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Whether he’s always dressed to the nines or is just a T-shirt-and-jeans kind of guy, elevate his look this season with our fashionable picks. We’ve curated this list for a variety of styles, so you’re sure to find something perfect for your boyfriend, brother or best friend. 


Tartan Plaid Cotton Shirt in Olive Black, $20, available at Forever 21

Help your guy get festive this season with this tartan plaid button-up. Bonus: we’d say it goes pretty well with a little bit of scruff *wink*.

Brave and True Cufflinks, $25, available at Izola

What separates a man from a boy is a set of gentlemanly cufflinks (well, among a few other things). He’ll appreciate this understatedly elegant pair, which he can bust out for anything from date night to an important class presentation.

Taco Toes-days Men’s Socks, $12.99, available at ModCloth

Any guy who loves tacos as much as we do is a man after our own hearts. Celebrate that mutual love this holiday season with these rad socks.

Winter is Coming Gloves, $14.90, available at Rad.

These tech-compatible gloves mean he won’t have any excuse not to text you back. It’s a win-win.

Bernese Mountain Dog Boxers, $18.50, available at J.Crew

Can we talk about how adorable these boxers are? We are obsessed with anything patterned in cute animals… so we’ll just go ahead and assume he is, too.

Men’s Trapper Hat, $14.99, available at Cabela’s 

We all know how much of a struggle it can be to trek through campus when it’s frigid out. This faux fur trapper hat will solve ALL those problems with button-down ear flaps to customize warmth.


Twill Built-In Flex Joggers, $34.94, available at Old Navy

Comfort is key for any college student, so snap up a pair or two of these for the guys in your life. They’ll feel like sweats, but look pretty dressed up… who wouldn’t be a fan?

Cashmere V-Neck Sweater, $50, available at Uniqlo

When you find cashmere for under $50, you jump at the opportunity. He’ll like wearing this on its own or layered over button-ups. The best part about this sweater is that you can steal it, too.

Money Clip, $50, available at In God We Trust

When literally all our money goes to textbooks and rent, it can be nice to have someone remind you to treat yo self every now and then—so yes, let him know it’s okay to order that extra pizza. As long as he shares, obviously.

Burgundy Wide Stripe Slim Tie, $28.80, available at T.M. Lewin

The cool heathered texture of this cotton-silk blend tie gives it a toned-down vibe that’ll have your guy looking dressed up without being too dressy.

The Single-Sided Belt, $45, available at Everlane

Made locally in San Francisco using beautiful Italian leather, this deep brown belt is luxury at its finest—just without the high price point.

World’s Worst Brother Sweatshirt, $30, available at Rad.co

Just a subtle reminder that while you love him, he is sometimes the WORST.

All Good Pom Beanie, $28, available at Forever 21

This toasty beanie was made for the easy-going guy, and that pom-pom shows off his fun side!

UNDER $100

Cashmere-Lined Leather Smartphone Gloves, $98, available at J.Crew

These cashmere-lined gloves are a classic that every guy should own. They’re made with supple, tech-compatible leather and are so incredibly comfy—he’ll be wearing these for ages.

Flagstone Henley with Woven Placket, $54.50, available at J.Crew

A henley is the definition of casual-chic, and with cool updates like a woven pocket and contrast placket, this one’s for the guy who loves his classics but wants to stand out from the crowd.

Neo Flannel Shirt, $80, available at Need Supply Co.

Since there’s no such thing as having too much flannel, there really isn’t any reason NOT to gift the guys in your life this super-soft checked button-up.

Classic Slip-On Suede, $65, available at Need Supply Co.

There’s something about a guy in a pair of Vans that’s just so undeniably cool. We’re particular fans of the suede, which adds just a bit of luxe to the cult-favorite slip-on.

Monocle and Mustache Needlepoint Card Wallet, $55, available at Smathers and Branson

Here’s the perfect gift for the most dapper man you know! Made with the highest quality Italian-tanned leather and impeccably stiched needlepoint, this card case holds all his essentials in the most stylish way.

Men’s J.Crew for David Sheldrick Wildlife Trust Elephant Sweatshirt, $69.50, available at J.Crew

Do good while you shop: ALL the proceeds from sales of this sweatshirt go towards the David Sheldrick Wildlife Trust, which saves orphaned elephants and rhinos in East Africa. If that’s not a reason to buy these up, we don’t know what is.

Winston Royale Watch in Black, $99.95, available at Komono

How sophisticated is this monochrome black watch? A brushed metal case gives this watch high-end appeal, and that metal mesh wristband means it’s both comfortable and sturdy.

OVER $100

Chambers Low in Cognac, $148, available at The FRYE Company

These are the elevated version of your guy’s everyday sneakers—with details like suede accents and leather laces, this benchcrafted pair can be worn with everything from jeans to joggers.

North Coast Shirt Jacket, $198.98, available at Huckberry

Made for outdoorsy types, this functional piece has the warmth and weight of a jacket and the fit of a shirt, making it the most versatile shirt a guy will ever own.

Orion Jacket in Olive, $148, available at Brooklyn Industries

This is the kind of piece he can throw on over any outfit in any type of weather, making it easy to get dressed all winter long.

Nixon Metal Time Teller Watch in Silver, $100, available at Urban Outfitters

Call this a modern classic. Every guy needs a timeless watch, and this sleek silver one is a piece he can wear every single day. 

Men’s New Balance for J.Crew Sneakers, $180, available at J.Crew

These sneakers are at the height of cool this season, so catch your guy up with the trend by scoring him one of these bold suede sneaks.

Breakfast Set Pullover, $200, available at St. Ash of Brooklyn

Know somebody who’s a firm believer in having breakfast food for every meal? This is the next best thing to all-day breakfast.

Clubmaster Classic, $150, available from Ray Bans

A pair of sunglasses like these guarantee he’ll always look sharp by day.

Holden Chelsea Boot in Black, $278, available at The FRYE Company

Every guy needs a pair of sturdy winter boots, and when they look this good, you’ve got to snap them up. Made with vintage leather and detailed with stitching that adds just the right amount of edge, this pair is one he’ll be wearing for years to come.

Alice is the Senior Associate Editor at Her Campus. She graduated from Emory University in 2012 as an English major and a Dance minor. Before joining Her Campus, she was an associate editor at Lucky Magazine. She is currently located in Salt Lake City, UT, where she spends her free time rescuing orphaned kittens, whose lives are documented on Instagram at @thekittensquad! You can find her on Twitter and Instagram at @alicefchen.
As the Senior Designer, Kelsey is responsible for the conceptualization and design of solutions that support and strengthen Her Campus on all levels. While managing junior designers, Kelsey manages and oversees the creative needs of Her Campus’s 260+ chapters nationwide and abroad. Passionate about campaign ideation and finding innovative design solutions for brands, Kelsey works closely with the client services team to develop integrated marketing and native advertising campaigns for Her Campus clients such as Macy’s, UGG, Merck, Amtrak, Intel, TRESemmé and more. A 2012 college graduate, Kelsey passionately pursued English Literature, Creative Writing and Studio Art at Skidmore College. Born in and native to Massachusetts, Kelsey supplements creative jewelry design and metal smithing with a passion for fitness and Boston Bruins hockey. Follow her on Twitter: @kelsey_thornFollow her on Instagram: @kelsey_thorn