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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.
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Size
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    • Mens
    • Womens
Men's Angel Beer Bong Ugly Christmas Sweater Men's Angel Beer Bong Ugly Christmas Sweater SOLD OUT Quick View
(7)
Men's Angel Beer Bong Ugly Christmas Sweater
$59.95 $34.95
Men's Beer Pong Ugly Christmas Sweater Men's Beer Pong Ugly Christmas Sweater SOLD OUT Quick View
INTERACTIVE SWEATER
(18)
Men's Beer Pong Ugly Christmas Sweater
$64.95 $39.95
Men's Big Air Ski Sweater SOLD OUT Quick View
(4)
Men's Big Air Ski Sweater
$64.95 $49.95
Men's Birthday Surprise Ugly Christmas Sweater Men's Birthday Surprise Ugly Christmas Sweater SOLD OUT Quick View
(12)
Men's Birthday Surprise Ugly Christmas Sweater
$59.95 $34.95
Men's Bottle Opener Ugly Christmas Sweater Men's Bottle Opener Ugly Christmas Sweater SOLD OUT Quick View
INTERACTIVE SWEATER
(21)
Men's Bottle Opener Ugly Christmas Sweater
$59.95 $34.95
Men's Centaur Claus Ugly Christmas Sweater Men's Centaur Claus Ugly Christmas Sweater SOLD OUT Quick View
(20)
Men's Centaur Claus Ugly Christmas Sweater
$59.95 $34.95
Men's Challah Sweater Men's Challah Sweater SOLD OUT Quick View
(30)
Men's Challah Sweater
$59.95
Men's Christmas Present Ugly Christmas Sweater Men's Christmas Present Ugly Christmas Sweater SOLD OUT Quick View
INTERACTIVE SWEATER
(26)
Men's Christmas Present Ugly Christmas Sweater
$64.95 $39.95
Men's Cornhole Ugly Christmas Sweater SOLD OUT Quick View
(17)
Men's Cornhole Ugly Christmas Sweater
$64.95
Men's Dancing Snowmen Cardigan w/ Elbow Patches SOLD OUT Quick View
(46)
Men's Dancing Snowmen Cardigan w/ Elbow Patches
$0.00 - $34.95
Men's Downhill Demon Zip Ski Sweater Men's Downhill Demon Zip Ski Sweater SOLD OUT Quick View
(3)
Men's Downhill Demon Zip Ski Sweater
$64.95
Men's Drinking Game Ugly Christmas Sweater Men's Drinking Game Ugly Christmas Sweater SOLD OUT Quick View
BEST SELLER
(55)
Men's Drinking Game Ugly Christmas Sweater
$64.95 $39.95
Men's Drunk Mall Santa Ugly Christmas Sweater SOLD OUT Quick View
(2)
Men's Drunk Mall Santa Ugly Christmas Sweater
$59.95 $34.95
Men's Face Swap Ugly Christmas Sweater SOLD OUT Quick View
INTERACTIVE SWEATER
(9)
Men's Face Swap Ugly Christmas Sweater
$64.95 $39.95
Men's Fair Isle Hanukkah Sweater Men's Fair Isle Hanukkah Sweater SOLD OUT Quick View
(1)
Men's Fair Isle Hanukkah Sweater
$59.95
Men's First Tracks Ski Sweater Men's First Tracks Ski Sweater SOLD OUT Quick View
(8)
Men's First Tracks Ski Sweater
$64.95
Men's Gaudy Garland Ugly Christmas Sweater Men's Gaudy Garland Ugly Christmas Sweater SOLD OUT Quick View
(11)
Men's Gaudy Garland Ugly Christmas Sweater
$64.95 $39.95
Men's Hanukkah Endurance Sweater SOLD OUT Quick View
(12)
