Men's Underwear on Sale

A 6-pack of woven plaid boxer shorts at around $4 per pair works out to roughly 28% off the $33 list price, which is a reasonable entry point if you're restocking basics without committing to a single brand's subscription model. Buy Now at Walmart

Novelty print underwear at a discount is a low-stakes purchase, and these work well as a gift or if you just want something more visually interesting than plain basics in your drawer. Buy Now at Target

Solid pick if you want patterned briefs that lean more streetwear than basic, and buying in a 2-pack keeps the per-unit cost reasonable compared to buying individual pairs. Buy Now at Target

Solid pick for anyone looking to stock up on everyday underwear without spending much — a 5-pack keeps the laundry cycle going longer between washes, and Goodfellow's knit boxers have a relaxed fit that tends to work well for lounging or low-key days. Buy Now at Target

Designed specifically to prevent sweat from showing through your outer layer, these are worth picking up if you run warm or deal with visible underarm sweat stains at work or in social situations. Buy Now at Target

Satin boxers run cooler and smoother than cotton, which makes them worth considering if you find standard underwear uncomfortable or tend to run warm. This 3-pack is currently $8 off the $25 list price at Walmart. Buy Now at Walmart

A 6-pack of woven plaid cotton boxer shorts works well as a straightforward wardrobe refresh, and at $19 that's $6 off the $25 list price. Buy Now at Walmart

Woven fabric runs cooler and less stretchy than the typical jersey knit you'd find in most boxer briefs, so these work well if you prefer a more structured, breathable fit for everyday wear. Buy Now at Target