How to Style Midi and Maxi Dresses – Tips from 15 Buttons




There’s something unreasonably satisfying about finding that one dress that does it all. You know, the kind you can wear to brunch, a work meeting, a wedding and on a lazy Sunday at home, without ever compromising on style or comfort. Enter: the midi and maxi dress. The unsung heroes of every modern woman’s wardrobe.

At 15 Buttons, we’ve got an unapologetic love for these beauties. They’re comfy, they’re effortlessly chic, and they somehow make you look put-together even when your life is decidedly not. Whether you’re navigating city streets, catching sunsets on a beach vacay, or just grabbing groceries in style (because yes, we dress up for grocery runs), a good midi or maxi dress just works.

In this guide, we’re breaking down how to style midi and maxi dresses like a pro—with tips, tricks, and real-life inspiration from our own collection at 15 Buttons. Because let’s be honest: no one wants to look like they’ve been swallowed by fabric, no matter how trendy it is.

Midi vs. Maxi: What’s the Deal, Anyway?

Let’s clear this up before we dive into styling.

  • Midi dresses hit somewhere between the knee and the ankle—usually mid-calf. Think flirty, flowy, and a touch Parisian. They're perfect when you want to show off a cute pair of shoes without going full-on mini.

  • Maxi dresses, on the other hand, sweep the floor (or almost). Long, elegant, and oh-so-dramatic, these are your go-to when you want to channel your inner boho goddess or just don’t feel like shaving your legs. (No judgment.)

Both are insanely versatile, and at 15 Buttons, we design each piece to blend everyday wearability with a distinct edge—whether it's playful florals, bold solids, or quirky prints that actually make people ask, "Where’d you get that?"

1. Know Your Footwear Game

The biggest styling win for midi and maxi dresses? Shoes, baby.

  • For midi dresses: Go wild. Ankle boots, strappy heels, sneakers, chunky loafers—you name it. Since the hemline gives a peek at your legs and shoes, it’s your chance to have some fun down there (shoe-wise, obviously).

  • For maxi dresses: Think flow. Flat sandals, block heels, espadrilles, or even sneakers (if you're aiming for the cool-girl-on-a-coffee-run look). Just skip anything too clunky or bulky that can mess with the dress's drama.

Style tip from us? Our Cotton Midi Dress with Puffed Sleeves pairs like a dream with crisp white sneakers. Instant chic with zero effort.

2. Add Some Layers, Baby

Here’s where things get fun—and practical. Layering transforms your outfit without needing a full wardrobe change.

  • Denim jacket: Instant casual cool. Throw it over a floral midi and you’re brunch-ready in seconds.

  • Shrugs and kimonos: Lightweight and breezy, perfect for adding dimension to a plain maxi dress. Especially dreamy for beach vibes or summer evenings.

  • Blazer: Yes, a blazer. Trust us. Pair a solid midi with a structured blazer and you’ve got yourself a boss-girl look ready for a meeting or dinner date.

  • Belt it up: Not a “layer,” technically, but adding a belt (especially over flowy maxi dresses) helps define your waist and avoid the dreaded fabric-tent look.

And for chilly evenings? A long cardigan over a printed maxi = Pinterest-level cozy chic.

3. Accessorize Like You Mean It

Midi and maxi dresses are like blank canvases—you decide how loud or soft your look gets.

  • Statement earrings: Especially when your dress is simple. Let the earrings do the talking.

  • Boho necklaces: Long chains or beaded pieces bring in that earthy, free-spirited flair.

  • Layered bracelets or cuffs: Adds texture and visual interest without stealing the spotlight.

  • Totes, slings, or quirky clutches: Match your bag to your vibe. A structured leather tote gives you boss energy, while a jute sling screams “I do farmers’ markets and take my own jars.”

Want to elevate your 15 Buttons Tiered Maxi Dress? Throw on a wide-brimmed hat, braided sandals, and a vintage leather bag. Chef’s kiss.

4. Go Bold with Prints—or Keep it Classy

Prints aren’t just for curtains, okay? A well-chosen print can instantly elevate your outfit (and your mood).

  • Floral midis: Ideal for spring and summer. Pair with nude accessories and a messy bun for that effortless “I just threw this on” look.

  • Geometric or abstract maxis: Great for casual events or even a bold work look if toned down with a blazer.

  • Solid colors: When you want to let your accessories shine. Try a scarlet maxi with gold hoops and heels—turn heads without saying a word.

At 15 Buttons, we obsess over getting the prints right. Not too loud, not too dull—just enough to make you feel like you.

5. Play with Hair & Makeup

Never underestimate the power of a good hairstyle with the right dress.

  • Updos with maxi dresses feel elegant and timeless. Great for evening events or formal dinners.

  • Loose waves with midis keep the look relaxed and bohemian.

  • Sleek ponytail + statement earrings = Instant power move.

And makeup? Let the dress guide you. A bold red lip with a monochrome maxi, or soft pastels with floral midis—it’s all about balance. Don’t overthink it.

6. From Day to Night – Seamless Transitions

Here’s the part that really makes midi and maxi dresses such wardrobe MVPs: they transition like a dream.

  • Work to dinner: Start your day with a midi, blazer, and low heels. For the evening, ditch the blazer, add a bold lip and switch to strappy sandals.

  • Brunch to beach: That printed maxi you wore to brunch? Just lose the accessories, add a straw hat and flats—and you’re beach-ready.

  • Festive flair: Style a solid maxi with ethnic jewelry, a bold dupatta, and metallic sandals. Diwali outfit? Done.

This versatility is what makes our collection at 15 Buttons so special. Every piece is crafted to take you through real-life days—with all their chaos, calm, and everything in between.

Final Thoughts: Wear the Dress, Don’t Let it Wear You

At the end of the day, how you style your midi or maxi dress is all about how you want to feel. Confident? Comfy? A little dramatic? It’s your call. The beauty of these dresses lies in their simplicity and how you bring them to life.

And honestly, there’s something powerful about owning a piece that moves with you—literally and metaphorically. So whether you’re running errands, dancing under fairy lights, or just vibing solo at home, let your dress do the talking.

Explore the latest midi and maxi dresses at 15button.in—and start styling your story. One outfit at a time.

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