Ultimate Men’s Guide to Wearing Shorts

Shorts have been worn on different occasions for many centuries. They were primarily worn as part of military and school wear in the early 1960s. 

However, they have since become increasingly popular among men of all ages, transitioning from school wear to swimwear and trendy summer attire.

There are several types of shorts for men, but most men prefer to wear them indoors. What is your favourite type of shorts? Are you the type that likes to wear shorts indoors instead of outdoors? Or would some styling tips help you wear them outside more often?

According to a reliable study, more men would be willing to wear shorts outside if they knew more versatile ways to style them. If you are seeking tips on how to wear shorts stylishly, this article is for you.

Types of Shorts for Men

There are different types of shorts for guys for various occasions. Men’s shorts vary in fabric, length, and hem pattern. Here is a brief rundown of the different types of men’s shorts you need.

Denim shorts 

These are an excellent choice when you want a break from wearing full-length pants. They are a reliable option that can last for years without appearing worn out. They come in varying lengths, just like all other shorts. The length may range from short, mid-length, and long.

Our brand Korra has an awesome collection of shorts for men of all body types and sizes. They come in a bunch of different colours too.

Cotton shorts

If these are not among your collection of shorts, then you’re awfully missing out on comfort. Cotton shorts for men are a more practical and comfortable option for errands or other casual events during hot summer days.

Sweat shorts

These are ideal for relaxed occasions and activities that do not require formal attire, such as a casual morning run or lounging around. 

Our brand Cityof_ has a variety of sweat shorts primarily made from comfortable and breathable materials like cotton, terry, polyester, or a combination. If you want to add a few to your collection, our classy and comfortable casual shorts would be a good investment.

So, when can you wear your favourite type of shorts? More on that in the next section.

When to wear shorts 

Shorts are often considered one of the most comfortable clothing items, which can lead one to wear them inappropriately.

First, before getting into the appropriate occasions, let’s go over a major downside of wearing shorts.

Unlike full-length pants, which are all-weather friendly, shorts are not. The suitability of wearing shorts largely depends on the weather conditions (no matter the material of the type of shorts), as you can only wear them during warm weather.

However, shorts are suitable for working out, sleeping, and certain work environments, depending on the dress code. 

As unbelievable as it may sound, some lucky lads do get away with wearing shorts to work. If you are among the lucky ones, mind getting a few more tips on styling different types of shorts? We hope not, as more of that will be coming soon.

But first, let us look into when not to wear shorts.

When Not to Wear Shorts

It’s crucial to consider the occasion when selecting shorts for men, as there are various types of shorts designed for specific events or activities. For instance, wearing shorts to a wedding is generally inappropriate unless it is a beach wedding and you are dressed in a short suit.

Similarly, denim shorts may not be suitable for sleeping or working out, as they can restrict movement. In such cases, it’s advisable to opt for shorts made of flexible and comfortable materials. You can ensure comfort and style for any occasion by selecting the appropriate shorts.

With this in mind, let’s move on to the exciting part - exploring the different types of shorts available for men.

Short Outfit Ideas: Styling Different Types of Shorts for Men

Shorts offer great versatility when it comes to styling. The final outcome largely depends on your preferred style, aesthetic, and the occasion you plan to attend.

Here are a few tips to help you stylishly piece together different short outfits.

1. With a t-shirt

Pairing shorts with a t-shirt is a simple yet effective way to create a stylish look. For added flair, consider layering a button-up shirt over the t-shirt to add a touch of sophistication to your outfit. A shirt and t-shirt combination has the potential to elevate your overall appearance.

Button-up shirts are ordinary dress shirts that lack collar buttons, whereas button-down shirts have buttons to hold the collars down.

Related Article: Everything You Need to Know About Button-Up and Button-Down Shirts

Get the look

2. With a two-piece outfit

Owning a two-piece short suit or casual set, also known as co-ords, is essential. These matching outfits are a trendy alternative to traditional trouser suits and are perfect for occasions like dinner parties. The best part is that you don’t have to worry about pairing it, as it’s already a complete set, making it an effortless and stylish option.

Get the look

3. With a button-down shirt

You can create stylish looks by pairing different types of shorts with casual button-down shirts, such as flannels, linen, patterned shirts, and more. 

Short-sleeved shirts can be paired with most types of shorts, while long-sleeved shirts are best worn with an undershirt. Remember to keep both untucked for casual events and tucked for work or any other formal occasion.

Get the look


4. With a button-up shirt

You can also pair various types of shorts with casual button-up shirts, preferably short-sleeved and left untucked. Opt for a short-sleeved shirt and leave it untucked for a relaxed look. Alternatively, a long-sleeved shirt can work too, but it looks better when worn unbuttoned with an undershirt.

Get the look


5. With a sweatshirt, blazer, or sleeveless puffer jacket

Layering can be a great way to dress up or dress down your look when styling shorts. It can have varying effects on almost all kinds of shorts for guys.

You may pair your shorts with a sleeveless puffer jacket for a more casual look. On the other hand, for a more dressed-up look, wearing a blazer or sweatshirt with certain types of shorts for guys will elevate your overall appearance.

Get the look


Before purchasing a pair of shorts, always ensure they are of the right length. The right length sits somewhere between your kneecaps and thighs. Wearing shorts that go beyond your knees can look unkempt and unflattering. 

If you have trouble finding a pair that fits perfectly, consider tailored shorts. Our brand, Korra, offers a unique collection of custom-made shorts for men and a range of denim jeans and other types of clothing.

Quality Custom-made Shorts and Short Sets for Men

In case you’re still looking for inspiration on how to style different types of shorts for men, you can always rely on our virtual stylists for help. Bombay Shirt Company offers a variety of brands, such as Cityof_ and Korra, which have an impressive collection of men’s shorts.

Korra, in particular, specializes in custom-tailored shorts that cater to all body types. You can easily get your perfect size in seconds, whether you have an athletic body or are slightly or significantly bellied. You can customize your shorts based on your preferred length, rise, waistband, and the fly design.

To add different types of shorts for guys to your collection, connect with us for a risk-free quote. At Bombay Shirt Company, we are committed to providing you with the best customer service experience, styling solutions, premium quality apparel, and much more!

To get started, open the WhatsApp chatbox or contact us for any inquiries regarding the available offers for men’s shorts.