Save Up to 46% in Bundles
Anti-Chafing Pouch Design
Fade-Resistant Black
3x Softer Than Cotton
Supports Healthy Circulation
Save Up to 46% in Bundles
Anti-Chafing Pouch Design
Fade-Resistant Black
3x Softer Than Cotton
Supports Healthy Circulation
Save Up to 46% in Bundles
Anti-Chafing Pouch Design
Fade-Resistant Black
3x Softer Than Cotton
Supports Healthy Circulation
Save Up to 46% in Bundles
Anti-Chafing Pouch Design
Fade-Resistant Black
3x Softer Than Cotton
Supports Healthy Circulation
Save Up to 46% in Bundles
Anti-Chafing Pouch Design
Fade-Resistant Black
3x Softer Than Cotton
Supports Healthy Circulation
Save Up to 46% in Bundles
Anti-Chafing Pouch Design
Fade-Resistant Black
3x Softer Than Cotton
Supports Healthy Circulation
Save Up to 46% in Bundles
Anti-Chafing Pouch Design
Fade-Resistant Black
3x Softer Than Cotton
Supports Healthy Circulation
Save Up to 46% in Bundles
Anti-Chafing Pouch Design
Fade-Resistant Black
3x Softer Than Cotton
Supports Healthy Circulation

Save Up to 46% in Bundles

Anti-Chafing Pouch Design

3x Softer Than Cotton

Supports Healthy Circulation

Fade-Resistant Black
374 Reviews
The Jack Brief
Underwear engineered for men who want comfort and health: stay cool, stay dry, reduce sweat-related irritation.
Free Shipping on orders over $75
At Jack Health, we agree: sweaty, uncomfortable days have to go. Unlike cotton or polyester blends that trap heat, our modal fabric feels cooler instantly.
Keeps you dry even during hot days or workouts
Odor control so you stay fresh through your busiest hours
Supportive pouch design to reduce irritation and chafing
No-roll waistband that stays in place
Temperature regulating fabric
Material + Care
Material + Care
Material + Care
FAQ
FAQ
FAQ
374 Reviews
The Jack Brief
STARTING AT CAD $16

Light as air — feels weightless.
100% plant-based modal fabric: softer, cooler, and more breathable than cotton, nylon, or polyester.

Light as air — feels weightless.
100% plant-based modal fabric: softer, cooler, and more breathable than cotton, nylon, or polyester.

Light as air — feels weightless.
100% plant-based modal fabric: softer, cooler, and more breathable than cotton, nylon, or polyester.
WHAT OUR CUSTOMERS ARE SAYING
WHAT OUR CUSTOMERS ARE SAYING
WHAT OUR CUSTOMERS ARE SAYING
Comfortable, cloth could breathe in hot humid weather, didn't show signs of wear. I picked these up on recommendation by a friend and he was right. They support where you need it, feel comfortable and haven't fallen apart after a month of daily use/changing, and weekly laundry After years of other brands' products falling apart, I'm happy spending a little more to get the best.
Randi
Comfortable, cloth could breathe in hot humid weather, didn't show signs of wear. I picked these up on recommendation by a friend and he was right. They support where you need it, feel comfortable and haven't fallen apart after a month of daily use/changing, and weekly laundry After years of other brands' products falling apart, I'm happy spending a little more to get the best.
Randi
Comfortable, cloth could breathe in hot humid weather, didn't show signs of wear. I picked these up on recommendation by a friend and he was right. They support where you need it, feel comfortable and haven't fallen apart after a month of daily use/changing, and weekly laundry After years of other brands' products falling apart, I'm happy spending a little more to get the best.
Randi
I picked up this 3-pack of JACK HEALTH men’s boxer briefs and I’ve been really impressed with them so far. Right out of the package, the fabric feels soft and lightweight but not flimsy, which gave me a good first impression.
Mandel
I picked up this 3-pack of JACK HEALTH men’s boxer briefs and I’ve been really impressed with them so far. Right out of the package, the fabric feels soft and lightweight but not flimsy, which gave me a good first impression.
Mandel
I picked up this 3-pack of JACK HEALTH men’s boxer briefs and I’ve been really impressed with them so far. Right out of the package, the fabric feels soft and lightweight but not flimsy, which gave me a good first impression.
Mandel
Ordered a medium and the fit is absolutely perfect. It feels so light and comfortable, almost like I’m not wearing anything at all. The fabric is soft and moves with you. One of the best pairs I’ve tried. Go for it!
Karthick
Ordered a medium and the fit is absolutely perfect. It feels so light and comfortable, almost like I’m not wearing anything at all. The fabric is soft and moves with you. One of the best pairs I’ve tried. Go for it!
Karthick
Ordered a medium and the fit is absolutely perfect. It feels so light and comfortable, almost like I’m not wearing anything at all. The fabric is soft and moves with you. One of the best pairs I’ve tried. Go for it!
Karthick
Got these for my son. I got him the L, since that is what he typically wears and these are true to size. They fit well and they are apparently very comfortable. The material is very soft/smooth and quite stretchy without being too tight. They have a good fit, and they have kept their shape and color even after over half a dozen washes so far and they are very good quality.
Emp
Got these for my son. I got him the L, since that is what he typically wears and these are true to size. They fit well and they are apparently very comfortable. The material is very soft/smooth and quite stretchy without being too tight. They have a good fit, and they have kept their shape and color even after over half a dozen washes so far and they are very good quality.
Emp
Got these for my son. I got him the L, since that is what he typically wears and these are true to size. They fit well and they are apparently very comfortable. The material is very soft/smooth and quite stretchy without being too tight. They have a good fit, and they have kept their shape and color even after over half a dozen washes so far and they are very good quality.
Emp
© 2025 Jack&Jill Health Inc.
Jack Health is not a pharmacy or a drug manufacturer.

© 2025 Jack&Jill Health Inc.
Jack Health is not a pharmacy or a drug manufacturer.
Treatments
Company
Medications

© 2025 Jack&Jill Health Inc.
Jack Health is not a pharmacy or a drug manufacturer.
Treatments
Company
Medications
