Skip Nav
Love It. Save Your Favorites Now.
10 Pieces You Need to Stay True to Preppy Style
View On One Page
Photo 8 of 10  
ADVERTISEMENT ()
8

A Chic Loafer

Loafers are both pretty and practical, two qualities of top importance to a prep. Whether brown, black, navy, or mahogany leather, loafers are always in style. Palm Beach-based Stubbs & Wootton is known for its whimsical designs, including the Grey Flannel Slipper ($495). Tassels are a great feature for added effect.

A Chic Loafer
Grey Flannel Slipper
$495
from modaoperandi.com
Buy Now
A Chic Loafer
Everlane The Modern Loafer
$168
from everlane.com
Buy Now
A Chic Loafer
Dieppa Restrepo Leon Loafer
$265
from lagarconne.com
Buy Now
A Chic Loafer
Del Toro x Tibi Smoking Slippers
$365
from shopbop.com
Buy Now
A Chic Loafer
STUBBS & WOOTTON Moccasins
$392
from yoox.com
Buy Now
A Chic Loafer
Repetto Black Patent Leather Michael Loafers
$350
from ssense.com
Buy Now
A Chic Loafer
Gucci Soho leather loafer
$585
from gucci.com
Buy Now
Previous Next
The Best Beginner-Friendly Sex Toys For 2026
Sex Toys
The 10 Best Beginner-Friendly Sex Toys — Starting at $13
by Adelaide Giesey 1 week ago
Christopher John Rogers x Old Navy Collection Interview
Spring Fashion
Christopher John Rogers Wants You to Break Fashion Rules With His Old Navy Collab
by Jessica Andrews 4/15
13 Amazon Items to Reset Your Home For Spring
Home Shopping
The Best Amazon Spring Home Finds For a Fresh, Clutter-Free Space
by Haley Lyndes 4/10
Lena Felton's Shopping Must Haves
Spring Beauty
14 Style Finds I'm Shopping to Perfect My West Coast Spring Look
by Lena Felton 4/01
Apothékary's Shizu Okusa's Wellness Product Recommendations
Expert Edit
8 Wellness Essentials to Add to Your Routine, According to the Apothékary Founder
by Jessica Andrews 2/10
Coach Kisslock Frame Bag Review with Photos
Product Reviews
I Tested the Viral Coach Kisslock Clutch That Sells Out in Minutes
by Jessica Andrews 1/02

Now You Know

Love Is Blind: Where Do Those Engagement Rings Come From?

Fashion

Everything to Know About the "Love Is Blind" Engagement Rings

by Sarah Wasilak 2/19

shopping

Oprah's Favorite Things List Has Major Gems, Including an Under-$100 Air Fryer

by Balim Tezel 11/06/25

Fitness

Paralympians Earn the Same Pay For Medals as Olympians, but Is It Enough?

by Karenna Meredith 8/29/24

health

How Often Should We Be Getting COVID Vaccines?

by Alexis Jones 8/23/24

Latest Fashion
We're Hiring! Write For Us Advertise With Us Accessibility Contact Archives
Power Your Happy
Terms Privacy Policy
©2026 Vox Media, LLC. All Rights Reserved.