The 12 Days of Holiday Gift Guides: The Prepster

The classic styles of these prepster gift guides are probably the furthest from my own personal style, but I always love them for one simple reason: the styles are classic. That means these gift ideas can work for your boyfriend or your grandpa, your bff or your child's teacher. Plus, classic gifts in polished styles feel luxe, so even though they might be generally universal, they still feel special to the recipient. Easy for you, special for them; basically, everybody wins.

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Our preppy pals would love these updated takes on classic pieces. The Tippi sweater from J. Crew, one of the brand's best sellers since 2011, got a mini makeover in this fair isle print with athletic striping, while the Tory Burch Gemini Link necklace features a graphic abstraction of the iconic brand logo. Our classic gal will be pretty in pink with some Tata Harper lip products, the super-stylish "Rose Gold Dawn" watch from KYBOE!, and a posh flamingo iPhone case. Leather is even better when it comes in rich colors, like on this purple Day Designer binder, the bright pink Tory Burch convertible bag, or these rich canary yellow suede smoking slippers. Audrey at Home, a peak into the icon's private life, favorite recipes, and memories, as told by her son, would make a lovely gift. And similarly, help your giftee create her own home memories with vibrant tobacco leaf tin plates, a quirky pineapple tumbler, and a classic gold bar cart.

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Celebrate your recipient's classic good looks and style with a cheeky Tall, Dark, & Rich gourmet chocolate box and the Men and Style book, an in-depth look at fashion with insight from the industry's leading men. Speaking of style, help keep his classic look on point with a Nanamica down-filled pullover, a colorful Nixon watch, timeless lace-up boots, and a box of mixed print socks from The Dapper Way. Give him the gift of being happily imbibed with these embroidered beetle cocktail napkins, a retro-inspired steel flask, and a classic lucite bar tray. A Tommy Hilfiger hard-shell suitcase, shaving set from Baxter of California, and wood grain wireless speaker offer a style upgrade to his everyday items.

What's your favorite classic go-to gift?


If you're looking for more gift-giving ideas, make sure to check out the rest of the series:

The Trendsetter  |  The Free Spirit  |  The Techie  |  The Entertainer  |  The Animal Lover  |  The Homebody  |  The Athlete  |  The Old Soul  |  The Artist