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Dive into the effortless vibe of men's oversized sweatshirts, where comfort meets style in the most relaxed way possible. These fresh fits are all about embracing that laid-back, California-cool attitude while keeping your look on-trend. From casual hangs to street style adventures, these sweatshirts are your go-to for a chill yet fashionable ensemble. Pair them with your favorite jeans or joggers and step into a world where coziness and style walk hand-in-hand. Get ready to rock the hottest trends and make every day feel like a stylish breeze.
$34.99
Now $19.97 (43% Off)

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Great sweatshirt but a little too oversized...Great Sweatshirt

$44.99
Now $14.97 (67% Off)

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A dark grey oversized crewneck sweatshirt with Peanuts embroidery, fleece lining, and cuffed long sleeves.

$34.99
Now $19.97 (43% Off)

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RSQ men's crewneck sweatshirt...Sweatshirt

$34.99
Now $19.97 (43% Off)

SALE!

Nice Sweatshirt...Good quality sweatshirt and true to size....So warm, soft and cozy for current winter weather. Love the oversized look and feel. Washes well, doesn't lose shape...

$44.99
Now $29.97 (33% Off)

SALE!

An oversized taupe crewneck sweatshirt with cuffed sleeves and fleece lining, made from cotton and polyester.

$34.99
Now $14.97 (57% Off)

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A tan oversized crewneck sweatshirt with cuffed sleeves and fleece lining, made from 100% cotton.

$44.99
Now $29.97 (33% Off)

SALE!

This sweatshirt is heavy material, very good quality when you want something to last.

$44.99
Now $24.97 (44% Off)

SALE!

An oversized green cotton sweatshirt with a faded look and frayed details for a relaxed style.

Men's Oversized Sweatshirts

There’s something about slipping into an oversized sweatshirt that just hits different—especially as the summer sun starts to dip and those long days turn into cooler nights. Whether you’re heading out for a late-night skate session, catching a movie under the stars, or just chilling on the patio with friends, oversized sweatshirts have become the go-to for effortless style and all-day comfort. They’re roomy enough to layer over your favorite tee and relaxed enough to let you move how you want, making them the kind of piece you’ll reach for again and again. The appeal isn’t just about the fit, though. Oversized sweatshirts are all about that laid-back, California-cool vibe—think beach bonfires, spontaneous road trips, and golden hour hangs. They’re perfect for tossing on after a swim, wrapping up in when the breeze kicks up, or just leveling up your everyday street style. And with so many colors, graphics, and textures to choose from, it’s easy to find a look that fits your mood, your plans, and your personal style.

Oversized sweatshirts also make a seriously solid gift—whether you’re surprising a best friend, a brother, or just treating yourself. There’s a sense of comfort and nostalgia that comes with an oversized fit, like borrowing your favorite hoodie from someone you love or finding that one sweatshirt you never want to take off. They’re versatile enough for everyone: perfect for students heading to class, athletes winding down after practice, or anyone who just wants to stay cozy without sacrificing style. When you’re shopping for the right oversized sweatshirt, look for details that matter—soft fabrics that feel good against your skin, sturdy stitching that holds up to everyday adventures, and ribbed cuffs or hems that keep the chill out. Consider how you’ll wear it: layered over a tank for summer nights, paired with shorts for a relaxed look, or styled with denim for that classic, go-anywhere vibe. And if you’re all about mixing things up, don’t sleep on matching your oversized sweatshirt with other roomy essentials—like those found in our collection of Men's Oversized Hoodies—for a fit that’s all about comfort and confidence.

The oversized sweatshirt is more than a trend—it’s a lifestyle staple that adapts to wherever the day (or night) takes you. Whether you’re packing for a weekend getaway, gearing up for a festival, or just want something easy to throw on after a surf session, this is the piece that moves with you. It’s that extra layer you didn’t know you needed until the sun goes down, the comfort you crave after a long day, and the style statement that says you’re all about keeping it real. With the right oversized sweatshirt, you can lean into those summer nights, stay cozy when the temperature drops, and keep your look fresh—no matter what’s on your calendar.