1. Best overall — Tommy John

★ Editor's top pick
Tommy John
Second Skin & Cool Cotton collections · USA
4.5/5 ★★★★★
Tommy John redefined men's underwear with one obsessive goal: make it stay put. Their patented no-roll waistband and stay-tucked technology solve problems every man has experienced. The Second Skin line uses an ultra-soft modal blend that genuinely lives up to the name — it's the closest thing to wearing nothing. If you've never upgraded from basic cotton, Tommy John will ruin you for everything else.

Pros

  • Patented no-roll waistband
  • Exceptional all-day comfort
  • Multiple fabric options
  • Great for office & travel

Cons

  • Premium price point
  • Limited sale opportunities

2. Best for sport — SAXX

SAXX Underwear
BallPark Pouch™ technology · Canada
4.6/5 ★★★★★
SAXX's patented BallPark Pouch™ — a built-in hammock system — is genuinely one of the most useful innovations in men's underwear history. It separates and supports without compression, eliminating inner-thigh chafing entirely. If you exercise, travel long distances, or just move a lot, SAXX is the brand that solves a problem you didn't know had a solution.

Pros

  • BallPark Pouch eliminates chafing
  • Highest rated by active men
  • Great for travel & sport
  • Wide style range

Cons

  • Takes 1–2 wears to adjust to fit
  • Pricey for casual use
Pro tip: SAXX runs slightly smaller than standard sizing. If you're between sizes, size up — especially in the Vibe and Kinetic Ice styles.

3. Best performance — Mack Weldon

Mack Weldon
WARMKNIT & Silver technology · USA
4.5/5 ★★★★★
Mack Weldon is the brand that treats underwear like performance gear — because it is. Their silver-infused fabric is naturally antimicrobial, which means odor stays at bay even on long days. The 18-Hour Jersey line is the brand's best-seller for a reason: it's soft, structured, and performs as well at the gym as it does in the boardroom.

Pros

  • Silver tech for odor control
  • Dual-purpose: casual & sport
  • Excellent subscription program
  • Great waistband quality

Cons

  • Slightly stiff initially
  • Fewer style options than rivals

4. Best prints — MeUndies

MeUndies
MicroModal & fun prints · USA
4.4/5 ★★★★☆
MeUndies hit a sweet spot between comfort and personality. Their MicroModal fabric is genuinely buttery soft — among the softest on this list — and the rotating print library means you'll never wear the same pair twice. The subscription model makes them excellent value if you wear them consistently.

Pros

  • Ultra-soft MicroModal
  • Bold, fun print options
  • Subscription saves money
  • Matching couples sets

Cons

  • Waistband less premium than TJ
  • Prints aren't for everyone

5. Best budget — Hanes

Hanes
Ultimate Comfort & Stretch · USA
4.0/5 ★★★★☆
Hanes doesn't need to try hard because it's been getting the job done for decades. The Ultimate Comfort Flex line specifically punches well above its price point — the tagless design and stretch cotton waistband are surprisingly good. For everyday use when you just need reliable basics in bulk, Hanes remains the king of value.

Pros

  • Unbeatable price per pair
  • Widely available everywhere
  • Tagless and comfortable
  • Bulk multi-packs available

Cons

  • Basic fabric quality
  • Waistband can stretch out

6. Best sustainable — Organic Basics

Organic Basics
GOTS-certified organic cotton · Denmark
4.3/5 ★★★★☆
For eco-conscious buyers, Organic Basics is the clear choice. Every product is GOTS-certified organic and OEKO-TEX certified — the gold standard in sustainable textiles. The Danish brand's minimalist aesthetic and serious commitment to supply chain transparency make them the most credible sustainable option in the category.

Pros

  • GOTS & OEKO-TEX certified
  • Transparent supply chain
  • Clean Scandinavian aesthetic
  • Unisex options available

Cons

  • Higher price for sustainability
  • Slower shipping from Europe

Full comparison table

Brand Rating Price/pair Best for
Tommy John Top pick ★★★★★ 4.5 $36–$55 Everyday comfort
SAXX ★★★★★ 4.6 $32–$52 Sport & travel
Mack Weldon ★★★★★ 4.5 $28–$48 Performance
MeUndies ★★★★☆ 4.4 $22–$34 Fun prints & softness
Hanes ★★★★☆ 4.0 $5–$14 Budget basics
Organic Basics ★★★★☆ 4.3 $28–$52 Sustainability

Buying guide: what to look for

Fabric matters most

The single biggest upgrade you can make is switching from standard cotton to MicroModal or cotton-modal blends. Modal is made from beech tree pulp — it's softer, more breathable, and holds its shape far longer than regular cotton. If you want all-day comfort, prioritize modal or a cotton-modal blend.

The waistband is everything

A waistband that rolls, slides, or digs in will ruin an otherwise perfect pair. Look for brands that specifically engineer their waistbands — Tommy John's no-roll design is the gold standard, but SAXX and Mack Weldon also do this well.

Fit by activity

  • Office / everyday: Boxer brief in modal or cotton-modal. Tommy John or Calvin Klein.
  • Gym / running: Trunks or athletic boxer brief. SAXX or Under Armour.
  • Travel: SAXX for comfort, Mack Weldon for odor control on long trips.
  • Budget stocking: Hanes multi-packs for everyday rotation basics.

How many pairs do you need?

The rule of thumb is 7–10 pairs for a comfortable weekly rotation without running low. If you're investing in premium pairs ($30+), start with 3–4 and see how you like them before committing to a full drawer overhaul.

Save money tip: Most premium brands (Tommy John, SAXX, Mack Weldon) run regular sales around major holidays. Black Friday typically offers 25–40% off sitewide. Sign up for their email lists to be notified.