Oversized Clothing
Oversized clothing is the ultimate vibe for those who love to mix comfort with a splash of street-chic flair. Whether you're strutting down city sidewalks or chilling at your fave coffee spot, these roomy fits are all about embracing your inner cool girl. Think effortlessly stylish layers that let you move, groove, and make waves wherever you go. From slouchy sweaters that feel like a warm hug to baggy jeans that scream laid-back confidence, oversized clothing is your ticket to looking fab without even trying. So go ahead, take on the world in style that's as bold and fearless as you are!
$29.90
A natural oversized knit sweater bolero with slouchy sleeves and an ultra-cropped hem.
$59.90
An oversized ivory faux leather moto jacket with belted accents and a cropped hem.
$24.90
An off-white oversized knit tee featuring a playful cherry graphic and classic crew neckline.
$34.90
An oversized crop denim vest in dark denim with large flap pockets and button-down front closures.
$59.90
An ivory plaid oversized shacket with a collared neckline, perfect for casual virtual gatherings.
$24.90
An off-white oversized knit tee featuring a playful strawberry graphic and classic crew neckline.
$54.90
A chic oversized brown faux leather blazer with a lapel collar and single button closure.
$59.90
A charcoal faux leather bomber jacket with a cropped oversized fit and zipper front closure.
$39.90
An oversized black cotton-blend tee featuring a bold "This Ain't Texas" front graphic and cuffed sleeves.
$46.90 - $49.90
A chic olive cargo jogger with high-rise waist, metal ring trims, and elastic cuffed hems.
$49.90
A trendy grey plaid shacket with a relaxed fit, perfect for layering during cozy season.
$49.90
A navy blue plaid shacket with a relaxed fit, collared neckline, and cropped cinched hem.
$34.90
A trendy wide-leg pant in brown abstract print with a flattering high-rise waist.
$42.90
A taupe nylon hoodie bomber jacket with a relaxed fit and drawstring hood for casual wear.
$42.90
A pair of black satin palazzo pants featuring a mid-rise waist and flowy wide-leg hem.
$59.90
A stylish ivory plaid shacket with knit lining and button-down front, perfect for casual occasions.
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Layer on this trendy plaid shacket perfect for cozy season featuring a collared neckline, long sleeves with buttons to cuff, a complete button-down front, chest pockets, and a casually chic relaxed fit. Style with jeans and booties. Fit & FeaturesWoven fabric with buffalo plaid print, no stretch, Collared neckline, Long sleeves with single-button detail, Button-down front, Dual flap chest pockets, Long-length hem, relaxed fit, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Cozy Season Plaid Button-Down Shacket in Grey | Size: M | Woven Fabric
Casually cozy, this plaid woven shacket features a collared neckline, long sleeves, a button-down front with buttoned chest pockets, and a cropped cinched hem with an overall relaxed fit. Layer over a basic top with a denim skirt and booties! Fit & FeaturesPlaid woven fabric, no stretch, Collared neckline, Long sleeves with single-button detail, Button-down front, Dual buttoned chest pockets, Cropped hem, elastic cinched back hem, relaxed fit, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Casually Cozy Plaid Woven Cropped Shacket in Navy Blue | Size: M | Woven Fabric
Forever femme with endless styling options, this sheer lace long sleeve topper elevates your day-to-night look. Fit & FeaturesSheer lace fabric, moderate stretch, Fitted long sleeves, Crew neckline, Ultra-cropped length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Forever Femme Sheer Lace Long Sleeve Topper in Black | Size: S | Lace Fabric/Sheer Lace Fabric
Effortless Cutie Long Sleeve Plaid Shacket in Navy Blue
$35 $49.90
30% off
Layer on this effortlessly cute long sleeve plaid shacket perfect for pairing with a fitted top and denim jeans for everyday styling. Fit & FeaturesPlaid printed faux wool fabric, no stretch, Collared neckline, Button down front, Long sleeves with single-button detail, Dual chest pockets, Relaxed fit, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Effortless Cutie Long Sleeve Plaid Shacket in Navy Blue | Size: S
