Dress Shirt with Shorts: Style Tips 2023

Wearing dress shirts with shorts has become a popular trend among men, especially during the summer season. However, many people struggle to style this combination, resulting in a confusing and uncoordinated look.

In this article, we will provide tips and outfit ideas to help you rock the dress shirt with shorts trend effortlessly.

Check out this Youtube video: “How to wear your dress shirt! In a different way…” It’s packed with creative ideas on how to style a dress shirt with shorts for all my fellow men’s clothing enthusiasts out there!

6 Tips for Wearing a Dress Shirt with Shorts

Tip 1: Select Chino Shorts

Chino shorts are the perfect choice when it comes to pairing them with a dress shirt. They are made of a cotton twill material that is both lightweight and durable.

This fabric is comfortable to wear, making it perfect for the summer season.

Chino Shorts

Tip 2: Go Sockless

Avoid wearing socks when you style a dress shirt with shorts. Socks can break the visual flow of your outfit and make your feet appear bulky.

Going sockless also keeps you cool during hot weather.

Tip 3: Tuck It In

Tucking in your dress shirt is essential when wearing it with shorts. Leaving your shirt untucked creates an unbalanced look that can make you appear sloppy.

Ensure that your dress shirt fits well and is of the right length to keep it neatly tucked in.

Tip 4: Choose the Right Shoe Style

The right pair of shoes can elevate your dress shirt and shorts ensemble. Loafers are a great option for a sophisticated look, while boat shoes fit well for preppy and casual outfits.

Sneakers can also be paired with dress shirts for a more laid-back look.

Tip 5: Pick A More Casual Dress Shirt Fabric

Avoid dress shirts with fancy and formal fabrics such as silk, poplin, twill, or satin. Instead, opt for casual fabric like linen, chambray, or cotton.

These fabrics are more breathable, comfortable, and perfectly suit your dress shorts outfit.

Tip 6: Think About Dress Shirt Color

Choose dress shirts that provide a perfect contrast with your shorts. Lighter-colored shirts are great for a relaxed and casual look.

To achieve the perfect complement, you can wear khaki and brown shorts with blue and gray dress shirts. A darker shade dress shirt can also be worn with lighter colored shorts.

Frequently Asked Questions

Can you wear a dress shirt with khaki shorts?

Yes, you can! Khaki shorts can be paired with a collared dress shirt for a more formal look or a solid-color shirt for a casual outfit.

What color dress shirt goes with blue shorts?

A white or light blue dress shirt is perfect for blue shorts, creating a high contrast look. However, for a low contrast look, beige or light grey shirts are also great options.

What Shirts Should Men Wear with Shorts?

When it comes to pairing dress shirts with shorts, it’s important to find the right balance between formal and casual styles. One option is to opt for a short-sleeved button-down, as it’s suitable for any occasion ranging from shorts to jeans.

For a more casual look, consider pairing a solid-colored shirt with patterned shorts. However, if aiming for a formal style, pairing a shirt with a collar and button-down placket with khaki shorts works perfectly.

When selecting a shirt color, consider the contrast between light and dark. For a low contrast look, khaki shorts should be paired with beige, white, blush pink, light blue, mint green, or light grey shirts.

On the other hand, high contrast styles can be accomplished by pairing khaki shorts with black, navy, charcoal, forest green, or burgundy shirts.

Overall, it’s important to feel confident and comfortable with your shirt and shorts pairing. Experiment with different styles, colors, and patterns to find the perfect look for any occasion.

Can You Wear Dress Shirt with Athletic Shorts?

Athletic shorts are designed for a more laid-back style and are perfect for casual outings. Dress shirts, on the other hand, are more formal and stylish.

Can these two be paired together? The answer is no.

The contrasting styles would clash and ruin the overall look. Athletic shorts are best paired with a matching casual shirt, preferably a solid colored t-shirt or a patterned shirt.

Can You Wear Collared Shirt with Shorts?

A collared shirt is an excellent option to wear with shorts, as it balances the formality of the shirt with the relaxed style of the shorts, creating a perfect summer look. However, not all collared shirts work well with shorts.

Ideally, a polo shirt, a short-sleeved button-down shirt, or a camp shirt would be a good choice.

How To Look Sharp In Shorts And A Polo

To create a sophisticated look wearing shorts and a polo shirt, pay attention to the fit. Make sure your polo shirt and shorts are well-fitted and not too baggy.

Opt for neutral colors for your shorts, such as beige or navy, and pair them with a polo shirt of a different color. Complete your look with a sleek pair of loafers.

Do Shorts And A Shirt Go Together?

Yes, shorts and a shirt go perfectly well together for a summer outfit. They create a casual and comfortable style that is perfect for a day out, a beach vacation, or a summer BBQ.

You can choose to wear a solid-colored shirt with patterned shorts or a patterned shirt with solid-colored shorts to create a fun and playful look.

Casual Or Polished: The Perfect Summer Outfit

The perfect summer outfit can either be casual or polished, depending on the occasion. For a more casual look, pair a solid-colored shirt with patterned shorts.

For a more polished look, pair a collared shirt with khaki shorts. Opt for low-contrast colors, such as beige, white, light blue, and gray for a casual look, or high-contrast colors, such as black, navy, and burgundy, for a more polished look.


As an expert in men’s fashion, I believe that dressing well in summer is just as important as in any other season. Summer is a great time to experiment with colors, patterns, and textures, and create unique and fashionable looks while staying comfortable in the heat.

Don’t be afraid to mix and match, and always remember that confidence is the key to looking your best.


When dressing up for a summer event, pairing your dress shirt with shorts can keep you comfortable and stylish at the same time. Remember to keep your outfit well-balanced and make sure that your shirt complements your shorts.

Ensure that the shirt is tucked in to give a more put-together look. Whether you’re styling a business-casual or a laid-back outfit, these tips and style suggestions will help you achieve the perfect dress shirt with shorts combination.


Jonathan B. Delfs

I love to write about men's lifestyle and fashion. Unique tips and inspiration for daily outfits and other occasions are what we like to give you at MensVenture.com. Do you have any notes or feedback, please write to me directly: [email protected]

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