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Winter Sweaters


Function, form, and fashion are all equally important when it comes to designing winter sweaters. We think we've hit the trifecta perfectly with this collection. You can go all "Team USA", neon, crazy quilt, ski lodge, Fair Isle, or crazy ugly with our lineup of amazing outerwear. Pair these tops with our leggings and chinos for even more punch.
Gender
Size
Type
    • Mens
    • Womens
Men's Apres Afterglow Ski Sweater SOLD OUT Quick View
Men's Apres Afterglow Ski Sweater
$59.95 $49.95
Men's Beer Pong Ugly Christmas Sweater Men's Beer Pong Ugly Christmas Sweater Quick View
INTERACTIVE SWEATER
Men's Beer Pong Ugly Christmas Sweater
$69.95 $41.95
Men's Big Air Ski Sweater Quick View
Men's Big Air Ski Sweater
$59.95 $49.95
Men's Bottle Opener Ugly Christmas Sweater Men's Bottle Opener Ugly Christmas Sweater Quick View
INTERACTIVE SWEATER
Men's Bottle Opener Ugly Christmas Sweater
$69.95 $41.95
Men's Centaur Claus Sweater Quick View
Men's Centaur Claus Sweater
$69.95 $41.95
Men's Challah Sweater Men's Challah Sweater Quick View
Men's Challah Sweater
$79.95 $38.95
Men's Christmas Present Ugly Christmas Sweater Quick View
INTERACTIVE SWEATER
Men's Christmas Present Ugly Christmas Sweater
$64.95 $38.95
Men's Drinking Game Ugly Christmas Sweater Men's Drinking Game Ugly Christmas Sweater Quick View
BEST SELLER
Men's Drinking Game Ugly Christmas Sweater
$84.95 $48.95
Men's Face Swap Ugly Christmas Sweater SOLD OUT Quick View
INTERACTIVE SWEATER
Men's Face Swap Ugly Christmas Sweater
$64.95 $24.95
Men's Hanukkah Sweater Quick View
Men's Hanukkah Sweater
$79.95 $38.95
Men's Happy Hanucat Sweater Quick View
Men's Happy Hanucat Sweater
$79.95 $38.95
Men's Miss Me Yet Ugly Christmas Sweater Men's Miss Me Yet Ugly Christmas Sweater SOLD OUT Quick View
Men's Miss Me Yet Ugly Christmas Sweater
$69.95 $41.95
Men's Santa Fe Zip Sweater Quick View
Men's Santa Fe Zip Sweater
$59.95 $49.95
Men's Telemarker Ski Sweater Quick View
Men's Telemarker Ski Sweater
$59.95 $29.95
Women's Beer Pong Ugly Christmas Sweater Quick View
INTERACTIVE SWEATER
Women's Beer Pong Ugly Christmas Sweater
$69.95 $41.95
Women's Big Air Ski Sweater Quick View
Women's Big Air Ski Sweater
$59.95 $49.95
Women's Black Snowflake Vest Quick View
Women's Black Snowflake Vest
$58.95 $29.95
Women's Challah Sweater Quick View
Women's Challah Sweater
$79.95 $38.95
Women's Christmas Present Ugly Christmas Sweater Women's Christmas Present Ugly Christmas Sweater Quick View
INTERACTIVE SWEATER
Women's Christmas Present Ugly Christmas Sweater
$69.95 $41.95
Women's Custom Party Nativity Scene Sweater Women's Custom Party Nativity Scene Sweater Quick View
INTERACTIVE SWEATER
Women's Custom Party Nativity Scene Sweater
$64.95 $38.95
Women's Dreidel Sweater Quick View
Women's Dreidel Sweater
$79.95 $38.95
Women's Drinking Game Ugly Christmas Sweater Women's Drinking Game Ugly Christmas Sweater Quick View
INTERACTIVE SWEATER
Women's Drinking Game Ugly Christmas Sweater
$79.95 $46.95
Women's Face Swap Ugly Christmas Sweater Women's Face Swap Ugly Christmas Sweater Quick View
INTERACTIVE SWEATER
Women's Face Swap Ugly Christmas Sweater
$64.95 $38.95
Women's Gelt Digger Sweater Quick View
Women's Gelt Digger Sweater
$79.95 $38.95
Women's Golden Snowflake Christmas Sweater SOLD OUT Quick View
Women's Golden Snowflake Christmas Sweater
$64.95 $38.95
Women's Hanukkah Sweater Quick View
Women's Hanukkah Sweater
$79.95 $38.95
Women's Jewnicorn Sweater Quick View
Women's Jewnicorn Sweater
$79.95 $38.95
Women's Jingle Bros Ugly Christmas Sweater SOLD OUT Quick View
Women's Jingle Bros Ugly Christmas Sweater
$64.95 $24.95
Women's Stocking Stuffer Ugly Christmas Sweater Women's Stocking Stuffer Ugly Christmas Sweater Quick View
INTERACTIVE SWEATER
Women's Stocking Stuffer Ugly Christmas Sweater
$64.95 $38.95
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Winter Sweaters

Winter sweaters are a favorite wardrobe choice for good reason. Once the weather starts to cool, people start rummaging through the closet for jackets and coats. But winter sweaters are by far the most comfortable and flexible form of winter wear. Here are some reasons why:

(1) You know the sweater will stretch to fit, even when you overindulge at a holiday feast.

(2) You can layer the sweater over other tops for extra warmth if it's particularly frost outside.

(3) You can tie the sweater around your neck for an indoor option that keeps you cool.

(4) You can tie the sweater around your waist for a preppy fashion statement.

(5) You can push up the sleeves to help you handle temperature fluctuations throughout the day.

(6) You can pull the sleeves down over your hands to make "swittens" (sweater mittens).

(7) Nothing goes with a pair of mens Christmas pants like a winter sweater.

Buying clothing for other people can be tricky. However, unlike non-stretchy apparel, winter sweaters are easy to size. You can get a pretty good guestimate by standing really close to the intended recipient and eyeballing their dimensions compared to your own. That's a lot less creepy than it sounds once you learn to do it in an unobtrusive way.

When you have the right size picked out, it's just a matter of selecting the right color and design. With the Tipsy Elves collection, all of our winter sweaters are gut-wrenchingly unattractive. So your best bet is to match the sweater to the personality of the gift recipient. Here are three perfect matches for the most annoying individuals in your life.

There's always that one guy who is a total party crasher. He shows up uninvited, interjects his own opinions into a conversation that has nothing to do with him, and just generally makes a nuisance of himself. He's perfectly portrayed as the third reindeer in the Menage a Trois red reindeer sweater. The first two reindeer were getting along just fine, and then HE showed up. This sweater is a friendly hint for your overly intrusive pal to get off your back.

Is there one annoying person on your gift list who gets upset about the druidic origin of the Christmas tree? Do they go ballistic if you wish them a Happy Holiday instead of saying the more religiously specific "Merry Christmas"? Our Jesus Birthday Boy Christmas Sweater is the right Tipsy Elves sweater for the spiritual enthusiast in your life. It lets them show how serious they are about celebrating the TRUE reason for the season. You know you've made the right choice when your friend wears this sweater without even a hint of irony.

Snowman Nose Thief is the ideal winter sweater for that one person who just has to be the best at everything. This person enjoys beating little kids at checkers and can't help telling you how much money they spent on the latest 'must-have' gadget. Now, they can show everyone that they also have the biggest carrot in the bunch. This narcissist will probably end up bragging about having the most hideous Christmas sweater of all time at the next ugly sweater party--thanks to you! Maybe you should just stay home and cuddle up in some pajamas for Christmas.