

Handcrafted in Toronto for all-day comfort and secure support—our Performance Boxer Brief stays put, won't chafe, and feels exceptional. True to size, it sits naturally at your waist, with a tailored 7-inch (18 cm) inseam and gently supportive 3D pouch.
Pro Tip: Already wearing another of our men's styles? Stick to your regular size. Between sizes? Size down for a sportier, lightly compressive feel, or up for relaxed comfort.
Size | Waist (in) | Waist (cm) |
Brave • XS | 27-29 | 69-74 |
Daring • S | 29-32 | 74-81 |
Mighty • M | 32-35 | 81-89 |
Strong • L | 35-38 | 89-97 |
Fearless • XL | 38-43 | 97-109 |
Worthy • 2XL | 43-48 | 109-122 |
Legend • 3XL | 48-53 | 122-135 |
Fit Overview:
● Mid-rise waistband—comfortable, secure fit
● 7-inch (18 cm) inseam—stays put, prevents ride-up
● 3D pouch—gentle support, no pinch or squeeze
● Seam-free back and sides—zero irritation, ideal for active wear
Ideal For:
● Men who demand premium comfort and performance
● Active lifestyles—perfect for sport, travel, and everyday wear
● Anyone tired of underwear bunching or riding up
Less Ideal For:
● Those seeking shorter briefs or trunks
● Anyone preferring looser-fitting boxer shorts
Measuring Guide:
● Wrap a measuring tape around your waist exactly where your briefs normally sit. Tape should be level and snug, not tight.
Still Unsure?
Need extra help? We're always here. Message us anytime—chat, socials, or email at hello@doanddare.co.
Our Comfort Guarantee:
Your comfort matters most. If your first choice isn't perfect, we'll happily exchange or refund it—simple, stress-free, guaranteed.
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FAQ
Do They Ride Up?
No. Our 7" (18 cm) inseam stays comfortably in place—perfect for sports, travel, and daily wear.
Choosing My Size?
Easy: Order your regular size. Between sizes? Size up for relaxed, down for snugger fit. Exchanges always easy and free.
Good For Sensitive Skin?
Absolutely. OEKO-TEX® certified bamboo fabric is naturally hypoallergenic, chemical-free, latex-free, and incredibly gentle on sensitive skin.
How Durable Are They?
Very durable. Reinforced stitching, strong seams, and premium materials retain softness, shape, and colour for years. Covered fully for 2 years.
Warranty, Exchanges + Returns?
Simple. If you're not 100% satisfied, we'll fix it—easy returns and exchanges within 30 days, or replacements within your 2-year coverage. Zero risk, total confidence.