10 Things to Buy This May That'll Make Getting Dressed Easier

By Swedan MargenMay 4, 2025

Welcome to 10 Things to Buy, a monthly shopping list that helps you shop smarter by focusing on the 10 key items to add to your cart that month if your wardrobe is in need of a boost. As a Who What Wear editor for the past 11 years, I've spent many hours advising people on what to shop for during any given season, so you're in good hands. Whether you're shopping for cold weather, warm weather, a vacation, or a wedding, I'm here to offer up the most seasonally appropriate suggestions. Be sure to return at the start of each month for more.

In my opinion, there are far too many other things to do in May than spend a lot of time figuring out what to wear each day. That's exactly why I'm taking some time at the start of the month to see what my wardrobe is missing, and that will make my outfits a bit cooler and more fun as we enter the warmest part of spring.

The internet is an overwhelming place with millions of different things to buy, but I'm cutting out all the noise and zoning in on the most important buys of May 2025—from shorts (lots of them) to accessories, and everything in between. Scroll on to shop the goods along with me.

Swimwear

If you want first dibs of all the best swimsuits of the season, my advice is to order your favorites now. You don't want to wait until you actually need a new one ASAP, as your favorites might be sold out.

FAITHFULL

Bandol Recycled Bandeau Bikini

ZARA

Contrast Solid Swimsuit

Matching Set

The easiest outfit you could possibly wear this time of year is undoubtedly a coordinating matching set, so I recommend ordering a couple now for those impending I-have-no-idea-what-to-wear days.

Reformation

Kristen Linen Two Piece

ZARA

Embroidered Eyelet Vest Top

Lightweight Tee

I've mistakenly worn heavyweight tees on enough hot days to know that it's not a pleasant experience—but it's an easily avoidable one. Don't make the same mistake as me.

Éterne

Short Sleeve Boyfriend T-Shirt

J.Crew

New Relaxed Linen T-Shirt

Elevated Flip-Flops

Everyone wants fancy flip-flops these days, which is why they keep selling out left and right.

Ancient Greek Sandals

Saionara Jelly Sandals

Madewell

Greene Flip Flops

THE ROW

Dune Cotton Flat Thong Sandals

Summer Going-Out Top

The beauty of warm-weather going-out tops are that there are no rules and that you don't have to cover them up with a jacket, so have fun.

POSSE

Rosalie Top Rose Bud

ZARA

Contrast Bandeau Top

Bermuda Shorts

If you want your shorts outfits to look the most "2025", step away from the denim cut-offs and order a pair of bermuda shorts STAT.

J.Crew

Pleated 9" Trouser Short in Stretch Linen Blend

Still Here

Cool Shorts in Classic Blue

LOEWE

+ Paula's Ibiza Anagram Cutout Frayed Pleated Cotton-Twill Shorts

Fun Jewelry

Save the serious jewelry for fall and winter. The best jewelry to wear with a cute spring or summer outfit or a swimsuit is something colorful and with an ocean motif.

Juju Vera

Exclusive Riviera Petra Tasseled Brass Necklace

Annele

Orange Drop Earrings in Silver

Julietta

Tortoise Bead Necklace

Wedding Guest Dress

The 2025 wedding invitations have probably started coming in, so instead of waiting until the last minute to find something to wear, get ahead of it and place your orders now.