When I think of “preppy” fashion ... Ideal for holding pencils or organizing other backpack trinkets, this zip-top pouch is ...

Promotions are subject to availability and retailer terms. A carry-on backpack can ease a lot of frustration during your travels. The right backpack will keep your most important travel essentials ...

Why We Love It: We have a major soft spot for the hardware-centric It Bags of the early aughts, and the vibe of this backpack is in a similar arena. Between the supple leather that’s dyed in ...

Attention ancient users of the Internet—this includes you, too, Gen Z and millennial online dwellers: Preppy no longer means what you probably think it means. If you thought it still looked like ...

The independent menswear brands you never knew existed for the discerning gent - These are the under-the-radar labels that ...

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Ever wonder what bag everyone was carrying the year you were born? We rounded up the most iconic handbags of the past 30 ...

Sensible and timelessly stylish, Tumi’s tennis backpack makes a worthy investment ... Malbon’s stylish monogram print adds a preppy feel to this practical racket cover, while a zippered ...

We tested a preppy blue-and-white-striped J.Crew Oxford. But this style comes in many other colors and patterns. They rotate—and sell out—often. Photo: Rozette Rago The J.Crew Broken-In ...

Just note this backpack is meant to be worn as a purse ... and it looked just as good when I wore it in preppy Nantucket as it did in tropical Florida. The strap is adjustable, so I can make ...

Enter: the "Honeycomb," a backpack made in collaboration with Philadelphia ... envying your significant other's closet full of just-preppy-enough, comfy-but-cool basics from Johnnie-O, your ...