June 10, 2025
How to Style an Oversized Shirt for Men: 7 Cool & Casual Outfit Ideas
Nihit Agarwala
You, standing in front of the mirror. Shirt = three sizes too big. Thoughts = “Do I look cool... or like I stole my dad’s wardrobe?”
Spoiler: You look hot - you just need the right styling formula. Oversized shirts are not a lazy-day hack anymore - they’re a deliberate fashion statement. Think early 2000s boy bands, 90s grunge, K-drama leads, and every GQ shoot ever.
But how do you wear one without looking like a human tent?
Why Oversized Shirts Are Trending in India in 2025
Oversized shirts for men are now a fashion staple across India—from Delhi’s streetwear scene to Mumbai’s cafes. With 2025 summer collections leaning into comfort-core, breathable fabrics and bold silhouettes are taking over. Whether you're shopping in Bangalore or browsing online, this trend is everywhere.
The Streetwear Starter Pack
Look inspo: V from BTS meets Travis Scott.
How to style:
- Oversized shirt + baggy cargo jeans or trousers + high-top sneakers
- Optional: Layer with a white longline tee underneath
- Accessorise with: Crossbody bag, chunky rings, retro sunnies
Do Check:
Pick shirts in soft linen blends (180-220 GSM) so they fall naturally and don’t puff up like a bedsheet. Go for neutral or pastel tones - think earthy browns, sage green, dusty lavender.
Men's Mocha Mousse Cotton Half Sleeve Oversized Fit Textured Shirt with Cuban Collar
The ‘Not Trying Too Hard’ Coffee Date Fit
Look inspo: Siddhant Chaturvedi in Gehraiyaan
How to style:
- Oversized linen shirt (half-buttoned) + tailored shorts or casual chinos + loafers or espadrilles
- Roll the sleeves up. Leave the last 2 buttons undone.
- Add: A dainty chain and a watch. Extra points if you have tattoos peeking out.
Pro tip:
Linen oversized shirts are the best for tropical weather. Lightweight, breathable, slightly see-through = romantic and Pinterest-core.
Men's Slate Blue Cotton Half Sleeve Oversized Fit Textured Shirt with Cuban Collar
The ‘Airport but Make it Fashion’ Look
Look inspo: Ranbir Kapoor’s off-duty paparazzi fits
How to style:
- Oversized shirt + joggers or tapered denim + sneakers (think Jordans or AF1s)
- Throw on a baseball cap and noise-canceling headphones. You don’t even have to go anywhere.
Question:
Can you wear oversized shirts in summer?
Yes, just pick cotton poplin or linen over synthetics. Dark colors absorb heat; lighter shades FTW.
The ‘Pinterest Boyfriend’ Aesthetic
Look inspo: Timothée Chalamet at Cannes meets Gully Boy Ranveer
How to style:
- Oversized white shirt + loose black trousers + leather sandals or platform slides
- Hair messy. Sleeves unrolled. Existential stare in a park optional.
Styling tip:
Layer thin neck pieces, go for a canvas bag, and pretend you read Murakami. If it’s cold, add a soft knit vest over the shirt.
The ‘Grunge-core Revival’
Look inspo: Jared Leto in My So-Called Life
How to style:
- Oversized shirt (unbuttoned) + black ripped jeans + combat boots
- Underlayer: Graphic tee or band merch
- Add: A denim crossbody
Try Urbano’s slate blue linen blend shirt with black distressed jeans.
The ‘Smart-casual, But Cooler’ Look
Look inspo: Zayn Malik’s monochrome fits
How to style:
- Oversized shirt tucked into wide-leg trousers + derby shoes
- Color palette: Charcoal, off-white, slate blue, mocha mousse
- Optional: Throw on a blazer for drama
Can oversized shirts for men be formal?
If styled with structure (tuck-ins, belts, clean lines), they absolutely can. Just avoid loud prints.
The ‘Bollywood Dance Break’ Fit
Look inspo: Shahid Kapoor in Chance Pe Dance, but cooler
How to style:
- Oversized shirt + baggy track pants + sneakers
- Add: Bandana/headwrap, layered chains
Bonus: Practice one Gram-worthy step for emergencies
Quick Style Chart – Oversized Shirt Combos for Every Occasion
🔸 Streetwear Fit
- Shirt Type: Cotton oversized
- Bottoms: Cargo pants or baggy jeans
- Shoes: High-top sneakers
- Extras: Crossbody bag, rings
🔸 Coffee Date
- Shirt Type: Linen, half-buttoned
- Bottoms: Tailored shorts/Chinos
- Shoes: Espadrilles/Loafers
- Extras: Chain, watch, rolled sleeves
🔸 Airport Look
- Shirt Type: Soft cotton or poplin
- Bottoms: Joggers/Tapered jeans
- Shoes: Jordans/AF1s
- Extras: Cap, headphones
🔸 Smart Casual
- Shirt Type: Solid cotton tucked in
- Bottoms: Wide-leg trousers
- Shoes: Derby shoes
- Extras: Blazer, leather strap watch
🔸 Bollywood Dance Floor
- Shirt Type: Bright, oversized cotton
- Bottoms: Track pants
- Shoes: Chunky sneakers
- Extras: Bandana, layered chains
Final Word
Oversized shirts are no longer just a lazy-Sunday outfit. They’re wearable personality. You can play it soft, or bold, or experimental. And the best part? There are zero rules. Want to match it with a neck piece? Do it. Want to layer it under a kurta jacket for a music fest? ICONIC.
Honestly, the only thing oversized should be:
- Your shirt
- Your confidence
If you made it this far, go treat yourself to an Urbano oversized shirt or two from our website. Or seven. Who’s counting?
