Need help? Talk to a real person at hello@doanddare.co or on our web chat.
Men
Performance Boxer Briefs | Size + Fit Guide
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?
We're always here to help. Reach out via chat, or email 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.
Contour Boxer Briefs | Size + Fit 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.
| 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 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, or email 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.
Men's Thong | Size + Fit Guide
Handcrafted in Toronto, our Men's Freedom Thong is designed to move with you—whether you're lounging, lifting, or out for the night. True to size, the contoured waistband and ergonomic pouch provide secure support and a smooth, sculpted silhouette with zero distractions.
Pro Tip: Already wear our Boxer Briefs? Choose the same size. Between sizes? Size up for that barely there feel, down for a locked-in feel.
| 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:
● Low-rise waistband sits comfortably below your navel—no rolling, no slipping
● Double-layer pouch offers lift and security without compression
● Back strap flexes with you—no bunching, no pinch
● Flat-lock seams prevent chafing, even during intense movement
Ideal For:
● Men who want premium support with a sleeker, more daring profile
● First-time thong wearers looking for a comfortable, low-risk switch
● Anyone tired of boxers bunching or briefs riding up
Less Ideal For:
● Those seeking relaxed or oversized fits
● Anyone not ready to feel this confident yet 😉
Measuring Guide:
● Where to Measure: Wrap tape just below your navel, level all the way around.
Still Unsure?
We're always here to help. Reach out via chat, or email hello@doanddare.co.
Our Comfort Guarantee:
Not vibing with your first pair? We’ll happily exchange or refund it—because great underwear should feel as good as it looks.
Women
Women's Boxer Shorts | Size + Fit Guide
Handcrafted in Toronto, our Women’s Boxer Shorts combine everyday luxury with practical comfort. Designed specifically for women, they feature a low-rise waistband sitting about 2–3″ (5–7 cm) below your belly button, and a smooth, stay-put 6" (15 cm) inseam that prevents ride-up and thigh rub.
Pro Tip: Stick to the underwear size you normally wear. Between sizes? Size down for a snug fit, or size up for relaxed comfort.
| Size | Waist (in) | Hip (in) | Waist (cm) | Hip (cm) |
| Joyful • XS | 23.5–25 | 33–35 | 60–64 | 84–89 |
| Lively • S | 25–27 | 35–37 | 64–69 | 89–94 |
| Brave • M | 27–29 | 37–39.5 | 69–74 | 94–100 |
| Daring • L | 29–32 | 39.5–43 | 74–81 | 100–109 |
| Mighty • XL | 32–36 | 43–47 | 81–91 | 109–119 |
| Strong • 2XL | 36–40 | 47–51 | 91–102 | 119–130 |
| Fearless • 3XL | 40–44 | 51–55 | 102–112 | 130–140 |
Scroll table if required.
Fit Overview:
● Smooth, seam-free front eliminates camel-toe and bulk under clothing
● Low-rise, soft lay-flat waistband resists rolling and curling
● 6" (15 cm) inseam offers anti-chafe comfort that stays put all day
● Fully sewn, wide gusset prevents irritation
● Luxurious four-way-stretch bamboo retains shape and softness
Ideal For:
● Women and anyone seeking female-focused comfort, smooth lines, and anti-chafe confidence under jeans, dresses, and everyday wear
Less Ideal For:
● Those looking for loose, high-rise, or minimal coverage styles
How to Measure:
● Waist – Measure just above your belly button, around your natural waist
● Hip – Measure around the fullest part of your hips and backside
Still Unsure?
We're always here to help. Reach out via chat, or email hello@doanddare.co.
Our Comfort Guarantee:
If your first pair isn't ideal, we'll refund or exchange—every pair is confidently backed by our two-year warranty.
Women's Shorty Undies | Size + Fit Guide
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.
| Size | Waist (in) | Hip (in) | Waist (cm) | Hip (cm) |
| Joyful • XS | 23.5–25 | 33–35 | 60–64 | 84–89 |
| Lively • S | 25–27 | 35–37 | 64–69 | 89–94 |
| Brave • M | 27–29 | 37–39.5 | 69–74 | 94–100 |
| Daring • L | 29–32 | 39.5–43 | 74–81 | 100–109 |
| Mighty • XL | 32–36 | 43–47 | 81–91 | 109–119 |
| Strong • 2XL | 36–40 | 47–51 | 91–102 | 119–130 |
| Fearless • 3XL | 40–44 | 51–55 | 102–112 | 130–140 |
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, or email 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.
