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Mens Underwear Size Chart

Men’s Underwear Size Chart

Measure around your natural waist. These waist ranges match the size chart on our product pages.

Size Waist (inches)
Small 28–30
Medium 32–34
Large 36–38
XL 40–42
XXL / 2XL 44–46
3XL 48–50

Most colors and styles run Small through XXL/2XL. Some bamboo boxers, performance boxers, and limited print boxer briefs also offer 3XL — check the size selector on each product. Performance Trunks typically offer Small–2XL.

Fit by style

  • Bamboo Boxers & Performance Boxers — relaxed / classic fit; about 3" inseam; comfortable stretch & flex.
  • Soft Bamboo Boxer Briefs with Anti-Chafing Glide Zone — snug athletic fit; 7.5" inseam; support pouch with fly; soft bamboo/spandex blend.
  • Performance / Limited Edition Print Boxer Briefs — athletic boxer-brief fit with support pouch; cool soft micro-mesh performance fabric.
  • Performance Trunks — shorter trunk cut; about 3" inseam; support pouch with fly; cool soft micro-mesh polyamide + spandex.
  • Bamboo Long Underwear — about 31" length (one length fits most).

How they should feel

  • Boxers: secure at the waist, relaxed through the seat and thighs.
  • Boxer briefs: snug but not restrictive through the seat and thighs.

On any product page you can also open the Size Chart link next to the size options. Questions? Email info@chillboys.com.