I'm a Shopping Director—10 Shoes Silhouettes I Love RN (and How to Style Them)

Welcome to Retail Therapy—Who What Wear Shopping Director Bobby Schuessler's digest of everything that matters in shopping. He spends his days uncovering special gems to elevate a wardrobe, and it's all curated right here for you, dear readers. Think of Bobby as your personal shopper, and this is the exclusive list of items that get a yes from him, period.

Hey, everyone. Let's chat about one of my favorite topics—shoes. One of your favorite shopping topics too? I had a feeling. So, yes, you're going to love what's coming ahead. That perfect footwear silhouette can transform even the simplest look.

Picture a cool vest-and-denim ensemble and how adding a jelly flat takes that outfit to the next level. Divine. Below you'll find just that: a list of my favorite spring and summer shoe trends and styles, from sneakers to sandals, that will enhance any wardrobe.

Keep scrolling to scope the shoe silhouettes, along with items to consider styling with them.

Ancient Greek Sandals

ANCIENT GREEK SANDALS

Zoi Leather-Trimmed Woven Cord Sandals

Woven cord sandals are having a moment as an alt to standard strappy sandals. This specific style with the contrasting orange and brown straps is eye-catching and will certainly attract compliments whether you style it with a flowy dress or your favorite cutoffs and a tee.

Styling Pieces

Sporty & Rich

Vendome Oversize Cotton Poplin Button-Up Shirt

AGOLDE

Parker Long Clean Denim Shorts

Nordstrom

Cora Oval Buckle Leather Belt

Old Navy

Old Navy

Jelly Lattice Ballet Flats

I've said it before, and I'll say it again. It's the season of the jelly shoe. I've highlighted standout styles in my previous Retail Therapy installments and also continuously highlight my favorites across my stories on Who What Wear. This $20 Old Navy pair hits on the trend without a serious hit to the bank account. The style keeps going in and out of stock, so I'd suggest jumping on these if you're into them.

Styling Pieces

Open Edit

Linen Blend Vest

ZARA

Mid Waist Baggy Jeans ZW Collection

AIRE

Blazars 143mm Mirrored Shield Sunglasses

Loewe

LOEWE

Petal Anagram Leather Slides

In the designer-shoe realm, the Loewe Anagram slides are front and center. Style setters from NYC to L.A. have these luxury sandals on their wish lists as a subtle yet impactful logo moment. I could so picture them with a shirtdress and a great tote bag for brunch and a day of running around.

Styling Pieces

Nordstrom

Button Front Shirtdress

DRAGON DIFFUSION

Santa Croce Woven Leather Tote Bag

Adidas

It wouldn't be a Bobby shoe edit without a fresh pair of Adidas SL 72s. These continue to be It sneakers among the fashion crowd. My family members also can't get enough of them, including my mother, who is currently wearing a yellow pair. This blue hue stood out as a nice option for spring and summer.

Styling Pieces

Open Edit

Wide Leg Linen Blend Pants

MANGO

Stripe Cotton Blend Button-Up Shirt

Madewell

The Handwoven Mini Tote

Open Edit

Open Edit

Tori Kitten Heel Sandal

I talk about Nordstrom's in-house label Open Edit a lot at Who What Wear (and have already showcased it above) because the brand offers directional styles at affordable prices. Case in point? These heeled flip-flops that I feature regularly because of their high-end feel and versatility. Team them with a blouse and a slip skirt for a pretty springtime vibe.

Styling Pieces

J.Crew

Gwen Lace-Trim Slip Skirt in Linen

H&M

Linen-Blend Blouse With Eyelet Embroidery

THE ROW

N/S Park Small Textured-Leather Tote

H&M

H&M

Knot-Detail Flip-Flops

Next-level flip-flops on your mind? This H&M silhouette looks expensive thanks to the forward knot detail and snakeskin pattern. Trust me, nobody will believe they're under $18. While you could certainly wear these flip-flops to the pool or beach, I'm into the idea of styling them with baggy jeans and an easy top for an effortless look.

Styling Pieces

Favorite Daughter

The Masha Super High Waist Wide Leg Jeans

Nordstrom

Pima Cotton Slub Crewneck T-Shirt

St. Moran

Curb Chain Necklace

J.Crew

While your classic ballet flats will always work, mesh and see-through styles are the modern choice for the season. This style in white can easily be dressed up with a skirt or down with shorts or jeans. I should note that it comes in a variety of colors, from pink to orange, as well.

Styling Pieces

Rag & Bone

Roslyn Linen Blend Blazer

Open Edit

Cotton Poplin Maxi Skirt

Dries Van Noten

DRIES VAN NOTEN

Leather-Trimmed Suede Sneakers

In addition to the SL 72s above, these Dries Van Noten sneakers (which come in different styles and colors) are another coveted shoe option. The most well-dressed people gravitate toward these retro designs because they're fresh (despite the throwback nature) and will add a relevant and cool twist to any look.

Styling Pieces

Banana Republic

Lightweight Cashmere Crew-Neck Sweater

1822 Denim

Drawstring High Waist Wide Leg Jeans

Coach

Brooklyn Shoulder Bag

Sam Edelman

Sam Edelman

Michaela Mary Jane Flat

You didn't think I'd feature just one pair of jelly flats, did you? This style is playful and adorable as an update to the classic Mary Janes you may wear regularly. Fellow customers are rating these flats highly and noting the comfort and cuteness. Whether you're into the icy blue color here or one of the other options (from red to clear), these are winners.

Styling Pieces

Madewell

Smocked Boatneck Tank

Lizzie Fortunato

Tile Earrings in Citrine

Vince

Vince

Marin Leather Lace-Up Loafers

I've been wearing boat shoes this season when I want to switch it up from my go-to loafers. (PS: I love ruched loafers right now). This silhouette is elevated yet low-key and gives off that no-fuss vibe I feel we're all trying to emulate.

Styling Pieces

JW Anderson

Oversize Stripe Contrast Trim Long Sleeve Polo

ANINE BING

Jeremy Baseball Cap

KHAITE

Callum Mid-Rise Straight-Leg Jeans