Women's Cheeky Panties | Size + Fit Guide
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.
| Size | Waist (in) | Hip (in) | Waist (cm) | Hip (cm) |
| Joyful • XS | 23.5–25 | 33–35 | 60–64 | 84–89 |
| Lively • S | 25–27 | 35–37 | 64–69 | 89–94 |
| Brave • M | 27–29 | 37–39.5 | 69–74 | 94–100 |
| Daring • L | 29–32 | 39.5–43 | 74–81 | 100–109 |
| Mighty • XL | 32–36 | 43–47 | 81–91 | 109–119 |
| Strong • 2XL | 36–40 | 47–51 | 91–102 | 119–130 |
| Fearless • 3XL | 40–44 | 51–55 | 102–112 | 130–140 |
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 always here to help. Reach out via chat, or email 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.
Women's Thong | Size + Fit Guide
Hand-crafted in Toronto, our Bamboo Thong sits low on your hips for a smooth, invisible fit. Designed for confident, all-day wear, it features a plush 1 ½" (4 cm) logo waistband and a precision-shaped back strap that stays put without digging.
Pro Tip: Order the underwear size you normally wear. Between sizes? Choose the larger size for that barely-there feel.
| Size | Waist (in) | Hip (in) | Waist (cm) | Hip (cm) |
| Joyful • XS | 23.5–25 | 33–35 | 60–64 | 84–89 |
| Lively • S | 25–27 | 35–37 | 64–69 | 89–94 |
| Brave • M | 27–29 | 37–39.5 | 69–74 | 94–100 |
| Daring • L | 29–32 | 39.5–43 | 74–81 | 100–109 |
| Mighty • XL | 32–36 | 43–47 | 81–91 | 109–119 |
| Strong • 2XL | 36–40 | 47–51 | 91–102 | 119–130 |
| Fearless • 3XL | 40–44 | 51–55 | 102–112 | 130–140 |
Choose your size by waist; hip is listed for reference. Scroll table if required.
Fit Overview:
● Seam-free front eliminates camel-toe and lines under clothing
● Fully sewn, double-layer gusset keeps you fresh and irritation-free
● Plush, no-dig waistband resists rolling and curling
● Precision back strap hugs without riding up
● Four-way-stretch bamboo retains shape and softness wash after wash
Ideal For:
● Anyone seeking smooth lines under leggings, dresses, and everyday outfits
Less Ideal For:
● Shoppers who prefer high-rise waistbands or wider back coverage
How to Measure:
● Waist – Measure around your natural waist, just above your belly button
● Hip – Measure around the fullest part of your hips and seat
Still Unsure?
We’re here to help. Chat or email hello@doanddare.co.
Our Comfort Guarantee:
If your first pair isn't ideal, we'll refund or exchange—every pair is confidently backed by our two-year warranty.
Unisex
Unisex Boxer Briefs | Size + Fit Guide
Handcrafted in Toronto, our Boxer Briefs deliver everyday luxury and comfort with a sexier, pouch-free design. True to size, these briefs comfortably sit at your natural waist, gently contouring and supporting your anatomy for a confident, sleek silhouette.
| 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 sits naturally at your waist
● Pouch-free design enhances a sexier silhouette while maintaining excellent support
● Soft stretch fabric comfortably hugs thighs and glutes
● 4-inch (10 cm) inseam for optimal comfort and style
Ideal For:
● Men who appreciate a supportive fit with a sexier, pouch-free look
● Women who enjoy boxer briefs for lounging or sleeping
Less Ideal For:
● Those seeking loose-fitting underwear or longer boxer lengths
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, or email 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.
Unisex Shorty Undies | Size + Fit Guide
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.
| Size | Waist (in) | Hip (in) | Waist (cm) | Hip (cm) |
| Joyful • XS | 23.5–25 | 33–35 | 60–64 | 84–89 |
| Lively • S | 25–27 | 35–37 | 64–69 | 89–94 |
| Brave • M | 27–29 | 37–39.5 | 69–74 | 94–100 |
| Daring • L | 29–32 | 39.5–43 | 74–81 | 100–109 |
| Mighty • XL | 32–36 | 43–47 | 81–91 | 109–119 |
| Strong • 2XL | 36–40 | 47–51 | 91–102 | 119–130 |
| Fearless • 3XL | 40–44 | 51–55 | 102–112 | 130–140 |
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, or email 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.
Still need help?
We're here for you. Email us at hello@doanddare.co or on our web chat.