knee-length shirt dresses offer a casual look, paired with heels for elegance or sneakers for a sporty style, while ankle-length shirt dresses have become indispensable for formal events. Regardless of the length, LoMonoca believes this style is one of the easiest to style, whether for everyday wear or formal occasions.
Wrap Dress
Among all types of dresses, a wrap dress just might be the most classically timeless silhouette. It's definitely, as Bousso puts it, "a true wardrobe essential." There are many reasons the wrap dress boasts decades of icon status, and Bousso sums its virtues up nicely, saying, "Its adjustable fit allows for versatility and comfort, making it suitable for both formal and casual settings. I love how it accentuates the waist and offers a hint of playfulness with its crossover front, and it looks beautiful across all size ranges." Here, here.
Long-Sleeved Minidress
With a short hemline balanced by more coverage on top, a long-sleeved minidress is perfect for occasions with a conservative-leaning dress code that might exclude other minidresses. "The long sleeves play with the proportions of a mini skirt," says LoMonaco, adding that this type of dress looks equally put together when worn with shoes ranging from sneakers to stilettos.
Denim Dress
Denim remains a staple material in fashion because it's wildly versatile. One way to put an innovative spin on a tried-and-true textile is by wearing it in an unexpected way—i.e., a dress. While the one photographed here is an elevated version, you can also opt for something more dressed-down, like a minidress.
Slip Dress
This celebrity summer favorite is a true chameleon among dresses. It can transform into a slinky skirt when worn under a sweater, become part of a rock concert uniform, and carry you from day to night with the help of a blazer. Thanks to its traditionally loose fit, a lingerie-inspired slip dress can also be layered over shirts and tees for a more modest—not to mention warmer—outfit.
T-Shirt Dress
A simple T-shirt dress is always great to have on hand for errands, lounging, or low-key nights out. Best of all? It's equally cool when worn with a varsity jacket and kicks or heels and a statement bag. The allure of this type of dress is the same as the allure of a basic white tee: it's effortless, classic, and easy.
Leather Dress
Another unexpected material not typically seen in dresses is leather or pleather. The textile tends to read as edgy or sexy, but when worn over a white T-shirt, it's a bit more on the casual side. Here, fashion influencer Emilie Joseph dons white pumps to avoid leaning all the way into a casual look.
Sheath Dress
This relatively conservative dress style is as much of a staple in business casual settings as it is at weddings and semi-formal daytime parties. Well-fitted, but not clingy, from shoulder to hemline, it operates a lot like a blank canvas, allowing you to highlight statement accessories, create a striking monochromatic ensemble, or fly, quietly and luxuriously, under the radar with a minimalist outfit.
Bodycon Dress
Bodycon doesn't automatically refer to club wear. Rather, a bodycon dress is one with a bit of structure or support that hugs (and celebrates) your curves. It also happens to be one of the best types of dresses for layering, whether under an oversized blazer, a snuggly flannel, or a roomy button-down shirt.
A-Line Dress
A classic A-line silhouette is practically foolproof. Appropriate for any occasion and season (with the right styling, of course), you can wear a sleeveless version on its own during summer months, over a long-sleeve tee in the fall, or a fitted sweater in the winter. Looking to DIY the silhouette? Simply incorporate a belt.
Strapless Mididress
Elegant and unique, a strapless mididress toes the line between provocative sensuality and reserved dignity. It shines as a cocktail dress for a formal event or a red hot date night look and, like all essential types of dresses, can be radically transformed with the right outerwear layers.
Sweater Dress
"As the weather gets chillier, a sweater dress becomes a must-have," says Bousso. While the primary characteristic of this type of dress is its texture, that doesn't mean you're limited to a single silhouette. "Whether it's a cowl neck, or V-neck style, sweater dresses provide both warmth and style," Bousso says, adding that "you can accessorize with scarves and knee-high boots for a complete fall ensemble."
Shift Dress
Similar to sheath dresses, but with a looser fit throughout, shift dresses are a type of dress that run the gamut from minimal to opulent. Add a slightly more minimal shift dress to your closet and amp it up with accessories. That said, a dramatically embellished or boldly printed shift dress is equally as timeless.
One-Shoulder Maxidress
For more formal occasions, a one-shoulder maxidress is a great option. "The off-the-shoulder maxidress holds a special place in my heart," says Bousso. "The neckline adds a touch of romance and elegance, while the maxi length creates a sense of drama and grandeur."
LBD
Last but certainly not least is the iconic LBD. If there's one dress you keep in your closet, it should be this one. For maximum versatility, shop for a little black dress that hits above the knee and has subtle, rather than easily recognizable, details so you can reinvent it over and over again.
Sundress
A summer staple, sundresses are both practical and stylish. While they're typically short-sleeved or sleeveless, a long-sleeved number—like the trending butter yellow one shown here—is ideal when temps aren't too high (try for early or late in the season). Accessorize with a pair of shades and platform peep-toe sandals for a garden party-ready outfit.
Halter Dress
Depending on how high the neckline falls on your halter dress, it can read as conservative or sexy. The dress is versatile, meaning, it's for anyone. However, since halters minimize width, those with broad shoulders may find it especially appealing. Consider pairing your dress with sneakers to lend your look an air of effortlessness.





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