8 Oversized Shirt and Matching Pants Combos for Men to Look Stylish

Key Takeaways

Upgrade your winter wardrobe by pairing patterned shirts with tailored trousers or cozy corduroy pants for a stylish and warm seasonal look.

Balance is Key: Pair patterned shirts with solid-colored or understated pants to let the shirt shine.

Versatility: Slim-fit linen, jogger pants, and cargo trousers are perfect for various occasions.

Seasonal Choices: Opt for white trousers and khakis in summer; switch to corduroy or cargo pants for cooler weather.

 

In the world of men’s fashion, oversized shirts for men have taken center stage. They effortlessly blend comfort and style, making them a wardrobe essential for modern men. When paired with the right trousers for men or jogger pants, oversized shirts can be styled for a variety of occasions—from casual hangouts to semi-formal events. If you’re looking for outfit inspiration, we’ve rounded up ten stylish combinations that will elevate your wardrobe.

1. Classic White Oversized Shirt + Slim-Fit Black Trousers

Nothing beats the simplicity of a crisp white oversized shirt paired with slim-fit black trousers. This combination is the epitome of understated elegance. Ideal for semi-formal events or smart-casual office settings, it works well with leather loafers or white sneakers. Add a wristwatch for a polished finish.

Styling Tip: Roll up the sleeves of your oversized shirt for a relaxed yet sharp appearance.

2. Striped Oversized Shirt + Neutral Linen Pants

Striped oversized shirts for men are a versatile choice, offering a pop of pattern while maintaining a clean silhouette. Pair one with beige or khaki chinos for a refined look that works for brunches, casual meetings, or travel.

Styling Tip: Opt for vertical stripes to create an elongating effect and balance the oversized fit.

3. Oversized Graphic Shirt + Mens Jogger Pants

For a sporty, streetwear-inspired vibe, pair an oversized graphic shirt with mens jogger pants. This combination is perfect for laid-back outings or days when comfort is key. Complete the look with trendy sneakers and a crossbody bag.

Styling Tip: Choose joggers with a tapered fit for a balanced silhouette that complements the oversized top.

4. Plain Oversized Shirt + Pleated Trousers

Plain oversized shirts create the perfect foundation for pairing with pleated trousers, offering a balanced mix of casual and refined style. The structured pleats bring a formal edge, while the relaxed fit of the shirt keeps things comfortable and laid-back.

Styling Tip: Choose a neutral shirt color, such as white or gray, to allow the pleated trousers, especially those with patterns, to take the spotlight in your outfit.

5. Printed Oversized Shirt + Gray Joggers

Printed oversized shirts are perfect for adding personality to your look. Pair one with black jogger pants for a semi-streetwear aesthetic that’s casual yet put-together. This outfit is great for music festivals, casual dinners, or a day out with friends.

Styling Tip: Tuck in the front of your shirt for a relaxed yet stylish vibe.

6. Oversized Plaid Shirt + Black Cargo Joggers

A plaid oversized shirt combined with cargo joggers is a classic combination for a rugged, laid-back look. Perfect for road trips or weekend outings, this outfit radiates effortless cool. Add boots or high-tops to complete the vibe.

Styling Tip: Layer with a leather jacket for added edge during cooler months.

7. Neutral Oversized Shirt + Corduroy Trousers

Neutral tones like beige, gray, or olive in oversized shirts offer a modern aesthetic. Pair them with corduroy trousers for a sophisticated, fashion-forward look that’s ideal for casual business meetings or urban settings.

Styling Tip: Go for earthy tones to create a harmonious monochromatic outfit.

8. Monochrome Oversized Shirt + Cargo Trousers

Monochrome outfits are timeless and versatile. Pairing an oversized shirt with mens cargo trousers combines functionality with style. Ideal for active days or travel, this outfit provides comfort without compromising on aesthetics. 

Styling Tip: Choose cargo pants with multiple pockets for a trendy, utilitarian vibe.

How to Style Oversized Shirts for Men

To make the most of oversized shirts, keep these tips in mind:

• Balance Proportions: Pair oversized shirts with fitted or tapered bottoms to avoid looking bulky.
• Play with Layers: Use oversized shirts as a layering piece over t-shirts or under jackets for added depth.
• Accessorize Smartly: Minimal accessories like watches, hats, or bracelets can elevate your outfit.
• Footwear Matters: Sneakers, loafers, or boots can dramatically change the vibe of your look.

FAQs:

1. How do I style an oversized shirt for a formal occasion?
Pair your oversized shirt with slim-fit trousers or chinos. Tuck it in or leave it untucked, and complete the look with polished shoes for a refined appearance.

 

2. What pants go best with oversized shirts for men?
Slim-fit trousers, jogger pants, or straight-leg chinos work well with oversized shirts. The key is to balance the volume of the top with fitted bottoms.

 

3. Can I wear oversized shirts casually?
Yes! Oversized shirts look great with casual pants like joggers, cargo pants, or even distressed jeans for a relaxed, trendy look.

 

4. Are oversized shirts suitable for all body types?
Absolutely! For those with a broader build, opting for a structured oversized shirt can provide a balanced look. Slimmer men can go for an oversized shirt with a slightly shorter length to avoid excess fabric.

 

5. How can I make an oversized shirt look more polished?
Tuck the shirt into tailored trousers, add a belt, and pair with sleek footwear. You can also roll up the sleeves and wear a watch to elevate the look.

 

6. Can I wear oversized shirts in the winter?
Definitely! Oversized shirts can be layered under jackets or coats, providing warmth while maintaining a stylish appearance. Pair with thicker pants and boots for a complete winter look.

 

 Oversized shirts for men are a wardrobe staple that offers endless styling possibilities. Whether you’re opting for a polished monochrome look or a relaxed pairing with jogger pants, there’s no limit to how you can experiment with this trend. Explore these combinations and discover the perfect oversized shirt and trousers at NeverNeud, where stylish menswear meets quality.