



One drawer doesn’t do it all. This adventure set, handcrafted in Toronto, outfits you for training, everyday movement, statement moments, and invisible comfort – 7" and 4" boxer briefs, Shorty, and Thong. All four styles share this size chart and fit true to size. Choose the size you usually wear in boxer briefs; if you’re between sizes, size up for an easier waistband or down for a closer, locked-in fit.
| 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 Details:
● 7" Performance Boxer Briefs
● 4" Contour Boxer Briefs
● Unisex Shorty Undies
● Men's Freedom Thong
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 exchange it—because your comfort matters most.
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FAQ
Is this right if I’ve never worn a thong?
If you’re open to a barely-there feel with secure support, yes—many athletes prefer it under compression gear or tailoring.
Wear it briefly around the house or gym first. After a few wears, you’ll forget it's there—except for the confidence boost.
Will the Shorty Undie work for men?
Yes—with intent. It’s a tight, revealing short that traces your shape. There’s no fly and no structured pouch, so if you’re between sizes or prefer a bit more ease, size up.
Can I choose different sizes per style?
To keep the value sharp, this bundle uses one size across all four. 99% of our customers choose the same size across styles.
Do they ride up?
7" is engineered to stay put. 4" is shorter by design; with bigger thighs or lots of motion, an occasional smooth-back is normal. Shorty is very short and body-hugging. Thong’s back strap flexes with you.
Is this a good gift? And can I pair it with the Women's Adventure Bundle?
Definitely. The Men’s Adventure Bundle covers training, travel, and everyday wear. If you’re shopping for more than one person, a lot of customers pick up both the Men’s and Women’s Adventure Bundles so there’s something special for everyone in the same box.

