Oversized Pullovers

Oversized pullovers are the ultimate fashion hug you didn't know you needed, and we're here to make sure you rock them with all the confidence of a runway queen. These cozy companions are your go-to for those days when comfort meets style, effortlessly blending laid-back vibes with a chic twist. Perfect for layering or making a statement all on their own, oversized pullovers are your ticket to looking fabulous while feeling like you're wrapped in a cloud. Whether you're lounging at home or stepping out for brunch with the girls, these pullovers have your back – literally! So, get ready to strut your stuff and embrace the oversized pullover life because you're about to become the trendsetter everyone wants to follow.

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$29.90

4.666667 star rating

A natural oversized knit bolero with slouchy sleeves and an ultra-cropped hem for cozy layering.

$59.90

5 star rating

A brown plaid oversized shacket in faux wool with faux suede lining and chest pockets.

$34.90

An oversized navy blue sweatshirt with a cozy fleece lining and stylish graphic design.

$59.90

An ivory plaid oversized shacket with a collared neckline, perfect for casual virtual gatherings.

Sale

$16.97 $39.90 57% off

An oversized grey sweatshirt with a soft fleece lining and New York embroidered script.

$39.90

An oversized charcoal tee featuring a Willie Nelson graphic, crafted from stretchy knit fabric.

$49.90

5 star rating

A leopard-printed denim shacket with an oversized fit, collared neckline, and chest pockets.

Sale

$14.97 $34.90 57% off

4 star rating

An oversized ivory mesh blouse with a collared neckline and long bishop sleeves.

$24.90

5 star rating

An oversized black tee with a bull rider graphic and western-inspired script for a bold look.

$32.90

5 star rating

A taupe ribbed knit pullover hoodie with a drawstring hood and tapered hems for cozy comfort.

$22.90

An oversized red-brown crop tee with a playful graphic and cheeky front script.

$24.90

An oversized taupe cotton tee featuring a cowboy graphic and "Stay Wild And Free" script.

$26.90

An oversized black cotton tee with a V-neckline and sporty "22" graphic, perfect for game day.

Sale

$17 $24.90 32% off

A white cotton oversized tee with a V-neckline and faded "13" graphic for a sporty look.

$49.90

A taupe plaid woven shacket with an oversized cropped fit and stylish button-down front.

Sale

$12.97 $29.90 57% off

A blue knit crop sweatshirt featuring a sporty "7" graphic and an oversized, fleece-lined design.

Sale

$12.97 $29.90 57% off

A heather grey cotton off-shoulder pullover with long sleeves and a cropped relaxed fit.

Sale

$17.97 $34.90 49% off

A rust-colored cable knit pullover sweater featuring ribbed hems and a crew neckline.

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Trendy Find Knit Halter Top in Ivory
(3) 3.3333333 star rating

This halter top is designed with a double-lined brushed knit fabric offering plenty of stretch for comfortable wear. It features a sleeveless plunging V-neckline with a trendy halter strap, an open back, a mid-length hem to pair with your fave low-rise jeans, and a form-hugging fit. Fit & FeaturesStretchy double-lined brushed knit fabric, Plunge V-neckline, Halter strap, Open back, Mid-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendy Find Knit Halter Top in Ivory | Size: S | Knit Fabric

Baby Got Back Basic Crew Neck Crop T-Shirt Top in Black
(3) 5 star rating

Getting dressed is a stylish breeze when you have this basic crew neck tee with a flirty open back design to elevate your favorite bottoms! Fit & FeaturesSmooth stretchy knit fabric, Crew neck, Short sleeves, Open back design, Fitted crop hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Baby Got Back Basic Crew Neck Crop T-Shirt Top in Black | Size: XS | Knit Fabric

Windsor Extra Spicy Margarita Club Graphic T-Shirt Top in White
(2) 5 star rating

This sassy graphic tee features a crew neckline, short cap sleeves, a script reading "Extra Spicy Margarita Club," and a fitted cropped hem. Perf for happy hour, style with jeans and heels. Fit & FeaturesCotton fabric with moderate stretch, Crew neckline, Short cap sleeves, Script reading "Extra Spicy Margarita Club", Fitted cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Extra Spicy Margarita Club Graphic T-Shirt Top in White | Size: M | Cotton

Born To Yap Graphic T-Shirt Top in Pink
(2) 4.5 star rating

This graphic tee is perfect for the girlies with attitude! It features a front graphic script that reads "Born To Yap" and a fitted crop length hem. Style with denim jeans and sneakers. Fit & FeaturesCotton-blend knit stretchy fabric , Graphic front script reads "Born To Yap", Crew neck, Cap sleeves, Fitted crop length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Born To Yap Graphic T-Shirt Top in Pink | Size: XS | Cotton/Knit Fabric/Stretchy Fabric

Windsor I'm Too Pretty For This Crop Graphic T-Shirt Top in White
(2) 5 star rating

This graphic tee features a classic crew neckline, short sleeves, and a sassy front graphic script that reads "I'm Too Pretty For This" along the cropped fitted hem. Perfect for casual styling with jeans or a skirt. Fit & FeaturesStretchy knit fabric, Crew neckline, Short sleeves, Front graphic script reads "I'm Too Pretty For This", Cropped fitted hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor I'm Too Pretty For This Crop Graphic T-Shirt Top in White | Size: S | Knit Fabric

