Size Guide

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.

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'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 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.