Men's Hanukkah Endurance Sweater
$59.95
Men's Hanukkah Sweater SOLD OUT Quick View
(28)
Men's Hanukkah Sweater
$59.95
Men's Happy Hanucat Sweater SOLD OUT Quick View
(1)
Men's Happy Hanucat Sweater
$59.95
Men's Happy Llamakkah Sweater Men's Happy Llamakkah Sweater SOLD OUT Quick View
(22)
Men's Happy Llamakkah Sweater
$59.95
Men's Miss Me Yet Ugly Christmas Sweater Men's Miss Me Yet Ugly Christmas Sweater SOLD OUT Quick View
(9)
Men's Miss Me Yet Ugly Christmas Sweater
$59.95 $34.95
Men's Santa Fe Zip Ski Sweater Men's Santa Fe Zip Ski Sweater SOLD OUT Quick View
(1)
Men's Santa Fe Zip Ski Sweater
$64.95
Men's Santa Unicorn Ugly Christmas Sweater Men's Santa Unicorn Ugly Christmas Sweater SOLD OUT Quick View
(106)
Men's Santa Unicorn Ugly Christmas Sweater
$59.95 $34.95
Men's Sea Sleigher Ugly Christmas Sweater Men's Sea Sleigher Ugly Christmas Sweater SOLD OUT Quick View
(6)
Men's Sea Sleigher Ugly Christmas Sweater
$59.95 $34.95
Men's Skis and Poles Ski Sweater Men's Skis and Poles Ski Sweater SOLD OUT Quick View
(8)
Men's Skis and Poles Ski Sweater
$64.95
Men's Sunrise Shred Zip Ski Sweater Men's Sunrise Shred Zip Ski Sweater SOLD OUT Quick View
(3)
Men's Sunrise Shred Zip Ski Sweater
$64.95
Men's Sunset Slopes Ski Sweater Men's Sunset Slopes Ski Sweater SOLD OUT Quick View
(4)
Men's Sunset Slopes Ski Sweater
$64.95 $54.95
Men's Sweet Baby Jesus Ugly Christmas Sweater Men's Sweet Baby Jesus Ugly Christmas Sweater SOLD OUT Quick View
(42)
Men's Sweet Baby Jesus Ugly Christmas Sweater
$59.95 $34.95
Men's Telemarker Ski Sweater Men's Telemarker Ski Sweater SOLD OUT Quick View
Men's Telemarker Ski Sweater
$64.95 $49.95
Men's Tricks Mcgee Ski Sweater Men's Tricks Mcgee Ski Sweater SOLD OUT Quick View
(6)
Men's Tricks Mcgee Ski Sweater
$64.95 $39.95
Men's Ugly Cat Christmas Sweater with Bells Men's Ugly Cat Christmas Sweater with Bells SOLD OUT Quick View
(62)
Men's Ugly Cat Christmas Sweater with Bells
$64.95 $39.95
Men's Yellow Snow Ugly Christmas Sweater Men's Yellow Snow Ugly Christmas Sweater SOLD OUT Quick View
(165)
Men's Yellow Snow Ugly Christmas Sweater
$59.95 $34.95
Naughty and Nice Two-Person Sweater Naughty and Nice Two-Person Sweater SOLD OUT Quick View
(30)
Naughty and Nice Two-Person Sweater
$94.95 $49.95
Women's Apres Afterglow Ski Sweater SOLD OUT Quick View
(2)
Women's Apres Afterglow Ski Sweater
$64.95 $29.95
Women's Ask Your Mom Ugly Christmas Sweater Women's Ask Your Mom Ugly Christmas Sweater SOLD OUT Quick View
(3)
Women's Ask Your Mom Ugly Christmas Sweater
$59.95 $34.95
Women's Beer Pong Ugly Christmas Sweater Women's Beer Pong Ugly Christmas Sweater SOLD OUT Quick View
INTERACTIVE SWEATER
(14)
Women's Beer Pong Ugly Christmas Sweater
$64.95 $27.95
Women's Believe Unicorn Ugly Christmas Sweater Women's Believe Unicorn Ugly Christmas Sweater SOLD OUT Quick View
(17)
