Style Guide: How to Wear a Maxi Dress at Any Age

The Maxi dress is a summer staple. Every year this classic floor-length sheath dress reemerges in new, luxe prints and on-trend designs. It's a dress that’s as feminine and stylish as it is deceptively comfortable. Made in livable, stretch materials, this simple sheath silhouette makes hot summer days feel like a breeze! Whether you have lazy beach days or sunset Mai Tais on your vacation plans, there’s a perfect maxi dress for every summer soiree.

We admit it. We, Team CA, love maxi dresses! We have casual maxis for running errands and date night maxis with flirty high slits. We even have sophisticated maxis that make us feel almost guilty for how effortlessly comfortable they are... But of all the things we love about maxi dresses, we love that they look good on all of us.

Team CA is primarily made up of intelligent, strong, creative, women, from late 20s to 70s. We’re generations of women who love the ageless chic summer maxi dress. And we want you to love this classic staple too! From choosing the right style to accessorizing a final look, read our tips below on looking & feeling fabulous this summer in a maxi dress at every age!

Macie Floral Print Cold Shoulder Maxi Dress

TIP: Embrace the bold colors of summer, in moderation.

The vibrant, “highlighter” hues of the 80s are taking on a refined new look as one of Summer 2020’s biggest fashion trends. The infamous Valentino fashion house designed their entire summer collection in electric hues, proving that, like the maxi dress, wearing color is ageless.

Explore your vibrant side in our Macie Floral Print Maxi Dress. With slits on both sides and cold shoulder sleeves, Macie shows off just the right amount of skin in style. Made from tropical print stretch jersey knit, Macie can be dressed up or down, depending on the occasion. Note the ruching in the cold shoulder sleeves for that added touch of femininity.

Yvette (left) is 5’7.5” and is wearing a size 10. Renee (right) is 5’00” and is wearing a size 4P. 

“I love the Macie dress! I could dress it down, with summer sandals or heels and accessories! Can’t wait for our family trip to Hawaii, this will be the perfect Summer dress!”

Friend of the Balaban Family & Photographer 

Its all about balance. And mixing bright shades with dark tones is key. Look for prints with accents of fiery oranges or lemon yellows that create interest without being reminiscent of your years in crimped hair and high cut leotards.


TIP: Revamp your typical maxi style with a non-traditional silhouette.

If the return of this iconic summer dress has you feeling underwhelmed, you may be in maxi dress burnout. The cure? Try one of the redesigned maxi dresses that break away from the traditional design.

Our Jill Maxi Dress is a modern take on the classic summer staple. The chiffon tropical print popover tank creates the illusion of a two-piece top and skirt, while either elongating your figure or complementing the gorgeous height you already have! Whether you dress her up or down, this maxi dress moves with you throughout long Summer days, whatever and wherever your plans may take you.

Cathy (left) is 5’4” and is wearing a size 4. Leanna (left) is 5’02” and is wearing a size 4P. 

“Every season, I absolutely fall in love with two or three pieces from the collection and wear them over and over again. But with this Summer collection, I can’t choose just a few pieces. I want them all!”


CA Director of Marketing & E-Commerce 

A simple chiffon overlay on a maxi creates a 2-in-1 look unlike the classic solid panel. Whether you’re more mature in years and became overloaded by the reoccurring maxi trend, or a fresh-faced career starter to never considered a maxi in her personal style, these modern maxi versions may provide fashion relief!


TIP: When it comes to prints, choose a maxi with a large-scale floral or botanical design.

Does pairing floral and fauna prints with maxi dresses seem quite natural? It should! Structured, repetitive patterns, whether with shapes or organic objects, tend to make maxi dresses look and feel awkward. Instead, choose a large-scale organic flower or plant print that compliments the relaxed, airy feeling of the maxi silhouette, like our Tropical Print Macie Dress.

Macie is not your average maxi dress. With slits on both sides of this dress and cold shoulder sleeves, Macie shows off just the right amount of skin. Made from tropical print stretch jersey knit, Macie can be dressed up or down, depending on the occasion. Note the ruching in the cold shoulder sleeves for that added touch of femininity.

 Liz (left) is 5’4” and is wearing a size 10. Camille (right) is 5’00” and is wearing a size 4P.

“The Macie dress gives me serious vacation vibes! I love that the dress comes in petite and I don’t have to worry about the length being too long for me. Being a short gal, it’s hard to find the perfect maxi dress. I’m pretty sure my search has ended!”


CA E-Commerce Manager

Realistic, nature designs create all-over intrigue that looks organic & makes the print feel more like art than geometry. A large, jungle printed palm maxi or a hibiscus printed tropical maxi dress portray a strong look of confidence without feeling boisterous. For the woman of any age who is bold, fierce and confident, this is your print!


TIP: Add a simple, column silhouette maxi into your basics lineup to refresh your everyday style.

This minimally designed maxi creates maximum outfit potential! Style this maxi with a pair of sandals and simple shell earrings for a day at the beach. Later, remove the earrings, toss your hair into a simple chignon, and replace those sea-soaked flip flops with a glitzy pair of flats or heels.

Every woman needs a classic maxi dress in her closet. Enter Kai. This floor-length dress with a side slit is not only elongating, but also figure flattering. Drop shoulders complement your décolletage, while the maxi silhouette hugs your figure in all the right places.

 Liz (left) is 5’4” and is wearing a size 10. Camille (right) is 5’00” and is wearing a size 4P.

“It takes vision, creativity, experience, perseverance, a lot of hard work & problem solving [to designing and producing dresses, which Connected Apparel does very well].”


CA Head of Design 

Just like a basic tee, let this maxi be a canvas for your personal style. If you’re a cowgirl with a Texas ranch and a love for boots and boleros, style your maxi with them! If you’re a 50s glam queen, style it with costume jewelry and a patent pair of Barbie heels! Show off you! Because the best way to wear a maxi at any age is to just wear it as you.

Whether it’s a tropical maxi dress, floral knee-length dress or polka dot jumpsuit, you’ll find your perfect outfit for all your Sunshine Plans with our Summer Collection!

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