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The Best Dresses That Are Always Trending

Last updated on September 18, 2022

We looked at the top 10 Dresses That Are Always Trending and dug through the reviews from 34 of the most popular review sites including and more. The result is a ranking of the best Dresses That Are Always Trending.

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The trend of disposable clothes seems to be on the way out. A decade or two ago, fashionistas were getting rid of clothing items after as few as seven wears, with low prices and changing trends driving them to keep things moving.

But those trends have shifted in recent years. With younger generations having an increasing awareness about sustainability, shoppers are looking for those timeless pieces that won’t go out of style from one season to the next. One of those pieces is a dress, and there are a variety of timeless classics in the dress category.

You’ve probably heard of the “little black dress,” but what is that, exactly? The classic version of the little black dress was a cocktail dress that worked for a variety of dressy occasions. If you’re regularly invited to events with strict dress codes, having one of these in your closet can save the day.

But whether it’s a cocktail dress or a sundress you wear on vacation, there are a variety of styles. First is the length. There are mini, midi and maxi lengths, with the mini dress falling somewhere around mid-thigh. A maxi length comes all the way to the ankle, while a midi length falls somewhere around mid-calf. Each of these lengths comes and goes in style, and a typical knee-length dress can tend to survive fashion changes.

The cut of the dress is also important. Shift dresses can be a comfortable, casual option no matter what the fashion magazines are showing as trendy. On the opposite end is a bodycon dress, which hugs the body and shows off all your curves.

Lastly, A-line and wrap dresses can be flattering on a variety of figures. An A-line dress cinches at the waist, then widens from the waist to the hem, creating an hourglass shape. A wrap dress has one layer crossing over the other and tying at the hip. As with other styles, often it’s a matter of finding out what works best with your body shape.

Our Picks For The Top Dresses That Are Always Trending

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Product Overview
Our Take
Pros
Cons
 Top Pick

Dokotoo Deep-V Long-Sleeve Ruffle Floral Dress

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Deep-V Long-Sleeve Ruffle Floral Dress

Go from spring to summer to fall with this long-sleeved mini dress that’s lightweight enough for hot days but can also be paired with leggings for a winter look. The deep V-neck and ruffle detailing gives it a flirty, feminine look. You can choose from more than 20 different patterns and sizes from XS to XXL.

Overall Take

Boho ChicThis lightweight dress is comfortable enough for everyday wear but can still be dressed up for special occasions.

Pros
" Ruffles are the star feature of this dress, embellishing every seam with the detail."
 Runner Up

MEROKEETY Short-Sleeved  T-Shirt Stripped Pocketed Dress

Short-Sleeved T-Shirt Stripped Pocketed Dress

A rayon-polyester blend gives this sheath dress plenty of comfort, with a lightweight design and two convenient pockets. The tie lets you belt the waist to exactly where you prefer it. You can choose from more than 20 different designs and sizes from SM to XL.

Overall Take

Great for Everyday WearLook great while feeling as though you’re wearing a sleep shirt with this sheath dress, which has pockets.

Pros
" This lightweight option features two side pockets and a tie belt for a better fit."
 We Also Like

GRECERELLE V-Neck Wrap Maxi Dress

V-Neck Wrap Maxi Dress

A rayon-spandex blend makes this dress both attractive and comfortable. Wrap closure gives it a figure-flattering look, and ruffles help dress it up. You can choose from more than 30 different designs and sizes from SM to XXL.

Overall Take

Versatile OptionWear this dress with sandals for a day out in the sun or dress it up with heels and nice jewelry for a night on the town or daytime gathering.

Pros
" This wrap dress, a French it-girl staple, comes in 36 elegant prints and colorways."
 Strong Contender

DB MOON Short-Sleeve Empire-Waist Pocketed Dress

Short-Sleeve Empire-Waist Pocketed Dress

This lightweight, knee-length dress will keep you comfortable and cool in the warmer months of the year. You can also pair it with leggings and a jacket to take you into winter. Two pockets and an elastic waistband offers extra convenience for everyday wear.

Overall Take

All-Season FlexibilityPockets and lightweight material make this a great casual dress for both work and play.

