Skip to top navigationSkip to shopping bagSkip to main contentSkip to quick filtersSkip to product filtersSkip to footer links
the give & get event — 50% off your purchase exclusions apply.
Gap logoGap logo

Comfortable Men's Underwear

20 items
size variant
to
20 items
3" Boxer Brief Trunks (3-Pack)
Color Selector
5" Boxer Briefs (3-Pack)
Color Selector
5" Boxer Briefs (3-Pack)
CA$ 54.95
CA$ 27.00
4.5" Print Boxers
Color Selector
4.5" Print Boxers
CA$ 22.95
CA$ 11.00
4.5" Print Boxers
Color Selector
4.5" Print Boxers
CA$ 22.95
CA$ 11.00
4.5" Print Boxers
Color Selector
4.5" Print Boxers
CA$ 19.95
CA$ 9.00
4.5" Boxers
Color Selector
4.5" Boxers
CA$ 22.95
CA$ 11.00
Basic Briefs (3-Pack)
Color Selector
Basic Briefs (3-Pack)
CA$ 44.95
CA$ 22.00
Boxers (3-Pack)
Color Selector
Boxers (3-Pack)
CA$ 54.95
CA$ 43.00
Breathe Thong
Color Selector
Breathe Thong
CA$ 16.50
CA$ 13.00
Breathe Thong
Color Selector
Breathe Thong
CA$ 16.50
CA$ 13.00
Breathe Thong
Color Selector
Breathe Thong
CA$ 16.50
CA$ 13.00
Breathe Crossover Thong
Color Selector
Breathe Crossover Thong
CA$ 24.95
CA$ 16.97
Kids Organic Cotton Boxer Briefs (4-Pack)
Color Selector
Kids Organic Cotton Boxer Briefs (4-Pack)
Color Selector
Kids Organic Cotton Solid Boxer Briefs (4-Pack)
Color Selector
Unisex Athletic Ankle Socks
Color Selector
Unisex Athletic Ankle Socks
CA$ 20.00
CA$ 10.00
Vintage Soft High Rise Boyfriend Joggers
Color Selector
Lace Thong (3-Pack)
Color Selector
Lace Thong (3-Pack)
CA$ 39.95
CA$ 19.00
Organic Stretch Cotton Lace-Trim Thong
Color Selector
Maternity High Rise Briefs
Color Selector

COMFORTABLE MEN'S UNDERWEAR


Elevate your everyday essentials with our collection of comfortable men's underwear. Crafted with soft fabrics and designed for all-day wear, our underwear provides the perfect blend of comfort and style. Whether you prefer boxer briefs, boxers, or basic briefs, we have a variety of options to suit your needs.


Our 3" Boxer Brief Trunks and 5" Boxer Briefs come in convenient 3-packs, offering you multiple options to choose from. With a snug fit and stretchy waistbands, these underwear styles provide support and flexibility for any activity. If you prefer a bit more coverage, our 4.5" Print Boxers and 4.5" Boxers are designed for comfort without compromising on style.


For those who like to keep it simple, our Basic Briefs in a 3-pack offer classic comfort and support. Made from breathable materials, these briefs are perfect for everyday wear. Whether you're stocking up on essentials or looking to refresh your underwear drawer, our collection of comfortable men's underwear has you covered.