How They Wear: Tommy John 360 Sport Boxer Briefs
- The Underwear Review
- Jun 4
- 5 min read
360-degree stretch performance fabric with extended wear comfort.

Our Verdict
One of the best hybrid options we’ve come across, these boxer briefs by Tommy John handle physical activity like a pro while remaining comfortable enough for everyday wear.
What sets these apart from other performance options is their ability to provide support without feeling overly constrictive, making them an ideal choice for long duration activities like golf, hiking, training, and more.
Additionally, beyond their performance capabilities, we love that these boxer briefs offer a polished look that’s available in several color options.
Shop at Tommy John: TJ 360 Sport Boxer Briefs
These boxer briefs also deserve some serious kudos for their Mesh Cool Zones in the back, inner legs, and at the pouch, boosting breathability and sweat management.
If you’re looking for a durable and smooth-fitting performance boxer brief that wears comfortably for extended periods, we would put these at the top of the list.
Bottom Line: It’s hard to imagine an active guy that wouldn’t want a few pairs of these on hand for outdoor activities, training sessions, and anytime you need polished performance.
Here’s everything included in this guide:
Who Should Buy
We tried the Tommy John 360 Sport Boxer Briefs and put them through our daily routine with a mix of work, activity, lounge, and rest scenarios. As a result, we found them to be a great choice for:
Golfers, hikers, gym-goers, and any active guy in search of a hybrid option that can provide extended comfort and stretchy athletic support.
Heavy sweaters and anyone that suffers from dreaded “swass” (butt sweat) in need of a breathable and quick-drying option for your lower half.
Ready for anything individuals that want a performance ready design paired with all-day comfort.
Boxer brief enthusiasts that prefer smooth and stretchy fabric blends in a sleek and sporty look.

Who Should NOT Buy
After testing the Tommy John 360 Sport Boxer Briefs in a variety of everyday situations, we think it’s probably not the best underwear option for certain occasions and uses.
For starters, it’s important to remember that this boxer brief is specifically designed to handle physical activity and perform at a high level in sweaty and demanding situations.
Some may prefer this extra support in their everyday wear but for others that prefer a slightly more relaxed option, we recommend either Tommy John’s Second Skin Boxer Briefs or Luxe Rib Boxer Briefs.

Additionally, while these boxer briefs are designed to handle performance, they’re less suited for the extra comfy and roomier feel that’s often preferred for lounge, rest, and sleep.
In that case, we recommend the SKIMS Cotton Boxer Briefs, which offer a soft and breathable fit with an elevated look.
Fabric & Design
The Tommy John 360 Sport Boxer Briefs use a smooth and durable microfiber fabric with a blend of 88% polyester and 12% spandex.
You’ll immediately notice the great balance struck between stretchy and supportive that locks you in during activity but is comfortable enough for extended wear.

Additionally, this performance fabric boasts antimicrobial, anti-odor, and moisture-wicking properties to expel sweat and help these boxer briefs stay fresh for a long time.
We’re also very impressed by how these boxer briefs utilize mesh cooling zones in the back, inner legs, and pouch, allowing for both improved breathability and moisture management.

This design paired with the smooth, stretchy, and durable qualities of the fabric results in a comfortable, supportive, and ready for anything option.
The care instructions for these boxer briefs are machine wash cold and tumble dry low.
Waistband
These boxer briefs feature a wide elastic waistband with a tagless construction for an extra smooth feel that’s designed provide an ideal blend of comfort and control.
The waistband used for Tommy John 360 Sport Boxer Briefs is the same stay-put waistband design used across nearly the entire spectrum of Tommy John product offerings (and for good reason!).

In our opinion, it’s one of the most comfortable and effective stay-put waistbands available that slides up easily, does its job effectively, and doesn’t require a second thought.
In terms of the style, you’ll notice that these boxer briefs have the Tommy John name in big block leaders across the front of the waistband.
Overall, we can confidently say that this waistband offers a great blend of support, security, and comfort that you can count on to stay put without pinching, rolling, or leaving marks.
Pouch
The Tommy John 360 Sport Boxer Briefs featured here boast a supportive contour pouch design but are also available in their signature Hammock Pouch that offers a cradling fit.
One of the features that sets Tommy John underwear apart from other brands is their signature “Quick Draw” horizontal fly (compared to a standard vertical fly).

This design modification is intended to provide quick and easy access for when nature calls, and we’d agree that it succeeds at this.
From our experience, the standard Tommy John contour pouch provides plenty of room for a pleasant and comfortable fit, though if you’d prefer a slightly roomier fit opt for their Hammock Pouch.

This pouch design paired with its stretchy fabric blend provides a high level of support to the groin that we feel is adequate for medium to high impact activity.
Keep in mind that this style from Tommy John is designed for activity, so if you prefer a roomier pouch fit in everyday or lounge scenarios, you should definitely opt for a pair on our Most Comfortable List.
Legs
The smooth and stretchy leg design of these boxer briefs aligns perfectly with its supportive, yet non-constricting hybrid fit that can be worn for both activity and everyday wear.
You’ll likely experience some leg rolling throughout the day if you’re active, however, we found that the stretchy nature of the fabric helps significantly with keeping everything in place, including the legs.

The inseam length of these boxer briefs is 6 inches, which is a standard boxer brief length.
Also, note that the Tommy John 360 product line also comes in a 4-inch trunk length and a long 8-inch boxer brief length.
If you’re all about comfort when it comes to your underwear, t-shirts, and more, be sure to check out our Most Comfortable Series.
And if you’re looking to add some great underwear to your wardrobe in quick fashion, you’ll also want to check out our top picks available on Amazon.