Windsor Sleek Appeal Ribbed Knit Long Sleeve Bodysuit Top in Black
(2) 5 star rating

Every fashionista needs this long sleeve bodysuit to create dressed-up and down looks! Pair with a pleated skirt. Fit & FeaturesRibbed knit fabrication, double-lined, Square neckline, Fitted long sleeves, Snap button closure, Thong bottom coverage, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Appeal Ribbed Knit Long Sleeve Bodysuit Top in Black | Size: L | Knit Fabric

Windsor Smooth Moves Long Sleeve Crew Neck Bodysuit Top in Pink
(1) 5 star rating

A smooth and essential long sleeve bodysuit you'll love to pair with jeans or skirts. The bodysuit is designed in a flattering form-hugging silhouette with a sleek thong bottom for a seamless look. Complete the look in trendy cargo pants. Fit & FeaturesSmooth, soft knit fabric, moderate stretch, Fitted long sleeves, Crew neck, Form-hugging silhouette, Thong bottom, snap-button closures, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Smooth Moves Long Sleeve Crew Neck Bodysuit Top in Pink | Size: M | Knit Fabric

No Hard Feelings Graphic T-Shirt Top in Navy Blue
(1) 5 star rating

Flaunt your sassy self in this trendy graphic tee featuring a front script that reads "No Hard Feelings" and a fitted crop hem. Pair with high-rise pants and sneakers. Fit & FeaturesCotton-blend knit fabric, moderate stretch, Short sleeves, Crew neck, Front script that reads "No Hard Feelings", Fitted crop hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor No Hard Feelings Graphic T-Shirt Top in Navy Blue | Size: M | Cotton/Knit Fabric

Femme Sass Lace Bra Graphic T-Shirt Top in White
(1) 4 star rating

Play up your femme sass with this lace bra graphic crop tee, perfect for elevating a pair of jeans! Fit & FeaturesCotton knit stretchy fabric, Short sleeves, Crew neckline, Lace bra graphic, Cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Femme Sass Lace Bra Graphic T-Shirt Top in White | Size: M | Cotton/Knit Fabric/Stretchy Fabric

Wild And Free Oversized Graphic T-Shirt Top in Black
(1) 5 star rating

Channel a wild and free vibe in this trendy oversized tee featuring a bull rider and desert scenery graphic and a western-inspired script. Edge up the look with distressed denim and combat boots! Fit & FeaturesKnit fabric, moderate stretch, Crew neckline, Short sleeves, Bull rider and desert scenery graphic, Script reading "Cantina Est. 1978, El Toro, Open 24 Hrs!, West Village, San Antonio, Texas", Oversized fit, Free Shipping on All Orders Over $75. | Windsor Wild And Free Oversized Graphic T-Shirt Top in Black | Size: L

Oversized Pullovers

Oversized pullovers are basically the BFF you never knew you needed—always there to wrap you up in cozy comfort, ready to transform your day from “meh” to main character energy. Whether you’re running late to class, sneaking out for a midnight snack, or just vibing with your crew, an oversized pullover is the ultimate move for looking effortlessly cool while feeling like you never left your bed. There’s just something about that extra room and slouchy silhouette that screams confidence and chill all at once, making it the go-to for anyone who wants to blur the line between laidback and legendary. Picture yourself curled up on the couch, sipping your favorite iced latte, scrolling through your feed, and living your best life—all while wrapped in the softest, comfiest pullover that gives you that “I woke up like this” kind of flawless. It’s not just a look, it’s a whole mood.

If you’re shopping for yourself, oversized pullovers are the ultimate treat—think of them as your personal comfort zone that you can take anywhere. But let’s not forget how they make the perfect gift for literally anyone on your list. Got a bestie who’s always cold? She’ll love you forever. Shopping for your sister, your roommate, or that friend who’s impossible to shop for? Oversized pullovers are a slam dunk—one size fits most, and the relaxed fit means you don’t have to stress about getting it “just right.” They’re also a lifesaver for those last-minute plans when you need to look cute but can’t be bothered with the fuss. Throw one on over leggings or biker shorts, add some chunky sneakers, and you’re ready to take on the world (or at least the group chat’s latest adventure). The beauty of the oversized pullover is in its versatility: layer it over a crop top for that peekaboo effect, tie it around your waist when the sun comes out, or pair it with statement jewelry to instantly elevate your look. And if you’re obsessed with that “borrowed from the boys” vibe, oversized pullovers totally deliver—no actual boyfriends required.

When it comes to picking your perfect oversized pullover, it’s all about finding the right fabric and fit to match your mood. Soft fleece or French terry brings that cloud-nine coziness, while lightweight knits keep things breezy for those days when you’re on the move. Look for details like dropped shoulders, bold graphics, or fun textures to really make it your own. And if you’re feeling extra, go for a pullover with a pop of color or an eye-catching print—because why blend in when you were born to stand out? Whether you’re building your collection or just getting started, don’t sleep on the power of a well-chosen oversized pullover to upgrade your entire vibe. And if you’re ready to take your love for all things oversized to the next level, check out our curated picks for Oversized Outerwear for even more ways to slay the comfort game. With the right oversized pullover in your lineup, you’re always just one cozy step away from your next iconic moment.