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Christmas & Holiday

Funny Christmas Sweaters for Men: How to Pick One That Gets a Laugh

A practical guide to funny and ugly Christmas sweaters for men: the styles that get the biggest laughs, what works at the office versus a party, and how to get the fit right.

By The BarkPure TeamPublished Nov 11, 2026 · 3 min read
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Funny Christmas Sweaters for Men: How to Pick One That Gets a Laugh
Quick answer

The best funny Christmas sweater for a man is one that fits the room: a clean pun or a cartoon design for the office, and something louder, like a beer joke or a giant Santa, for a party with friends. Pick your usual size for a regular fit, size up for a relaxed fit over a shirt, and order early in December so it arrives in time.

Style What it looks like Best for
Beer and drinking jokes Pints, kegs, “cheers” puns Friends, bars, game nights
Santa gone wrong Santa in odd poses or situations Parties
Puns and one-liners Short holiday wordplay Office, family dinners
Pet themes Cats and dogs in holiday gear Anywhere
Over-the-top classic Every holiday motif at once Ugly sweater contests

Office party vs. friends party

At work, aim for funny but safe. Puns, cute animals and classic tacky patterns get laughs without making HR nervous. Save the crude jokes and the beer sweaters for a night out or a party with friends. If you are not sure, picture the sweater in the background of a team photo on the company website.

How should a Christmas sweater fit a man?

  • Regular fit: order your usual T-shirt or hoodie size.
  • Layering over a shirt: size up one.
  • Shoulders: the seam should sit at or just past your shoulder.
  • Length: the hem should cover your belt.

Always check the size chart on the product page, since sizing can vary by style. Our Christmas sweater buying guide goes deeper on fit and care.

Shop this guide

How to win the ugly sweater contest

  • Commit. Half-festive never wins. Pick the loudest design you are comfortable wearing.
  • Add props. A Santa hat, light-up necklace or tinsel scarf gets you extra votes.
  • Go as a pair. Matching with a partner or a coworker is a strong play for the group category.
  • Own the joke. If your sweater has a pun, be ready to deliver it.

Hosting the party yourself? Grab ideas from our ugly Christmas sweater party guide.

Gift ideas: a funny sweater for him

A funny Christmas sweater makes an easy gift for a dad, brother, boyfriend or coworker in a Secret Santa. Pick a design that matches something he loves, like beer, his dog or his cat, and he will actually wear it every December. If you do not know his size, go one size up. A slightly loose sweater is still wearable, a tight one is not.

Browse funny, punny and gloriously ugly Christmas sweaters for men.

Shop Christmas Ugly Sweaters

Order in time for the holidays

Every BarkPure order ships to the US for a flat $6.39. Orders are processed in 1 to 3 business days and spend about 7 to 12 business days in transit, so plan on roughly 8 to 15 business days from checkout to doorstep. Holidays can add a little time. Full details are on our shipping policy page. Order by about November 25 for Ugly Christmas Sweater Day on December 18, or by about December 4 for Christmas.

Frequently asked questions

What is the funniest kind of Christmas sweater for men?

Beer jokes, Santa in silly situations and holiday puns are the most popular. For a contest, the more over the top the better.

Is a funny Christmas sweater OK for an office party?

Yes, if the joke is clean. Puns, animals and classic tacky designs are safe choices for work.

Should I size up in a Christmas sweater?

Size up one if you want to wear it over a collared shirt or prefer a relaxed fit. Otherwise order your usual size and check the size chart.

Is a funny Christmas sweater a good gift?

Yes. It is an easy Secret Santa or family gift, especially if the design matches something he likes, such as his pet or his favorite drink.

The BarkPure TeamHoliday style guides, sizing help and gift ideas from the team behind BarkPure.More from The BarkPure Team

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