Top Men's Underwear Deals of
By David Tanner.
Updated March 25, 2025
Let’s be honest.  
You’re not hunting for the world’s fanciest underwear. But you definitely want something comfortable, breathable, cool, and durable.
Something that won’t tear apart after one or two months.
Something with naturally-derived, clean and healthy materials of high quality. That you can wear all day without risking any irritation.
You’re looking for underwear that has you covered… at any moment.
No mid-meeting adjustments. No swamp crotch by noon. No waistband cutting a line across your stomach after sitting for an hour.

You want to pull them on in the morning and not think about them again.

That is comfortable… right?

So we looked at the 6 brands guys actually buy right now.

Same questions for each one. Same standards. Real prices. Real deals.

Here’s how it went…

The 6 Brands We Looked At
BOXHERO
Bamboo-based, top-quality brand that’s been getting attention because it invests a lot in cutting-edge design – design that gives your balls enough room to breathe but also cradles them properly.
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Tommy John
High-end comfort with high-end pricing
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Duluth Trading Co. (Buck Naked)
The workwear-tough option
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SAXX
The ones with the pouch thing
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Hanes
What you grew up wearing
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Fruit of the Loom
Cheap multi-packs
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What we compared:
  • What they cost right now & any deals available
  • How the fabric actually feels and breathes
  • Fit for normal bodies (not 22-year-old CrossFit guys)
  • Whether the waistband stays put or becomes a problem
  • How long they last before falling apart
  • Honest take: would you actually wear these daily?
🥇 1st Place: BoxHero Premium Bamboo Boxers
$79.99
$49.95 💲Price: $9.99/pair

Real talk — your underwear drawer is probably full of stuff you should’ve thrown out a year ago.

Waistbands that gave up. Fabric that turns into a sauna. That thing you do where you have to readjust yourself every time you stand up.

BoxHero is what happens when someone actually thinks about the true needs of a man over 40.

What’s Different:
  • Bamboo fabric — stays cooler than cotton, softer too, doesn’t start smelling by afternoon
  • Waistband that stays flat — doesn’t roll down or dig in after sitting
  • HeroMesh™ cooling zones — air flow where you actually sweat
  • Contour pouch — keeps things in place without squeezing
  • Lasts way longer than drugstore brands
  • 45-day fit guarantee + 6-month anti-hole warranty
Overall Score
4.9/5
(243/248 testers rated "very comfortable" or higher)
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45-Day Fit Guarantee + 6-Month Anti-Hole Promise
Pros
Bamboo stays cool and soft all day
Waistband doesn’t move or pinch
Ventilation actually works
Sizes are accurate
Clean, Simple, neutral colors
Better price than any comparable brand.
Cons
Online only
Sizes go fast
The Bottom Line

This is the underwear you wish you’d bought years ago.

With the 5+5 deal, they’re cheaper than most drugstore packs — but feel completely different..
2
Runner-Up: Tommy John
Tommy John
3-pack $102-$114.00 ($34/pair)
What’s Good:
  • Comfortable fit,
  • decent waistband
  • feels premium
Reality Check:
They’re comfortable — but the synthetic fabric holds more heat than you’d expect at this price. The waistband also loses grip after enough washes.
Overall Score
4.2/5
(172/248 testers rated "very comfortable")
Pros
Good fit and construction
Waistband design works
Recognizable name brand
Cons
Traps heat more than it should
$38 per pair is hard to justify
Waistband stretches out over time
The Bottom Line
Good underwear, but you’re paying for the name. BoxHero gives you the same comfort (with even healthier fabric) for a fraction of the price.
3
Best for Rugged Use: Duluth (Buck Naked)
Duluth
$24.50/pair ($97.50 for 5)
What’s Good:
  • Tough
  • handles sweat
  • built to take a beating.
Reality Check:
The thick fabric feels heavy. Great for work sites, too much for daily life or warm climates.
Overall Score
4.0/5
(162/248 testers rated "comfortable" or higher)
Pros
Very durable
Works well for outdoor work
Manages moisture decently
Cons
Heavy and stiff
Not breathable for everyday wear
Pricey for what it offers
The Bottom Line
Great if you’re building fences. Too much for normal days. BoxHero gives you durability without the bulk.
4
SAXX
SAXX
$29/pair (from 5-pack at $145)
What’s Good:
Supportive pouch design.
Reality Check:
The extra seams from the pouch can rub the wrong way during movement. Feels over-engineered.
Overall Score
3.8/5
(158/248 testers rated just “comfortable")
Pros
Supportive pouch
Modern cut
Cons
Seams cause chafing
Feels complicated
Pricey for what it delivers
The Bottom Line
Sounds better than it feels. BoxHero gives you support without the gimmicks.
5
Hanes
Hanes
$5.00/pair (5-pack $25)
What’s Familiar:
You’ve probably worn these. Most guys have.
Reality Check:
Cotton traps moisture and loses shape fast. Waistbands roll. They’re okay for backup pairs, not for everyday comfort.
Overall Score
3.5/5
(130/248 testers rated "comfortable")
Pros
Easy to find
Cheap
Cons
Cotton stays damp
Waistband rolls and digs
Fabric pills and fades quickly
Feels cheap
The Bottom Line
You’re past the age where “good enough” cuts it. Time to upgrade.
6
Fruit of the Loom
Fruit of the Loom
$5.66 ($28.30 for 5)
Why It’s Cheap:
Because it’s made of cheap materials, like polyester and spandex.
Reality Check:
These sag almost immediately, the fabric is rough, and the legs ride up constantly.
Overall Score
3.2/5
(98/248 testers rated "comfortable")
Pros
Cheapest option
Cons
Sags even when new
Scratchy fabric
Legs bunch up
Falls apart fast
The Bottom Line
You’ll be replacing them in a few months. Any “savings” vanish quickly.
Compare Side-By-Side
BrandPrice/PairFabricBreathabilityDurabilityWaistbandOverall
BoxHero$9.9995% Bamboo + 5% Elastane
4.9/5
Tommy John$34 90% Micro Modal + 10% Spandex
4.2/5
Duluth$24.5093% Nylon + 7% Spandex
4.0/5
SAXX$2995% Viscose + 5% Spandex
3.8/5
Hanes$5100% Cotton
3.5/5
Fruit of the Loom$5.66 Polyester + Cotton + Spandex
3.2/5
What We Found:
BoxHero Outperforms Everything Else

After looking at all six brands, one thing stood out:

BoxHero gives you high-end comfort without the high-end price.

Why It’s Different
Better Fabric:

Bamboo stays cooler than cotton, wicks moisture, and doesn’t hold odor. You feel the difference immediately

Design That Works:

The waistband stays flat. Ventilation is exactly where it’s needed. The pouch supports naturally — no squeeze.

They Last:

BoxHero holds its softness and shape wash after wash. The 6-month anti-hole warranty proves it.

The Price Makes Sense:

With the 2+3 deal at $49.95 for 5 pairs, it’s:

  • Way cheaper than Tommy John
  • Less than Duluth or SAXX
  • Close to drugstore pricing — but a totally different feel
🛒 GET THE 2 + 3 DEAL →
  • ⚠️ Best deal they run all year — limited time
  • ⚠️ Holiday stock moves fast
  • ⚠️ You’ve dealt with uncomfortable underwear long enough

Stop settling for “good enough.” Get comfort that actually lasts — for less.

🛒 GET THE DEAL →