Mens Underwear Size Chart



Style and Fit

What sizes do your boxers and boxer briefs come in?

Most colors and styles are offered in sizes small through 2XL.  We offer several colors and styles of our bamboo and performance boxers in size 3XL.  We will continue to expand our size offerings in the future.

Do you have a size chart available?

Yes, we have size charts and information for all of our items.  You will see links to the size chart on the item description page or you can see the size charts here:

Do your men's boxers have a pouch for the boys?

Great question! Chill Boys Boxers are currently offered in four different styles. Our Soft Stretch Performance Boxer Briefs and the Bamboo Boxer Briefs both offer a pouch for support.

Chill Boys Soft Bamboo Boxers have a relaxed fit or loose fit and offer a lot of stretch in the fabric, so a pouch is not necessary.

Chill Boys Quick-Dry Performance Boxers also have a relaxed / loose fit with lots of stretch, so again, a pouch is not necessary.

Chill Boys Soft Stretch Boxer Briefs have a snug, athletic fit and they do have a built-in pouch for added support and comfort.

Chill Boys Bamboo Boxer Briefs with anti-chafing glide zone - butter soft bamboo fabric and a comfortable pouch for added support.

What is the difference between the different style of boxers?

Chill Boys Bamboo Boxers are a relaxed fit and made using super soft and cool bamboo viscose fabric with a blend of Spandex for extra stretch.

Chill Boys Performance Boxers are a relaxed fit and made using a quick drying micro-mesh, breathable fabric with a blend of Spandex for extra stretch.   

Chill Boys Performance Boxer Briefs are an athletic fit brief with a support pouch.  They are made using a quick drying micro-mesh, breathable fabric with a blend of Spandex for extra stretch.

Chill Boys Bamboo Boxer Briefs with anti-chafing glide zone - We use the same butter soft bamboo fabric that is used in our signature bamboo boxers. The boxer briefs offer a snug fitting athletic style. We have also added a cool, vented fabric in the groin area for the "no-friction glide zone".

What is your size chart?

Small: 28 - 30 inch waist

Medium: 32 - 34 inch waist

Large: 36 -38 inch waist

XL: 40 - 42 inch waist

XXL: 44 - 46 inch waist

3XL: 48 - 50 inch waist

What is the inseam length of your men's boxers, boxer briefs, and long underwear?

The inseam for Chill Boys Bamboo Boxers is: 3 inches

The inseam for Chill Boys Bamboo Boxer Briefs is: 7.5 inches

The inseam for Chill Boys Performance Boxers is: 3 inches

Chill Boys Long Underwear - 31 inches (one length fits most)

What is the difference between Chill Boys Performance Boxers and the Bamboo Boxers?

Bamboo Boxers are our top selling style. Our bamboo viscose fabric is very light and super soft.  Our bamboo boxers are offered in the relaxed fit (classic style) and also boxer briefs. The fabric will feel closer to cotton, but is much softer and cooler than cotton.

Performance boxers are also a relaxed fit /classic style. We use our unique blend of Polyamide/Nylon and Spandex. This fabric is also very soft and cool with micro perforations for added breathability.  The fabric feel is more like high performance golf shirts or yoga pants.

Both are great options :)

We are striving for lifelong customers, so if you are not happy for any reason, we will accept returns and exchanges.

Is there a tag on your underwear?

No, Chill Boys boxers are all tag-less. The fabric information and care instructions are applied using a flexible heat transfer application, so you will not feel a tag and there is no tag to remove.

How should men's boxers fit?

Traditional men's boxers should fit securely at the waist, but have a relaxed or loose fit through the seat and thighs.

Boxer briefs should be snug fitting, but not so tight that they would restrict movement.  Boxer briefs will fit snug throughout the seat and thighs.

Do your boxers have fly opening?

Yes, all styles of Chill Boys underwear have a convenient, easy access fly. An escape plan is essential :)

Our bamboo boxers and performance boxers have a button fly. Our bamboo boxer briefs, performance boxer briefs and long underwear have a traditional side opening fly.

What are the color options for Chill Boys Boxers?

We currently offer the following colors by boxer style:

Chill Boys Bamboo Boxers are offered in black, gray, blue, purple and red.

Chill Boys Performance Boxers are offered in black, gray and blue.

Chill Boys Performance Boxer Briefs are offered in black, white and blue.

Chill Boys Bamboo Boxer Briefs are offered in Black, Green, Gray.

We will continue to add colors and styles and welcome your feedback!


What is bamboo viscose fabric?

Bamboo fabric is a natural textile made from the pulp of bamboo grass. The Bamboo used to produce fabrics is easily replenished and requires no pesticides to grow. Bamboo is considered one of the most sustainable plants because it grows quickly and does not require chemicals or irrigation, and biodegrades more quickly than oil-based synthetics. Bamboo rayon is made by dissolving pulp bamboo into its cellulose component and then spun into viscose fibers. Clothing made of bamboo rayon typically lasts even longer and holds its shape even better than clothing made of simple bamboo fiber.