Women's Believe Unicorn Ugly Christmas Sweater
$59.95 $34.95
Women's Big Air Ski Sweater SOLD OUT Quick View
(6)
Women's Big Air Ski Sweater
$64.95 $29.95
Women's Birthday Surprise Ugly Christmas Sweater Women's Birthday Surprise Ugly Christmas Sweater SOLD OUT Quick View
(5)
Women's Birthday Surprise Ugly Christmas Sweater
$59.95 $34.95
Women's Black Snowflake Vest Women's Black Snowflake Vest SOLD OUT Quick View
(6)
Women's Black Snowflake Vest
$59.95 $34.95
Women's Carrot Trail Nightmare Christmas Sweater Women's Carrot Trail Nightmare Christmas Sweater SOLD OUT Quick View
(1)
Women's Carrot Trail Nightmare Christmas Sweater
$59.95 $34.95
Women's Challah Sweater SOLD OUT Quick View
(14)
Women's Challah Sweater
$59.95
Women's Christmas Present Ugly Christmas Sweater Women's Christmas Present Ugly Christmas Sweater Quick View
INTERACTIVE SWEATER
(43)
Women's Christmas Present Ugly Christmas Sweater
$64.95 $39.95
Women's Cornhole Ugly Christmas Sweater Women's Cornhole Ugly Christmas Sweater SOLD OUT Quick View
(4)
Women's Cornhole Ugly Christmas Sweater
$64.95 $39.95
Women's Crazy Cat Lady Ugly Christmas Sweater Women's Crazy Cat Lady Ugly Christmas Sweater SOLD OUT Quick View
(37)
Women's Crazy Cat Lady Ugly Christmas Sweater
$64.95 $39.95
Women's Custom Party Nativity Scene Sweater Women's Custom Party Nativity Scene Sweater SOLD OUT Quick View
INTERACTIVE SWEATER
(8)
Women's Custom Party Nativity Scene Sweater
$64.95 $39.95
Women's Dreamy Narwhal Ugly Christmas Sweater SOLD OUT Quick View
(32)
Women's Dreamy Narwhal Ugly Christmas Sweater
$59.95 $34.95
Women's Dreidel Sweater SOLD OUT Quick View
(8)
Women's Dreidel Sweater
$59.95
Women's Drinking Game Ugly Christmas Sweater Women's Drinking Game Ugly Christmas Sweater SOLD OUT Quick View
INTERACTIVE SWEATER
(42)
Women's Drinking Game Ugly Christmas Sweater
$64.95 $39.95
Women's Face Swap Ugly Christmas Sweater Women's Face Swap Ugly Christmas Sweater SOLD OUT Quick View
INTERACTIVE SWEATER
(14)
Women's Face Swap Ugly Christmas Sweater
$59.95 $34.95
Women's Feliz Navidog Ugly Christmas Sweater SOLD OUT Quick View
(25)
Women's Feliz Navidog Ugly Christmas Sweater
$59.95 $34.95
Women's Flirty Flamingo Ugly Christmas Sweater SOLD OUT Quick View
(41)
Women's Flirty Flamingo Ugly Christmas Sweater
$0.00 - $59.95
Women's Gelt Digger Sweater SOLD OUT Quick View
(8)
Women's Gelt Digger Sweater
$59.95
Women's Ginger Roid Rage Ugly Christmas Sweater Women's Ginger Roid Rage Ugly Christmas Sweater SOLD OUT Quick View
(4)
Women's Ginger Roid Rage Ugly Christmas Sweater
$59.95 $34.95
Women's Golden Snowflake Christmas Sweater SOLD OUT Quick View
(3)
Women's Golden Snowflake Christmas Sweater
$64.95 $39.95
Women's Hanukkah Sweater SOLD OUT Quick View
(38)
Women's Hanukkah Sweater
$59.95
Women's Happy Hanucat Sweater SOLD OUT Quick View
(3)
