Holiday Perfect Outfits, Ugly-Sweater Edition

Here at R29, ugly sweaters are akin to pugs; so awkward and weird that we can't not love them. Yep — we're the kinds of people who don't wait around for Ugly Sweater Parties to wear our fugly fuzzy friends out, and we do it proudly.
Fortunately for us, the graphic, retro, over-the-top ugly sweater is something of a trend this season, so you won't attract quite as many weird stares wearing one on the subway as you used to. This also means that there was tons of styling inspiration on the fall runways to help us pair those sweaters with trousers, skirts, dresses, and so much more (but not reindeer ears, Santa hats, and a mug of eggnog, thankyouverymuch).
Advertisement
To celebrate this quirky turn of events, our Shops team dug hard through all of our favorite thrift stores to bring you the best vintage sweaters. And we styled some of our favorites in these five Perfect Outfits. Falling in love? (We don't blame you.) Just remember to shop fast, because they're all one of a kind!
1 of 5
It might seem counterintuitive to pair a busy sweater with even more patterns, but in fact, taking a walk on the wild side and mixing and matching prints can take that knit out of the '90s and make it look much more street-style chic.

Clockwise from top left: Isabel Marant Lauryn Embroidered Western Shirt, $786, available at YouHeShe; Topshop Gold Jacquard Mini Skirt, $40, available at Topshop; Belle by Sigerson Morrison Variee Leopard Flats, $260, available at Madewell; Chapel Hill Printed Sweater, $60, available at R29 Shops; LAUREN Ralph Lauren Dorian Crossbody, $228, available at Zappos.
2 of 5
So, you want to wear your ugly sweater to work? It's totally possible to pull it off without looking like you just ran in from your family's annual holiday photo shoot — promise! Keep things classic (and classy) with a white blouse and similarly colored pencil skirt.

Clockwise from top left: Preen Eva Metallic Cotton Blend and Lace Skirt, $1,030, available at Net-A-Porter; Carven Peter Pan Cotton Shirt, $247.50, available at MyWardrobe; Lori's Shoes Circle and Spike Statement Necklace, $34.95, available at Lori's Shoes; Beldock Popper Pullover, $60, available at R29 Shops; Zara Mid Heel with Ankle Strap, $89.90, available at Zara.
3 of 5
Let your sweater be the star and stand out as a statement piece, topping off an oh-so basic outfit.

Clockwise from top left: Mango Light Washed Denim Jacket, $69.99, available at Mango; Pamela Love Cutout Gold Turquoise Cuff, $560, available at Net-A-Porter; rag & bone Renard Legging, $395, available at La Garconne; Karen Scott Patterned Pullover, $60, available at R29 Shops; Sisii Athletic High Top Sneakers, $209, available at Totokaelo.
4 of 5
Embrace the old-school effect of your ugly sweater and glam it up with timeless pieces that you could definitely find in your mom's closet. Finish the look off with your favorite pair of jeans and a pair of killer booties.

Clockwise from top left: Acne Kex Jeans, $126.50, available at The Outnet; Banana Republic Flower Drop Earrings, $35, available at Banana Republic; Dorothy Perkins Khaki Trench Coat, $89, available at Dorothy Perkins; Proenza Schouler Suede Lace Up Platform Ankle Boots, $698, available at MyTheresa; Weinstock's Mock Turtleneck, $60, available at R29 Shops.
5 of 5
Add just the right amount of quirky holiday spirit to your party dresses by bringing out your ugly sweater for a big night out. Oh, and you'll stay warm, too. Win win.

Clockwise from top left: Red Valentino Flared Slash Neck Dress, $680, available at FarFetch; Rafaella Fuzzy Pullover, $60, available at R29 Shops; Gap Opaque Tights, $12.95, available at Gap; DV by Dolce Vita Lunna Flat, $78.95, available at Nordstrom; Kate Spade Normandy Park Dot Bag, $298, available at Kate Spade.
Advertisement