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Our Story

At Chill Boys, we’re passionate about one thing…Your Comfort.  The idea for Chill Boys boxers was born from our own need to be freed from the discomfort of sweaty, itchy, binding underwear.  Working with an experienced clothing design team in St. Paul, Minnesota, we set out on a mission to design the most comfortable boxers and boxer briefs on the planet (ambitious, eh?).  We started by sourcing the most comfortable, high-performance and eco-friendly fabrics we could find and the results are outstanding. We're real guys on a mission to make everyday life more comfortable. What's our role you ask? We're like the crash test dummies of men's underwear.  Put us into any hot, sweaty, dirty situation and we put our Chill Boys boxers to the test!  We are truly proud of our boxers, boxer briefs and men's apparel, and know you will love the perfect fit, soft feel, and luxury performance as much as we do. Chill Boys Boxers have quickly won the hearts of thousands of super satisfied customers who have come back for more and even send their friends. Regardless of what your job dictates you wear on the outside...Underneath it all, our goal is to make every day feel like Saturday morning at the lake...cool, calm and relaxed.

We hope you give us a try.  We're sure Chill Boys Boxers will quickly become your favorite pair in the drawer.

There's nothing more valuable than your feedback! We'd love to hear your thoughts and look forward to making new products that make you happy and keep you comfortable...Drop us a note at info@chillboys.com and we'll be sure to reply right away.

When we aren't shipping boxers to happy customers, we like to have fun with our brand. We do our best to keep it light...Enjoy:)


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Life is pretty tough for Steve's boys, Lefty and Righty. Steve is always putting The Boys in hot, cramped and uncomfortable situations, never giving them enough support. Finally, after one too many incidents, Steve gets the message and hooks Lefty and Righty up with life-changing Chill Boys Bamboo Boxers. Life for Lefty and Right takes an immediate turn for the better. Sporting their new Chill Boys Boxers, Steve and "The Boys" celebrate the good life, feeling cool, roomy and oh so chill.

With Chill Boys cool bamboo boxer briefs and the anti-friction glide zone, the score is always love, love.

The Caddie Boxer Briefs - The only underwear you should trust on your bag. Essential gear for golfers.

Chill Boys Bamboo Boxers - Soft, Cool, Comfortable mens boxer shorts.

Stay cool, calm and dry with Chill Boys Boxers. Soft, comfortable men's underwear.

Chill Boys cool, comfortable boxers featuring the song Hey Bro. Chill Boys Boxers...Comfort where it counts!