Oversized shirts are no longer just a trend; they are a staple. From baggy tees to relaxed button-downs, everyone is wearing them because they are comfortable, easy to style, and effortlessly cool. But wearing oversized clothes the wrong way can make you look messy instead of stylish.
So how do you wear oversized shirts and still look put together? This guide simply explains everything so anyone can follow it.

How to Choose the Perfect Oversized Shirt
The first step to styling oversized shirts correctly is choosing the right one. Oversized does not mean extremely big. A good oversized shirt should look relaxed but still fit well on the shoulders and sleeves. Going one size up or choosing a relaxed-fit design usually works best.
- Fabric also plays a big role. Lightweight materials like cotton or poly viscose are breathable and comfortable, making the shirt fall nicely on the body.
- Avoid stiff or heavy fabrics because they add unnecessary bulk.
- Length matters too. The shirt should sit around the hip area and not be too long. Very long shirts can throw off your proportions and make the outfit look untidy.
- Small design details can elevate the look. Subtle prints, dropped shoulders, side slits, or a relaxed collar add personality without making the shirt look loud.

How to Style Oversized Shirts With Different Bottoms
Question: How can you style an oversized shirt with different types of bottoms?
Answer: Oversized shirts can be styled with baggy jeans, cargo pants, or loose shorts. Each combination creates a different look depending on the occasion.
How to Style an Oversized Shirt With Baggy Jeans
- This combination is best for casual, everyday wear. When both the shirt and jeans are relaxed, the outfit feels modern and comfortable.
- Black, muted, or washed blue denim works especially well with oversized shirts.
- You can leave the shirt untucked for an effortless look or do a light half-tuck if you want some structure. Chunky sneakers or boots help balance the loose silhouette and complete the outfit.
- For extra style, wearing a basic white tee under the oversized shirt adds depth and gives a clean, luxury feel.
How to Style an Oversized Shirt With Cargo Pants
- Pairing an oversized shirt with cargo pants creates a practical yet fashionable street-style outfit. Cargo pants add structure through their pockets, which balances the shirt’s flowy nature.
- Neutral cargo colours like beige, olive, or grey work best. You can pair them with a solid oversized shirt or one with subtle prints.
- Sneakers or trainers keep the look urban and comfortable.
- Rolling up the sleeves and adding a cap or crossbody bag makes the outfit feel complete without trying too hard.
What to Wear: Oversized Shirt With Loose Shorts
- Oversized shirts and loose shorts are perfect for summer, travel, and relaxed weekends. This combination keeps you cool while still looking stylish.
- Bermuda or relaxed-fit shorts work well, especially in breathable fabrics.
- Oversized shirts in bold colours or playful prints add a fun, vacation-ready vibe. Slides, espadrilles, or low-top sneakers finish the look nicely.
- Wearing the shirt slightly open over a tank top creates an easy and relaxed summer style.
Accessories That Improve Oversized Outfits
- The right accessories can instantly upgrade an oversized look.
- Clean sneakers or chunky shoes add balance.
- Caps or bucket hats bring in a casual style.
- Crossbody or fanny bags are both practical and trendy.
- A simple watch can make even the most relaxed outfit look polished.
Common Oversized Shirt Mistakes to Avoid
Wearing shirts that are too large can ruin the look. Adding too many layers makes the outfit heavy. Pairing oversized tops with extremely wide bottoms can look unbalanced. Using colours that clash rather than complement each other also affects the overall style.
The key rule is balance. Keep one side relaxed and the rest clean and simple.
Final Thoughts
Oversized style is all about comfort and confidence. When it’s done right, oversized shirts look intentional, modern, and stylish. Once you understand fit, fabric, and balance, styling them becomes easy.
Try different combinations until you find what suits you best. Fashion is personal, and oversized clothing allows you to express yourself while staying comfortable.
FAQs
How to style a white oversized shirt?
A white oversized shirt can be styled with jeans, trousers, or shorts. You can layer it with a jacket or wear it open for a clean and smart casual look.
What colour shirt goes with grey pants?
Grey pants look good with white, black, navy, pastel shades, and deeper colours like burgundy.
How to style a black oversized shirt?
A black oversized shirt pairs well with jeans, chinos, or trousers. Adding sneakers or a denim jacket gives it a modern and stylish touch.