Pros
" Throw on a pair of tights and you’ve got a good transition dress too (and if floral isn’t your style, there are plenty of other colorways and patterns)."
Cons
"Note that lighter colors can be a little see-through, so be sure to wear a slip underneath."
Don't just take for granted what one reviewer says. Along with our own experts, DWYM analyzes the top expert reviews of the leading products and generates a score you can actually trust.
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Products Considered

We identified the majority of the dresses that are always trending available to purchase.
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Products Analyzed

We then selected the leading and most popular products for our team to review.

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Expert Reviews Included

In addition to our expert reviews, we also incorporate feedback and analysis of some of the most respected sources including: E! News, People, US Weekly, Southern Living, Good Housekeeping.

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User Opinions Analyzed

We also incorporate user reviews from the leading retailers including

Our experts reviewed the top 10 Dresses That Are Always Trending and also dug through the reviews from 34 of the most popular review sites including and more. The result is a ranking of the best of the best Dresses That Are Always Trending.

DWYM is your trusted roduct review source. Our team reviews thousands of product reviews from the trusted top experts and combines them into one easy-to-understand score. Learn more.

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What to Look For

  • Some dresses will only work for warmer seasons, while others can take you into fall and winter. You might be able to pair a lighter-weight dress with leggings, boots and a cardigan or jacket to take your look into winter.
  • If you find a dress you like, check to see if it’s available in other colors. That favorite dress could become a wardrobe staple, giving you a different look each time you wear it.
  • There’s no understating the value of a dress with pockets. Some dresses bring both comfort and convenience, giving you pockets as a handy place to store things throughout the day.
  • You can find dresses that go casual or dressy depending on the shoes and jewelry you pair them with. Go from a daytime look with sandals and a sun hat to a nighttime look with heels and sparkly jewelry.
  • Although many lightweight dresses are made with rayon, some have a little spandex built in that gives them that stretch you need to stay comfortable throughout the day.
  • Dresses are typically sized in small, medium and large sizing rather than by number. That can make it tough to find the exact size, but many build in features like spandex and elastic in the waist to make them more flexible in their fit.
  • If you’re looking for a dress for work that you can take from one season to the next, a dress with three-quarter-length sleeves can help. If it’s a sheer fabric, you can even pair it with a shirt underneath that gives it a little extra coverage.
  • One of the best ways to make sure you’re getting a classic dress is to monitor trends and keep them in mind while you’re shopping.

Dresses That Are Always Trending Rankings

1. Dokotoo Deep-V Long-Sleeve Ruffle Floral Dress

Overall Score: 9.1
Reviews Included: 5

2. MEROKEETY Short-Sleeved T-Shirt Stripped Pocketed Dress

Overall Score: 8.8
Reviews Included: 5

3. GRECERELLE V-Neck Wrap Maxi Dress

Overall Score: 8.7
Reviews Included: 5

4. DB MOON Short-Sleeve Empire-Waist Pocketed Dress

Overall Score: 8.4
Reviews Included: 5

5. Simple Flavor Three-Fourth Sleeves Midi Evening Dress

Overall Score: 8.2
Reviews Included: 3

6. BELONGSCI V-Neck Bell-Sleeve Shift Dress

Overall Score: 8.1
Reviews Included: 5

7. MOLERANI Loose T-Shirt Dress

Overall Score: 8.0
Reviews Included: 5

8. BTFBM Ruched Tank Bodycon Dress

Overall Score: 8.0
Reviews Included: 5

9. Amoretu Swing Shift Dress

Overall Score: 8.0
Reviews Included: 5

10. LAGSHIAN Short-Sleeve Peplum Bow Bodycon Dress

Overall Score: 7.8
Reviews Included: 1

More to Explore

The little black dress was the creation of fashion designer Coco Chanel, who observed the bright colors around her at the opera and made the declaration that black was the color that rose above all others. Noting the flashy colors of rival designer Paul Poiret, she decided to tackle the black dress as a fashion staple, saying, “Nothing is more difficult to make than a little black dress.”

In the aftermath of WWI in France, Chanel saw the value of the little black dress as a fashion item everyone could afford. Simplicity was her goal as she debuted the first official little black dress in 1926 — a long-sleeved chemise with delicate pleats that matched the fashion trends of the time. The sketch debuted in American Vogue with text comparing it to a Ford vehicle, which at the time was also easily accessible, simple and black. That led this first black dress design to be dubbed “the Ford dress.”

More to explore