Do follow @urbano_fashion_ to get settling ideas and stay updated with sales and discounts.
TL;DR – Quick Recap, Big Style
- Oversized shirts = THE versatile wardrobe weapon for everything from streetwear to semi-formal.
- Pop culture inspo like Timothée, BTS’s V, and Ranveer can help define your vibe.
- Pick the right fabric (cotton, linen, flannel) based on the weather and occasion.
- Balance proportions: baggy shirts go best with either relaxed bottoms (for street vibes) or tailored ones (for cleaner silhouettes).
- 7 killer outfit ideas covered: streetwear, coffee date, airport look, Pinterest boyfriend, grunge-core, smart casual, and dancefloor drip.
- Tuck or no tuck? Totally your call. French tuck = chill. Full tuck = crisp. No tuck = cool chaos.
Shop Oversized Shirts from Urbano
View All
Because Great Style Deserves the Right Size
Looking good isn’t reserved for one size—and definitely not limited by it. Whether you're all about clean classics or bold statement pieces, the right XXXXL shirt doesn’t just fit your body—it matches your vibe.
You’ve learned the fit, nailed the fabric, and cracked the style game. Now it’s time to stop squeezing into the wrong size or drowning in oversized chaos. Get the fit that moves with you, breathes with you, and flexes your personality. No more compromise. No more settling. Just shirts that get you.
Ready to find your go-to fit? Scroll less, flex more—shop your XXXXL match now, or catch the latest drops on our Insta. Fit check? Passed.
Explore More Blogs
-
October 29, 2024
Denim Jacket Trends: What's Hot in 2024
Read More -
October 21, 2024
I Found the Most Stylish DIY Denim Jacket Hacks
Read More -
July 02, 2025
Streetwear Vibes: Baggy Jeans + Oversized Tee Outfit Ideas
Read More -
July 02, 2025
Denim on Denim: How to Wear a Denim Jacket with Jeans the Right Way
Read More -
June 30, 2025
The Ultimate Style Guide for Pink Shirt Matching Pant Combinations
Read More -
June 23, 2025
Rainy Season Clothes for Men: 10 Stylish Outfit Ideas for the Monsoon
Read More -
June 12, 2025
Modern Stylish Formal Pant Shirt Combinations for Men: Best Looks for 2025
Read More -
March 24, 2025
Best Summer Outfits For Men in 2025: Urbano Edition
Read More -
October 29, 2024
Unlock the Magic of Green: The Colour That Slays Every Look
Read More -
September 24, 2024
The Ultimate Guide to Achieving an Effortless White-on-White Look for Men
Read More -
July 14, 2025
Best Baggy Jeans for Men in 2025 – Top Styles You Need to Try
Read More -
July 07, 2025
How to Style Straight Fit Jeans: 5 Easy Looks for Men
Read More -
July 07, 2025
Styling Bell Bottom Jeans in 2025: Retro Looks Made Modern
Read More -
July 04, 2025
How to Style Ripped Jeans for Casual & Streetwear Vibes
Read More -
July 02, 2025
Men’s Guide to Wearing Wide Leg Jeans with Confidence
Read More -
June 27, 2025
Top 10 Best Baggy Jeans for Men Under ₹2000 in India – 2025 Edition
Read More -
June 27, 2025
White Jeans Combination Ideas for Men: Stylish Outfit Inspiration for Every Season
Read More -
June 09, 2025
How to Style Wide-Leg Jeans for Men: 7 Looks That Blend Comfort and Cool
Read More -
May 25, 2025
Baggy Jeans Are Back: The Comeback Story of Loose-Fit Denim This Summer
Read More -
May 19, 2025
How to Style Bootcut Jeans for Men: Modern Looks That Work in 2025
Read More -
May 25, 2025
Summer Outfit Guide: Baggy Jeans Styling Tips for Men
Read More -
April 03, 2025
9 Types of Jeans and How to Choose the Right One for You
Read More -
March 25, 2025
Trend Alert: How To Style White Jeans Outfits For Men
Read More -
March 25, 2025
5 Different Types of Men's Jeans Trending in 2025
Read More -
March 25, 2025
Why Black Jeans Are a Wardrobe Staple: Style Tips You’ll Love
Read More -
March 25, 2025
15 Stylish Black Jeans Outfits for Men to Elevate Their Look
Read More -
February 25, 2025
Secret To Style Baggy Jeans On Every Occasion
Read More -
February 24, 2025
3 Ways of Styling Denim Jeans for Men
Read More -
May 19, 2025
What to Wear with Cargo Pants: 10 Outfit Ideas Every Guy Should Try
Read More -
February 25, 2025
How to Style Cargo Trousers
Read More -
February 24, 2025
Cargo Pants Outfit Ideas: 10 Ways to Style for Different Occasions
Read More -
June 19, 2025
Top 5 Trendy Korean Pants Outfit Ideas to Elevate Your Street Style in 2025
Read More -
March 25, 2025
7 Different Types Of Pants Every Man Should Own
Read More -
October 28, 2024
What Are the Best Styling Tips for Maroon Pants for Men This Winter?
Read More -
October 29, 2024
Timeless Denim Trends: Essential Denim Styling Tips for Men
Read More -
October 29, 2024
Why Khaki Denim is the Next Big Thing in Fashion
Read More -
October 29, 2024
Denim on Denim: The Comeback Look You Need to Wear (and Shop) Today
Read More -
October 29, 2024
The Ultimate Guide to Making Blue Denim the Star of Your Wardrobe
Read More -
October 29, 2024
Pink Denim: More Masculine Than You Think
Read More