Fit & FeaturesPlaid printed woven fabric with lining, Collared neckline, Long sleeves with single-button detail, Complete button-down front, Chest pocket, Oversized fit, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Comfy Trend Plaid Woven Oversized Shacket in Ivory | Size: S | Woven Fabric
Get comfy in the cozy layer plaid woven shacket! With a relaxed fit, button-down front, and chic plaid pattern, it's perfect for casual hangouts. Total vibe! Fit & FeaturesPlaid woven fabric with knit lining, minimal stretch, Collared neckline, Button-down front, Single chest pocket, Long sleeves with single-button detail, Long-length hem, relaxed fit, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Cozy Layer Plaid Woven Shacket in Ivory | Size: M | Knit Fabric/Woven Fabric
Once upon a glow-up—this Little Red hooded cape is giving storybook baddie. Perfect for Halloween costume parties when you want your fairytale with a sultry twist! Fit & FeaturesVelvet fabric, Hooded neckline with front tie ribbon closure, Faux fur trim throughout, Cropped length, Runs true to size, How To Style For Spooky Season:Style it with the matching corset top, skort, and sultry thigh-high boots. Free Shipping on All Orders Over $75. | Windsor Little Red Velvet Hooded Cape | Velvet Fabric
Perfectly Plaid Woven Oversized Cropped Shacket in Taupe
$14.97 $49.90
70% off
Perfectly plaid woven oversized cropped shacket is your go-to for laid-back vibes. With a collared neckline, button-down front, and flap pockets, it's perfect for any chill hangout or meet-up. Fit & FeaturesPlaid woven fabric with smooth woven lining, no stretch, Collared neckline, Long sleeves with single-button detail, Complete button-down front, Flap chest pockets, Cropped hem, Oversized fit, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Perfectly Plaid Woven Oversized Cropped Shacket in Taupe | Size: L | Woven Fabric
Oversized Clothing
Oversized clothing isn’t just a trend—it’s a whole vibe, a statement for anyone who wants their look to say “effortlessly cool” without even trying. There’s just something about slipping into oversize clothes that feels like a little act of rebellion, a way to break free from the rules and just be comfortable in your own skin. Whether you’re running errands, hitting up brunch with your crew, or sinking into the couch for a movie marathon, oversized outfits are the ultimate partner-in-crime. The beauty of oversized clothing is the way it blends comfort and confidence, letting you move through your day with a swagger that’s all your own. Picture yourself in a roomy tee that drapes just right, or a pair of slouchy joggers that look as good as they feel. It’s the kind of look that says you’re here to have fun, live loud, and do you—no apologies necessary.
Oversized clothes are the ultimate gift for anyone who loves to keep things laid-back but still wants to turn heads. They’re perfect for besties who always “borrow” your hoodies, siblings who want to upgrade their chill game, or even for treating yourself (because you deserve it, obviously). Oversized styles are also a lifesaver for those “nothing to wear” days—throw on an oversized button-down or a billowy dress, and suddenly you’re serving up main character energy without breaking a sweat. The best part? These pieces are endlessly versatile. Layer them up with chunky sneakers and statement jewelry for a street-style moment, or keep it simple and let the silhouette do the talking. And if you’re all about that cozy life, you need to check out our Oversized Pullovers for the ultimate snuggle-up essentials.
When you’re shopping for oversized clothing, think about what makes you feel unstoppable. Look for details like dropped shoulders, exaggerated sleeves, and soft, drapey fabrics that move with you. Oversized clothes are all about freedom—freedom to play, to lounge, to dance, to take on the world (or at least your to-do list). They’re made for spontaneous road trips, late-night ice cream runs, and all the little adventures that make life memorable. And if you’re gifting? Oversized pieces are a guaranteed win—no need to stress about exact sizing, because a little extra room is always in style. So whether you’re curating your own collection or shopping for your squad, oversized clothing is the move for anyone who wants to live big, laugh loud, and look amazing doing it.