Oversized Outerwear

Oversized outerwear is your ticket to effortless chic and ultimate comfort, darling! Whether you're strutting down the city streets or cozying up for a laid-back brunch with your squad, these statement pieces are all about making waves while keeping things snug. Think of them as your stylish armor against the chill, wrapping you in layers of confidence and cool-girl vibes. From bold patterns to classic neutrals, oversized outerwear lets you play with proportions and express your unique style, turning every sidewalk into your personal runway. So go ahead, embrace the drama and let your outerwear do the talking!

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Sweet And Cozy Oversized Knit Sweater Bolero in Red

$29.90

A red oversized knit sweater bolero with slouchy sleeves and an ultra-cropped hem.

Windsor Vintage Chic Faux Leather Oversized Bomber Jacket in Charcoal

$74.90

A charcoal faux leather bomber jacket with washed seams and an oversized, vintage chic fit.

Cozy Season Plaid Button-Down Shacket in Grey

$49.90

A trendy grey plaid shacket with a relaxed fit, perfect for layering during cozy season.

Modern Icon Oversized Faux Leather Belted Moto Jacket in Ivory

$59.90

An oversized ivory faux leather moto jacket with belted accents and a cropped hem.

Edgy Mood Pocket Oversized Crop Denim Vest in Dark Denim

$34.90

An oversized crop denim vest in dark denim with large flap pockets and button-down front closures.

Keep It Trendy Oversized Faux Leather Blazer in Brown

Keep It Trendy Oversized Faux Leather Blazer in Brown

$54.90

A chic oversized brown faux leather blazer with a lapel collar and single button closure.

Windsor Comfy Trend Plaid Woven Oversized Shacket in Ivory

$59.90

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

Into Fall Fur Shawl in Ivory

$26.90

An ivory faux fur shawl with a satin-like lining and optional hook-eye closure.

Stylish Season Belted Duster Trench Coat in Black

$59.90

A black woven duster trench coat with a belted waist and hidden side pockets.

Casually Cozy Plaid Woven Cropped Shacket in Navy Blue

$49.90

A navy blue plaid shacket with a relaxed fit, collared neckline, and cropped cinched hem.

Windsor Leave It Me Belted Long Vest in Beige

$52.90

A beige woven sleeveless long vest featuring a lapel collar, belted waist, and side pockets.

Desert Dreamer Crochet Lace Kimono in Ivory

$34.90

A dreamy ivory crochet lace kimono with a relaxed fit and half-length loose sleeves.

Casual Cool Vibes Hoodie Bomber Jacket in Taupe

$42.90

A taupe nylon hoodie bomber jacket with a relaxed fit and drawstring hood for casual wear.

Cozy And Cool Twill Layered Hoodie Jacket in Olive

$52.90

A trendy olive twill jacket with a fleece-lined hoodie, perfect for layering on chill nights.

Cozy Layer Plaid Woven Shacket in Ivory

$59.90

A stylish ivory plaid shacket with knit lining and button-down front, perfect for casual occasions.

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Cozy Season Plaid Button-Down Shacket in Grey

$49.90

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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: S | Woven Fabric

Windsor Casually Cozy Plaid Woven Cropped Shacket in Navy Blue

$49.90

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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

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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

Windsor Cozy Layer Plaid Woven Shacket in Ivory

$59.90

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: S | Knit Fabric/Woven Fabric

Windsor Comfy Trend Plaid Woven Oversized Shacket in Ivory

$59.90

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

Oversized Outerwear

Ready to wrap yourself in that “main character energy”? Oversized outerwear is your not-so-secret weapon for pulling off bold, effortless looks that turn every sidewalk into your personal runway. Whether you’re dashing to class, grabbing coffee with your ride-or-die crew, or layering up for a late-night adventure, these statement pieces have your back—literally. Picture this: you toss on a roomy jacket that swallows you up in the best way, sleeves grazing your fingertips, the hem swinging around your thighs. It’s the kind of look that says, “Yeah, I just threw this on,” but everyone knows you totally nailed it. Oversized outerwear is all about attitude and comfort, letting you play with proportions while keeping things cozy and chic. Think about those moments when you want to feel snug but still look like you stepped out of a fashion editor’s mood board. That’s the magic. It’s perfect for layering over crop tops, bodycon dresses, or even your go-to joggers. And let’s be honest—there’s nothing better than sinking into something soft and slouchy after a long day, especially if you’re the queen of spontaneous plans and need an outfit that can keep up.

When it comes to gifting, oversized outerwear is the ultimate flex. It’s the kind of present that says, “I get you,” whether you’re shopping for your trendsetting BFF, your little sis who’s always raiding your closet, or even your mom (because style icons come in all ages). The beauty of oversized fits? They’re forgiving, which means less stress about picking the perfect size and more focus on finding a vibe that matches their personality. Imagine the look on her face when she unwraps a jacket that’s equal parts statement and snuggle—she’ll be living in it, trust. These pieces aren’t just for braving the breeze or dodging a downpour; they’re about making an entrance, turning heads, and feeling unstoppable. And for those days when you just want to disappear into something soft and oversized, nothing beats the feeling of wrapping up in a piece that feels like a wearable hug. Whether you’re styling it with jeans and boots for a casual day out or tossing it over a mini dress for a night with the squad, oversized outerwear gives you the freedom to play, layer, and express yourself—no rules, just vibes.

For the girl who lives for comfort but refuses to compromise on style, oversized outerwear is a closet essential. It’s the piece you reach for when you want to look cool without trying too hard, the one that works for lazy brunches, study sessions, or last-minute road trips. And if you’re obsessed with that effortlessly undone look, don’t miss out on exploring the world of Oversized Pullovers for even more ways to keep things chill and cute. Go ahead, make some room in your closet—these oversized favorites are about to become your new go-tos, and every day just got a little more fabulous.

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