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.
$29.90
A natural oversized knit sweater bolero with slouchy sleeves and an ultra-cropped hem.
$59.90
A brown plaid oversized shacket in faux wool with faux suede lining and chest pockets.
$10.97 $26.90 59% off
An oversized black cotton tee with a V-neckline and sporty "22" graphic design.
$14.97 $34.90 57% off
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.
$16.97 $39.90 57% off
An oversized charcoal crop hoodie with soft fleece lining and "Los Angeles" front graphic.
$49.90
A leopard-printed denim shacket with an oversized fit, collared neckline, and chest pockets.
$24.90
An oversized black tee with a bull rider graphic and western-inspired script for a wild vibe.
$32.90
A taupe ribbed knit pullover hoodie with a drawstring hood and tapered hems for cozy comfort.
$32.90
A sheer white crochet sweater featuring a trendy front star design and relaxed fit for effortless layering.
$24.90
An off-white oversized knit tee featuring a playful strawberry graphic and classic crew neckline.
$22.90
An oversized red-brown crop tee with a playful graphic and cheeky front script.
$24.90
An off-white oversized knit tee featuring a playful cherry graphic and classic crew neckline.
$17.97 $34.90 49% off
A rust-colored cable knit pullover sweater featuring ribbed hems and a crew neckline.
$39.90
An oversized black cotton-blend tee featuring a bold "This Ain't Texas" front graphic and cuffed sleeves.
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Flaunt a sporty chic allure in this graphic crop top for game day! The top features a front 24 graphic detail and sheer lace bodice for a femme flair, while the relaxed hem flaunts your figure. Pair with shorts. Fit & FeaturesJersey fabric, V-neckline, Relaxed short sleeves, Front 24 graphic detail, sheer lace bodice, Relaxed hem, Runs true to size, Please note bralette is not included, Free Shipping on All Orders Over $75. | Windsor Sporty Chic Lace V-Neck 24 Graphic Jersey Top in Black | Size: S | Sheer Lace Fabric
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
Get that sporty look with this oversized jersey tee on game day! Featuring varsity stripes and a bold front 01 graphic, this tee is perfect for standing out from the crowd. Fit & FeaturesJersey mesh fabric, Relaxed short sleeves, varsity stripes, V-neckline with varsity stripes, Front 01 graphic, Oversized fit, Free Shipping on All Orders Over $75. | Windsor On My Game Graphic 01 Jersey T-Shirt Top in White | Size: L | Mesh Fabric/Mesh Fabric
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: M | Knit Fabric
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: S | Cotton/Knit Fabric/Stretchy Fabric
Windsor Sporty Style Oversized Graphic T-Shirt Top in White
$10.97 $24.90
56% off
This sporty graphic tee features a V-neckline, short sleeves, a "13" faded front graphic, and the perfect oversized fit. Style with a mini skirt and sneakers for game day! Fit & FeaturesCotton fabric with moderate stretch, V-neckline, Short sleeves, "13" faded front graphic, Oversized fit, Free Shipping on All Orders Over $75. | Windsor Sporty Style Oversized Graphic T-Shirt Top in White | Size: M | Cotton
Serve it-girl energy in this trendy graphic top featuring a halter V-neck, fitted cropped hem, and script reading, "Sunshine Hottie." Style with cutoff denim shorts and sneakers. Fit & FeaturesCotton-blend fabric, contrast trim, moderate stretch, Sleeveless V-neckline, Halter strap, partially open back, Front script reading, "Sunshine Hottie", Fitted cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunshine Hottie Graphic Halter Top in Yellow | Size: S | Cotton
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
Effortlessly cool and essential, this graphic tee features a "28" graphic across the front on soft knit stretchy fabric. Pair with denim for a vibe! Fit & FeaturesSoft knit stretchy fabric, Short sleeves, Scoop neckline, "28" front graphic, Fitted crop hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor 28 Crop Graphic T-Shirt Top in White | Size: S | Knit Fabric/Stretchy Fabric
Windsor Extra Spicy Margarita Club Graphic T-Shirt Top in White
$9.97 $19.90
50% off
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: S | Cotton
Oversized Pullovers
When it comes to leveling up your cozy game with pure, main-character energy, nothing comes close to the effortless magic of an oversized pullover. These aren’t just your average sweatshirts—they’re the wearable equivalent of a warm hug, a lazy Sunday, and a spontaneous road trip rolled into one. Whether you’re crashing a study sesh, hopping from brunch to errands, or just plotting your next move from the comfort of your couch, a pullover oversize style is the ultimate go-to. It’s the piece you throw on when you want to look like you didn’t try (but somehow still nailed it), the one that makes your coffee runs feel a little more iconic, and your Netflix marathons a lot more stylish. Think about that perfect slouch, the way the sleeves drape just right, and how the soft fabric feels against your skin—like you’ve been besties forever. That’s the pullover oversize effect: instant comfort, maximum attitude, and zero effort required.
Oversized pullovers are the kind of wardrobe staple that works for literally everyone. Gifting one? You’re basically handing someone a ticket to Chilltown with a side of street style cred. They’re the ultimate present for your ride-or-die BFF who lives for comfort but refuses to sacrifice style, your sibling who always “borrows” your clothes, or even your mom who secretly loves to steal your looks. And let’s be real, sometimes the best gift is the one you give yourself—especially when it means you get to lounge, layer, and live your best life all at once. The beauty of these pullovers is their versatility: dress them up with a mini skirt and boots for a night out, or keep it low-key with leggings and chunky sneakers for that “I woke up like this” vibe. They’re perfect for those unpredictable days when the weather can’t make up its mind or when you just want to wrap yourself in something oversized and unapologetically comfy.
When you’re scrolling through all the options, keep an eye out for details that speak to your personal style—think bold graphics, playful textures, or classic neutrals that go with everything. It’s all about finding that perfect fit: roomy enough to feel cozy, but still structured enough to serve looks. If you’re vibing with the oversized trend, don’t stop at pullovers—explore the entire world of Oversized Outerwear for even more ways to turn comfort into a statement. Whether you’re layering up for a late-night adventure or just want to keep things cute and casual, oversized pullovers have your back (literally and figuratively). They’re the not-so-secret weapon in every Windsor girl’s closet—ready to hype you up, keep you comfy, and make every day feel like your own personal runway.