Women's Happy Hanucat Sweater
$0.00 - $59.95
Women's Happy Llamakkah Sweater SOLD OUT Quick View
(17)
Women's Happy Llamakkah Sweater
$59.95
Women's Holiday Hooter Ugly Christmas Sweater Women's Holiday Hooter Ugly Christmas Sweater SOLD OUT Quick View
(3)
Women's Holiday Hooter Ugly Christmas Sweater
$59.95 $34.95
Women's Jewnicorn Sweater Women's Jewnicorn Sweater SOLD OUT Quick View
(10)
Women's Jewnicorn Sweater
$59.95
Women's Jingle Bros Ugly Christmas Sweater Women's Jingle Bros Ugly Christmas Sweater SOLD OUT Quick View
(19)
Women's Jingle Bros Ugly Christmas Sweater
$59.95 $34.95
Women's Mermanta Ugly Christmas Sweater Women's Mermanta Ugly Christmas Sweater SOLD OUT Quick View
(25)
Women's Mermanta Ugly Christmas Sweater
$59.95 $34.95
Women's North Pole Dancer Ugly Christmas Sweater Women's North Pole Dancer Ugly Christmas Sweater SOLD OUT Quick View
(21)
Women's North Pole Dancer Ugly Christmas Sweater
$59.95 $34.95
Women's Rose Ceremony Ugly Christmas Sweater Women's Rose Ceremony Ugly Christmas Sweater SOLD OUT Quick View
(9)
Women's Rose Ceremony Ugly Christmas Sweater
$59.95 $34.95
Women's Santa Unicorn Ugly Christmas Sweater Women's Santa Unicorn Ugly Christmas Sweater SOLD OUT Quick View
(102)
Women's Santa Unicorn Ugly Christmas Sweater
$59.95 $34.95
Women's Sea Sleigher Ugly Christmas Sweater Women's Sea Sleigher Ugly Christmas Sweater SOLD OUT Quick View
(6)
Women's Sea Sleigher Ugly Christmas Sweater
$59.95 $34.95
Women's Sequined Snowman Ugly Christmas Sweater Women's Sequined Snowman Ugly Christmas Sweater SOLD OUT Quick View
(32)
Women's Sequined Snowman Ugly Christmas Sweater
$64.95 $39.95
Women's Snowman Nose Thief Ugly Christmas Sweater Women's Snowman Nose Thief Ugly Christmas Sweater SOLD OUT Quick View
(79)
Women's Snowman Nose Thief Ugly Christmas Sweater
$59.95 $34.95
Women's Stocking Stuffer Ugly Christmas Sweater Women's Stocking Stuffer Ugly Christmas Sweater SOLD OUT Quick View
INTERACTIVE SWEATER
(23)
Women's Stocking Stuffer Ugly Christmas Sweater
$64.95 $39.95
Women's Sunrise Shred Sweater Women's Sunrise Shred Sweater SOLD OUT Quick View
(2)
Women's Sunrise Shred Sweater
$64.95
Women's Sweet Baby Jesus Sweater SOLD OUT Quick View
(14)
Women's Sweet Baby Jesus Sweater
$59.95
Women's Telemarker Ski Sweater Women's Telemarker Ski Sweater SOLD OUT Quick View
(5)
Women's Telemarker Ski Sweater
$64.95 $29.95
Women's Ugly Cat Christmas Sweater with Bells Women's Ugly Cat Christmas Sweater with Bells SOLD OUT Quick View
(81)
Women's Ugly Cat Christmas Sweater with Bells
$64.95 $39.95
Women's Winter Whale Tail Ugly Christmas Sweater Women's Winter Whale Tail Ugly Christmas Sweater SOLD OUT Quick View
(5)
Women's Winter Whale Tail Ugly Christmas Sweater
$59.95 $34.95
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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.