Trendy Oversized Tees
Hey there, trendsetter! Time to level up your style game with trendy oversized tees that scream effortlessly cool. Whether you're vibing at a festival or just owning the weekend chill, these tees are your ticket to turning heads and making statements without saying a word. Pair them with your favorite jeans, layer them over a cute skirt, or rock them solo—either way, you're nailing that casual-chic look like the fashion icon you are. Get ready to slay every outfit and make those street-style snaps Instagram-worthy!
$26.90
An oversized white mesh jersey tee with varsity stripes and a bold front 01 graphic.
$24.90
An off-white oversized knit tee featuring a playful strawberry graphic and classic crew neckline.
$39.90
An oversized black cotton-blend tee featuring cuffed sleeves and a bold "This Ain't Texas" front graphic.
$24.90
An oversized black tee with a bull rider graphic and western-inspired script for a wild vibe.
$10.97 $26.90 59% off
An oversized black cotton tee with a V-neckline and sporty "22" graphic design.
$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 comfortable short sleeves.
$32.90
A black mesh graphic T-shirt with lace trim and a cropped-length hem for a 90s vibe.
$14.97 $34.90 57% off
An oversized navy blue sweatshirt with a cozy fleece lining and stylish graphic design.
$16.97 $39.90 57% off
An oversized charcoal crop hoodie with soft fleece lining and "Los Angeles" front graphic.
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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
Trendy Oversized Tees
Oversize tees are the ultimate power move for anyone who wants to serve up effortless cool with a side of comfort. Whether you’re running errands, hitting a coffee date, or just living your best life in your own space, these cute oversized shirts are the definition of “throw it on and go.” Picture this: You wake up, hair a little wild, playlist on shuffle, and you reach for that oversized shirt that always feels like a hug from your best friend. Instantly, you’re ready to take on the day, no matter what’s on the agenda. They’re not just a style flex—they’re a vibe, a statement, and a total mood. And let’s not forget, over sized tees are basically a love letter to self-expression. Tuck them, tie them, layer them, or let them flow—each look is as unique as you are. There’s something about the freedom of movement, the way they drape just right, and the endless ways to style them that makes overaized tees a closet essential for every Windsor girl who likes her fashion with a side of attitude.
Gifting an oversized tee is like handing someone a permission slip for ultimate chill. Got a friend starting college, a sister who’s always borrowing your clothes, or a cousin who’s impossible to shop for? Oversized shirts are that universal gift that always lands. They’re perfect for anyone who loves to lounge but still wants to look cute, and they work for every personality—from the queen of casual to the street-style star. And when it comes to styling, the options are literally endless. Pair an oversize tee with bike shorts for a look that screams “I woke up like this” (but better), or layer it over a mini skirt and boots for instant edge. Dress it up with bold jewelry, cinch it with a belt, or go full-on cozy with leggings and fuzzy socks. Oversized shirts are made for spontaneous adventures, lazy mornings, and everything in between. They’re the kind of piece you reach for when you want to feel unstoppable, and they never, ever let you down.
If you’re ready to level up your wardrobe game and add some serious versatility, there’s a whole world of oversized style waiting for you. From bold graphics to soft basics, the right over sized tees can take you from a chill hangout to an Insta-worthy night out in seconds flat. And if you’re obsessed with that effortless, borrowed-from-the-boys look (but make it fashion), you’ll want to check out our curated collection of Oversized Clothing for even more inspo. These pieces are designed for the girl who’s always on the move, never afraid to stand out, and knows that comfort is the key to confidence. So go ahead—embrace the oversized revolution, make it your own, and let your style do the talking.