The Most Flattering Dresses No Matter Your Age or Style

Whether you're looking to show off or subtly slim, these dresses have you covered.

Whether you want to flaunt what you've got, strategically slim, or highlight your finest assets, there's a dress that's perfect for every age, style, and body type. Below, we've rounded up a selection of our favorite looks that are sure to flatter for every occasion.

Front Zip Midi Shirtdress

SHOP NOW: Topshop,, $47.50


This black and white number is as effortlessly chic as a classic shirtdress, but the patterned detailing and contrasting collar give it extra style points. 

Helena Chino Dress

SHOP NOW:, $63.00

The simple silhouette of this punchy pink shift dress belies its wear-everywhere superpowers: sturdy cotton fabric with waist-cinching seams, and—everyone's favorite—pockets. 

Tiered Wave Shirtdress

SHOP NOW: Lela Rose,, $1,190.00

The iconic combo of navy and white kicks things up a notch, as does the nautical wave pattern, all to elevate a classic midi-shirtdress silhouette.

Soutache Trumpet Dress 

SHOP NOW: JS, $278.00

For a dress that's stunning without being overly skin-baring, this elegantly embroidered number is a sure-fire winner.

Ansley UPF 50+ Polo Dress


You can never go wrong with a dramatic pop of print like this Lilly Pulitzer shift dress. 

Contrast Stitched V-Neck Trapeze Dress

SHOP NOW: Donna Karan New York,, $135.00

Oversized sleeves and a swingy trapeze hemline makes this white dress the cooler, more stylish sister to your favorite tennis dress. 

The Songbird Tiered Floral-print Midi Dress

SHOP NOW: The Vampire's Wife,, $960.00

Laura Ashley-inspired prairie dresses are the hottest look of the season—and it just so happen to be one that's flattering on all ages. 

Jeanne Two Silk-Jersey Wrap Dress

SHOP NOW: Diane von Furstenberg,, $199.20

There's a reason that DVF's printed wrap dresses became an icon: they're flattering on positively everyone. 

Dot Lace Belted Cap-Sleeve Silk-Trim A-Line Dress

SHOP NOW: Akris,, $1,490.00

This lace midi dress is perfect for an evening out or a sophisticated garden party. 

Clyde A-Line Shift Dress

SHOP NOW: Alice + Olivia,, $295.00

Never underestimate the power of color. This otherwise understated shift dress becomes a scene-stealer in bold fuchsia. 

Jessica Ponte Dress

SHOP NOW:, $130.00

A boat neckline and wide straps show off your shoulders while a wrap detail not only brings attention to your waist, it also gives a little coverage to the area many of us prefer to disguise—the tummy. 

Knit Column Dress

SHOP NOW: Anthropologie,, $130.00

A bold shade does all of the heavy-lifting in this throw-it-on-and-go knit dress. 

Mesh Fit & Flare Dress

SHOP NOW: Eliza J,, $128.00

Dainty cutouts show a little skin in this pretty dress without being too revealing. 

Jacquin Embroidered Midi Dress

SHOP NOW:, $260.00

Mix and match patterns in earth and jewel tones make this dress a friendly option for events year-round.

Sleeveless Cotton Poplin Floor Length Maxi Dress

SHOP NOW: J.Crew,, $148.00

There are few patterns that bring the preppy factor quite as well as a classic, nautical blue and white stripe. 

Posie Dress

SHOP NOW:, $170.00

The cozy yet structured stretch fabric of this fit and flare dress makes it a breeze to show off the features you want to flaunt and disguise those you don't. 

Double Rainbow Shift Dress

SHOP NOW: Trina, $248.00

Infuse your look with a hint of '60s mod thanks to this playfully cool, emerald shift dress. 

Ruffle Sleeve Sheath Dress

SHOP NOW: Eliza J,, $148.00

A perfect day-to-night dress is essential for any woman's wardrobe—we like that this version adds extra movement with ruffled sleeves and brings out your shape with a belted waist. 

Noelle Wrap Dress

SHOP NOW: Show Me Your, $198.00

This long, flowy wrap dress is perfect for a romantic tropical vacation. 

Zebra Wrap Dress

SHOP NOW: Corey Lynn, $198.00

Modest doesn't have to mean boring: case in point, this artsy patterned dress with long sleeves, and a maxi hem. 

Striped Cotton Dobby Shirt Dress

SHOP NOW: Brooks, $98.00

Every preppy closet needs a classic striped shirtdress. 

Crepe & Embroidered Lace Gown

SHOP NOW: Tadashi Shoji,, $308.00

Glinting metallic lace makes his elegant gown accessories-optional. 

Catalina Fit & Flare Dress

SHOP NOW: Dress the Population,, $182.00

The fitted top of this breezy dress highlights your arms and shows off your waist without constricting your movement: ideal for a night of drinks and dancing. 

Tweed Shift Dress

SHOP NOW: Harper Rose,, $138.00

Bring on the Jackie O vibes with this gorgeous tweed dress with just a hint of embellishment at the collar. 

The Japanese GoWeave Essential Jumpsuit

SHOP NOW:, $120.00

Sometimes you just have to abandon dresses altogether and test the waters with a sophisticated (but comfy) jumpsuit. 

*This story originally appeared on

*Minor edits have been made by the editors

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