What are the advantages of bamboo viscose apparel?

Eco Friendly Renewable Resource - Bamboo is a powerhouse when it comes to protecting the planet’s resources. Maturing in only two years, it doesn’t require fertilizer or pesticides to grow quickly and strongly.

Built in Temperature Control - Clothing apparel form bamboo retains many of the properties it has a plant. Bamboo is highly water absorbent, able to take up to three times its weight in water. In bamboo fabric, this translates to an excellent wicking ability that will pull moisture away from the skin so that it can evaporate. This makes it great for both hot and cool climates, bamboo clothing offers built-in temperature control. It traps warm air in its cross-sectional fibers to keep you warm in the winter, while its breathable nature and wicking properties keep moisture at bay for greater comfort in hot times.

Hypoallergenic - Bamboo clothing has a luxuriously soft fabric that is naturally hypoallergenic, moisture- absorbent and quick drying. The fiber is naturally smooth and round without chemical treatment, meaning that there are no sharp spurs to irritate the skin.

Texture - Bamboo can look and feel like silk or very soft cotton.

Antibacterial & Odorless - Bamboo also has many antibacterial qualities, which bamboo fabric is able to retain, even through multiple washings. This helps to reduce bacteria that thrive in clothing and cause unpleasant odors. It can also kill odor causing bacteria that live on human skin, making the wearer and his or her clothing smell sweet.

UV Resistant - This eco fabric will also protect you from the sun with its UV resistant qualities

How do I care for my bamboo clothing?

While bamboo is a strong and durable fabric, it also offers unique properties and should be cared for gently, as an investment in your comfort.  For best results, we recommend washing in cold or warm water and using low or no heat for drying and avoid using bleach.  You can also line dry bamboo clothing with great results.

Is bamboo clothing anti-microbial?

The bamboo plant has a natural resistance to pest and fungal infestation due to an ant-microbial agent known as “bamboo kun” that prevents harmful matters from cultivating on the plant.

Where does bamboo grow?

There are over 1,000 species of bamboo growing throughout the world. You can find wild bamboo growing in Central America, South America, South Africa, India, East Asia, Japan and the north of Australia. Globally, bamboo covers approximately 49 million acres of the world’s surface.


Do you accept returns?

Yes, we do accept returns.

If you’re looking to return or exchange your order for whatever reason, we're here to help! We offer returns or exchanges within 30 days of purchase. Customers are responsible for return shipping. You can exchange your item for a different item, or receive a refund to the original payment method.

You can start your return or exchange by going to our Returns Center


Where is your company located?

We are located in the beautiful state of Minnesota. It is the perfect testing ground for our boxers and apparel! With our frigid winters, hot, humid summers, and fierce mosquitos all taking a run at our comfort, we know how to battle the extremes and win!

What are the best men's boxers?

Chill Boys, of course!

We take pride in listening to our customers and reading reviews to design the best boxers possible and offer the variety of colors and styles our customers are asking for.  We would love to hear your thoughts, so feel free to drop us a note at:

At the time of answering this question, Chill Boys boxers are offered in three different styles, so you can enjoy the boxers that work best for you.

Will you be adding new colors and styles?

Yes, we do have plans to add new colors and styles as our growth allows.  We would love to get your feedback, so if you have a favorite color you want us to add, please share your thoughts. Email us at

Where do Chill Boys ship from?

Our fulfillment warehouse is located in Minnesota. Our friendly fulfillment team ships orders 6 days of the week, Monday through Saturday. In most cases your items will ship within 1-2 days of your order being placed.

What are the washing instructions?

Washing instructions for all boxers, socks, long underwear and T-shirts are: machine wash cold, tumble dry low, do not bleach, do not iron

How can I get an answer to my question?

Please send us an email at:

We will send you an email reply and if your question is helpful to other shoppers too, we will post it here on our FAQ page.

Do you offer any discounts or promotions?

Yes, we offer discounts and promotions from time to time.  The best way to learn about our special offers is to join our mailing list.

How long will it take for my order to arrive?

We ship orders six days per week from our warehouse in Minnesota. Orders shipping to locations in the United States typically arrive in 3-6 days.

Do you offer international shipping?

Yes, we ship internationally; foreign duties are collected at checkout if required by your country.

Do you have any customer loyalty or rewards programs available?

Yes, please check out our Chill Time Rewards program.  Look for an orange sign-up button.  You will earn points for discounts for all of your purchases and other activities.

Can I mix and match different styles of boxers and socks in a multi-pack?

Absolutely, we encourage you to mix and match.  You will get a discount for adding items to your order. You will also qualify for free shipping with all orders over $45 in the US, making it easy to add items to your cart.

What is the difference between your boxers and boxer briefs?

Chill Boys Boxers offer a relaxed fit, also referred to as a classic fit, while our Boxer Briefs are a snug fit. Both styles have a lot of stretch and flex.

Our Bamboo Boxers and Performance Boxers are both relaxed fit /Classic fit.

Our Bamboo Boxer Briefs and our limited edition print collection are the form fitting boxer brief style.