Size Guide

Handcrafted in Toronto, our 4" Contour Boxer Brief delivers a sleek, minimal look with stretch fabric contouring and supporting your anatomy for all-day confidence. True to size for a close, defining fit. The mid-rise waistband sits at your natural waist and the short 4" (10 cm) inseam stays discreet under slim pants and shorts.

Pro Tip: Already wearing another of our men's styles? Stick to your regular size. Between sizes? Size down for a lightly compressive feel, or up for relaxed comfort.

Fit Overview:
● Mid-rise waistband sits naturally at your waist
● Double-layer contour front shapes to you
● Short 4" (10 cm) inseam for a sleek, minimal profile
● Soft stretch fabric comfortably hugs thighs and glutes
● In everyday wear, most customers find the legs stay put; with bigger thighs or lots of movement, a short leg may occasionally creep—just smooth it back

Ideal For:
● Men who appreciate a shorter, sexier boxer brief with minimal leg coverage
● Highlighting front definition
● Wearing under slim pants/shorts or for nights out

Less Ideal For:
● Those who prefer more room for their package
● Those who frequently experience underwear riding up

Measuring Guide:
● Where to Measure: Around your waist, where your boxer briefs usually sit.
● How to Measure: Keep tape comfortably snug and level (not tight). Verify in a mirror.

Still Unsure?
We're always here to help. Reach out via chat, socials, or email at hello@doanddare.co.

Our Comfort Guarantee:
If your first choice isn't perfect, we’ll happily refund or exchange it—because your comfort matters most.

Handcrafted in Toronto, our Shorty Undies blend sporty style with everyday comfort, thoughtfully designed for women and confidently worn by men who prefer a close, sculpted fit. These undies sit approximately 2–3 inches (5–7 cm) below your belly button with a snug, sporty waistband. For a gentler waistband fit, size up.

Pro Tip: Choose the size you usually wear in underwear. If you prefer a looser waistband fit, you can size up—but most customers find their normal size perfect.

Scroll table if required.

Fit Overview:
● Low-rise, sporty waistband for a secure fit
● Gentle stretch contours comfortably around curves
● Wide, fully sewn gusset prevents irritation
● Moderate coverage stays put without bunching

Ideal For:
● Women and those with female anatomy seeking sporty, everyday comfort
● Men who prefer form-fitting underwear that defines their shape or supports comfortable tucking

Less Ideal For:
● Men seeking traditional loose-fitting underwear or generous front space
● Those looking for high-rise or waistband-free styles

Special Sizing Notes:
● Sizing is based on traditional women’s measurements
● Men or those typically wearing men's sizing should size up 1–2 sizes

Still Unsure?
We're always here to help. Reach out anytime via chat, socials, or email at hello@doanddare.co.

Our Comfort Guarantee:
If your first choice isn’t perfect, we’ll happily refund or help you exchange it—because feeling great matters most.

Crafted by hand in Toronto, our Cheeky Panties offer sporty style and everyday luxury. Sitting 2–3 inches (5–7 cm) below your belly button, they provide minimal rear coverage and a comfortably snug waistband. Prefer a gentler fit? Size up.

Pro Tip: Choose the size you usually wear in underwear. If you prefer a looser waistband fit, you can size up—but most customers find their normal size perfect.

Choose your size by waist; hip is listed for reference. Scroll table if required.

Fit Overview:
● Low-rise, sporty waistband with secure hold
● Gentle stretch comfortably hugs your curves
● Fully sewn gusset for irritation-free wear

Ideal For:
● Women and those with female anatomy seeking minimal coverage
● Everyday wear with a modern, cheeky look

Less Ideal For:
● Those needing extra front coverage (our Shorty Undies offer a better fit)
● Those preferring high-rise or relaxed waistband styles

Still Unsure?
We're here to help. Reach out anytime for personalized sizing advice via chat, socials, or email at hello@doanddare.co.

Our Comfort Guarantee:
If your first choice isn’t perfect, we'll happily refund or help you exchange it—because your comfort matters most.