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!

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$24.90

An off-white oversized knit tee featuring a playful strawberry graphic and classic crew neckline.

$49.90

An oversized burgundy knit jersey top with Texas A&M® graphics and a sporty cropped hem.

$24.90

5 star rating

An off-white oversized knit tee featuring a playful cherry graphic and classic crew neckline.

$49.90

An oversized red knit cropped jersey top featuring USC® graphics and a sporty varsity-inspired design.

$44.90

A white cotton-blend cropped tee with a raw-cut hem, oversized fit, and bold Georgia® front graphic.

Best Seller

$49.90

5 star rating

A black cotton-blend fleece pull-over featuring a striped and Las Vegas football team graphic with ribbed hems.

$49.90

5 star rating

An orange knit cropped jersey top with oversized fit, sporty graphics, and University of Tennessee® details.

$49.90

5 star rating

An orange cropped jersey top with a V-neckline, oversized fit, and bold Texas© Longhorn graphics.

$49.90

5 star rating

An oversized light blue jersey knit top with a cropped hem and bold UCLA® graphics.

$49.90

A red cropped jersey knit top with a V-neckline, oversized fit, and bold Ohio State® graphics.

$49.90

An oversized red cotton tee featuring a Stanford® Cardinal™ graphic and a relaxed, comfy fit.

$49.90

An oversized white cropped jersey top featuring bold Florida Gators® graphics and soft knit fabric.

$44.90

A white cotton-blend cropped tee with a raw-cut hem, oversized fit, and bold Michigan® front graphic.

$44.90

A white cotton-blend cropped tee with a raw-cut hem and bold "Florida™" front graphic.

$44.90

A white cotton-blend cropped tee with a raw-cut hem, oversized fit, and bold Florida State® graphic.

$44.90

A white cotton-blend cropped tee with a raw-cut hem, relaxed fit, and bold “Miami™” front graphic.

$39.90

An oversized black cotton-blend tee featuring a bold "This Ain't Texas" front graphic and cuffed sleeves.

$49.90

An oversized white cotton knit tee featuring a bold Miami™ Hurricanes graphic and relaxed short sleeves.

$44.90

A white cotton-blend cropped tee with a relaxed oversized fit and bold “Tennessee®” front graphic.

$49.90

An oversized white cropped jersey top with varsity graphics, V-neckline, and moderate stretch knit fabric.

Best Seller

$49.90

4.333334 star rating

A green cotton-blend fleece pullover featuring an off-the-shoulder neckline and Philadelphia football team graphic.

$49.90

An oversized black knit cropped jersey top featuring Florida State® graphics and a sporty V-neckline.

Best Seller

$49.90

A red cotton-blend fleece pullover featuring an off-the-shoulder neckline and San Francisco football graphic.

$39.90

A gold cotton knit crop tee featuring bold LSU® Tigers® graphics and a boxy silhouette.

$49.90

A green cotton-blend off-the-shoulder pullover featuring bold New York football graphics and striped accents.

$49.90

A teal cotton-blend pull-over with a Miami football graphic, raw-cut hem, and relaxed fit.

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Baby Got Back Basic Crew Neck Crop T-Shirt Top in Navy Blue
(8) 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 Navy Blue | Size: M | Knit Fabric

Windsor Smooth Moves Long Sleeve Crew Neck Bodysuit Top in White
(5) 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 White | Size: M | Knit Fabric

Sporty Chic Lace V-Neck 24 Graphic Jersey Top in Black
(4) 5 star rating

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: L | Sheer Lace Fabric

I'm Too Pretty For This Crop Graphic T-Shirt Top in White
Sale
(3) 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: M | Knit Fabric

Sunshine Hottie Graphic Halter Top in Yellow
Sale
(3) 4.3333335 star rating

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

Windsor Ultra Game NFL Eagles Pull-Over Top in Green
(3) 4.3333335 star rating

Serving cozy with a side of edge—this pull-over top brings that effortless off-duty vibe. Perfect for repping your Eagles football team while keeping it cute and comfy. Fit & FeaturesCotton-blend fleece fabric, ribbed hems, moderate stretch, Off-the-shoulder neckline, raw-cut hem, Long sleeves, striped graphic, Front Eagles football team graphic, Relaxed fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ultra Game NFL Eagles Pull-Over Top in Green | Size: L | Cotton

Windsor Don't Be Jealous Graphic Halter Top in Pink
Sale
(2) 5 star rating

Serve icon attitude in this trendy graphic top featuring a halter V-neck, fitted cropped hem, and script reading, "Don't Be Jealous." Style with distressed denim and sneakers. Fit & FeaturesCotton-blend fabric, moderate stretch, Sleeveless V-neckline, Halter strap, partially open back, Front script reading, "Don't Be Jealous", Fitted cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Don't Be Jealous Graphic Halter Top in Pink | Size: M | Cotton

Windsor Social Girl Martini Bow Crop Graphic T-Shirt Top in White
Sale
(2) 4.5 star rating

The perfect graphic tee for a social girlie! With a martini and bow front graphic design and fitted crop hem, this top is all adorable for any casual plans. Fit & FeaturesStretchy knit fabric, Short sleeves, Crew neck, Front martini graphic, bow, Fitted crop hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Social Girl Martini Bow Crop Graphic T-Shirt Top in White | Size: S | Knit Fabric

No Hard Feelings Graphic T-Shirt Top in Navy Blue
(2) 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: L | Cotton/Knit Fabric

Ultra Game NFL Cowboys Sequin Top in Navy Blue
(2) 5 star rating

Shine bright on game day. This sequin-detailed Cowboys football team top nails the balance of sporty cool and glam vibes, perfect for repping your team with a little extra sparkle. Fit & FeaturesKnit fabric with stretch, V-neckline with striped trim, Short sleeves with striped sequin detail, Sequin embellished Cowboys football team star front graphic and back text graphic, Side slit accents, Relaxed fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ultra Game NFL Cowboys Sequin Top in Navy Blue | Size: S

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.

Top Picks For Trendy Oversized Tees