How to Style an Oversized T-Shirt: 7 Trendy Looks to Elevate Your Wardrobe

Oversized tees? They’re not just for lazy Sundays and WFH days anymore—they’re the undisputed MVP of 2025 wardrobes. From chill airport looks to edgy streetwear vibes, oversized t-shirts have levelled up from basic to iconic. Whether you're going for laid-back comfort or bold fashion-forward fits, they give you the freedom to style it your way. And the best part? They’re unisex, ultra-comfy, and always on-trend. If you’ve ever wondered how to style oversized t shirt for men without looking like you just rolled out of bed—this one’s for you. Let’s break down 7 fits that prove oversized = oversized slay.
Why Everyone’s Obsessed With Oversized Tees
Oversized t-shirts are more than just a trend—they’re a whole mood in 2025. Here’s why the hype isn’t dying down anytime soon:
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Streetwear Staple
Oversized tees have become the backbone of streetwear culture. Their relaxed vibe pairs effortlessly with cargos, baggy jeans, or biker shorts—making them a go-to for both guys and girls chasing that low-effort, high-impact look.
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Unisex and Universally Cool
Gender? Doesn’t matter. Oversized t-shirts are the ultimate unisex fashion flex. From Gen Z to millennials, everyone’s embracing the oversized wave for its fluidity and universal appeal.
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Celebrity-approved Style
From Hailey Bieber’s laid-back luxury to Ranveer Singh’s bold airport fits, celebs and influencers are living in oversized tees. It’s the easiest way to look cool without even trying.
How to Style an Oversized T-shirt for Men: 7 Looks That Bring the Heat
Oversized tees for men? Not just a lazy-day flex anymore. From street to sleek, here’s how to level up your wardrobe with 7 fire fits.
1. The Tucked-in Classic
Tuck this Dutch canal oversized t-shirt into high-waist jeans or chinos, throw on your go-to sneakers and you’re good to slay the streets. This look is clean, casual, and totally scroll-stopping.
Style tip: Go for a boxy tee and add a statement belt for extra drip.
2. The Layered Baddie
Nothing screams cool like a graphic oversized tee under a shacket or oversized blazer. Add jeans and chunky boots for that street-luxe balance.
Pro move: Let the tee hang longer than the jacket—it’s a silhouette flex.
3. The Shorts Flex
Pair this Mickey tie-dye printed T-shirt with cargo shorts or distressed denim shorts. Tuck in half the tee, let the rest flow, and finish with sneakers or slides. Chill vibe, but still fashion-forward.
Hot tip: Match the tee print with your cap or socks for a lowkey colour story.
4. The Athleisure Drip
This one’s gym-core meets off-duty model. Oversized tee + biker shorts or gym shorts + trainers = a ‘fit that says “I lift, but I also know fashion.”
Bonus: Top it with a snapback or dad cap to lock in the cool.
5. The Streetwear King
This Veirdo Original printed T-shirt, wide-leg cargos, high-top kicks, and a crossbody bag = certified Veirdo streetwear energy. This look does not miss.
Lowkey flex: Mix neutrals with one bold piece—like fire red kicks or a graphic tee.
6. The Monochrome Moment
Pick an oversized tee and pair it with bottoms in the same colour fam—think all-black, all-white, or earthy neutrals. It’s low-effort, high-impact. Add sleek sneakers and minimal accessories for a fit that looks expensive without even trying.
Style flex: Layer with a silver chain or a bucket hat to add texture to the clean vibe.
7. The Layered Over Long Sleeves
The Y2K revival isn’t just for the girls. Rock a long-sleeve under your oversized tee—go full black & white or colour clash it like a Gen Z pro.
Trend alert: Add loose denim, messy hair, and a “don’t care” attitude for the full throwback drip.
Pro Styling Tips for Oversized T-shirts
Wanna go from “just chillin’” to style icon? Here’s how to get your oversized tee look on point:
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Pick the Right Fabric and Cut
Not all baggy tees are built the same. Go for breathable, high-quality cotton that drapes well—no limp, shapeless fits here. A structured shoulder drop and clean hem? Chef’s kiss.
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Balance It Out
The golden rule: volume up top = fitted down below. Pair your oversized tee with slim-fit jeans, tapered joggers or tailored shorts to keep the silhouette clean.
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Monochrome = Main Character
Wearing one colour from head-to-toe is the low-effort, high-impact move. Whether it’s all black, white, or earthy tones—this is your shortcut to looking expensive.
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Accessorise Like You Mean It
Add a cap, silver chain, crossbody bag, or a belt to pull it all together. These small details = big flex. Trust.
Style inspo loading... Whether you're looking up how to wear baggy t-shirts or need an oversized tee outfit inspo, these tips have got you covered.
From Chill to Bold: Making Your Oversized Tee Work for You
Oversized t-shirts aren’t just a trend—they’re a whole lifestyle move. From streetwear flexes to laid-back chill fits, they give you endless ways to express your vibe without trying too hard. Whether you're layering like a pro, keeping it minimal in monochrome, or going bold with prints, the key is to make it you. So go ahead—experiment, mix and match, and most importantly, own every look. Because when it comes to oversized tee style, there are no rules—just mad drip.