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Dive into the world of men's medium underwear at Tillys, where comfort meets style in every pair. With a focus on fresh fits and effortless vibes, our collection is designed to keep you moving with confidence all day long. From beach to street styles, find your new favorite looks that seamlessly blend functionality with the hottest trends. With fast shipping and easy returns, upgrading your essentials has never been easier. Get ready to rock the most wanted styles that suit your everyday adventures and beyond.

$24.99

A multi-colored boxer brief with soft 4-way stretch fabric and a high-quality jacquard waistband.

$24.99
Now $22.49 (10% Off)

SALE!

A pair of brown boxer briefs with soft 4-way stretch fabric and a high-quality jacquard waistband.

$22.99

A black boxer brief with a thick stretch waistband and soft 4-way stretch cotton-spandex fabric.

$22.99

A pair of soft, 4-way stretch boxer briefs with a high-quality jacquard waistband.

$24.99

A multi-colored boxer brief offering no pull-down comfort with soft 4-way stretch polyester-spandex fabric.

$24.99

A multi-colored boxer brief with soft 4-way stretch fabric and a high-quality jacquard waistband.

$24.99
Now $22.49 (10% Off)

SALE!

A multi-colored boxer brief with soft 4-way stretch fabric and a high-quality jacquard waistband.

$24.99
Now $19.99 (20% Off)

SALE!

A pair of multi and red boxer briefs featuring soft 4-way stretch polyester-spandex and a jacquard waistband.

$24.99
Now $10.97 (56% Off)

SALE!

A versatile grey boxer brief offering lightweight breathability and ample support with a 6" inseam.

$24.99

A blue boxer brief with soft 4-way stretch fabric and a high-quality jacquard waistband.

$25.99
Now $19.97 (23% Off)

SALE!

A multi-colored boxer brief with breathable MicroMesh pouch and durable four-way stretch fabric.

$25.99
Now $19.97 (23% Off)

SALE!

A multi-color boxer brief featuring breathable MicroMesh, four-way stretch, and a durable microfiber blend band.

$24.99

A multi-colored, red boxer brief featuring soft 4-way stretch polyester-spandex and a high-quality jacquard waistband.

$24.99
Now $22.49 (10% Off)

SALE!

A multi-colored boxer brief featuring soft 4-way stretch fabric and a high-quality jacquard waistband.

$27.99
Now $22.39 (20% Off)

SALE!

A multi-color microfiber blend boxer brief featuring high shine print, breathable mesh pouch, and four-way stretch.

$61.99

A 3-pack of breathable, four-way stretch boxer briefs with a supportive MicroMesh pouch and flatlock seams.

$27.99
Now $19.97 (29% Off)

SALE!

A multi-color boxer brief with breathable MicroMesh pouch and durable four-way stretch for comfort.

$24.99
Now $22.49 (10% Off)

SALE!

A multi-colored boxer brief with breathable MicroMesh pouch and durable four-way stretch fabric.

$24.99
Now $22.49 (10% Off)

SALE!

A breathable red boxer brief with MicroMesh pouch and four-way stretch for ultimate comfort.

$27.99
Now $19.97 (29% Off)

SALE!

A multi-colored boxer brief with breathable MicroMesh pouch and durable four-way stretch fabric.

$25.99
Now $19.97 (23% Off)

SALE!

A multi-colored boxer brief with breathable MicroMesh pouch and durable four-way stretch fabric.

$17.99

A charcoal grey mid-length boxer brief with breathable MicroMesh pouch and four-way stretch cotton blend.

$24.99

A multi-colored boxer brief featuring a breathable MicroMesh pouch, four-way stretch, and durable flatlock seams.

$24.99

A pair of multi-colored boxer briefs featuring soft 4-way stretch fabric and a high-quality jacquard waistband.

Men's Medium Underwear

When it comes to building a wardrobe that works as hard as you do, the right pair of men’s medium underwear can make all the difference. Whether you’re gearing up for a packed day on campus, clocking in for a long shift, or heading out for a weekend adventure, comfort underneath it all is key. Medium underwear fits that sweet spot—offering the balance of support and freedom that keeps you moving with confidence, no matter what’s on your schedule. As September rolls in and the days shift from summer heat to early autumn breezes, breathable and moisture-wicking options become even more essential. That’s where tillys mens underwear steps up, blending functional fabrics with fresh, versatile fits that keep you cool during late-season hikes, impromptu road trips, or just chilling at home. Think of medium underwear as your go-to base layer—reliable, comfortable, and always ready for whatever the day throws your way.

Medium underwear isn’t just about utility, though. It’s a style move that speaks to your personal vibe, whether you lean classic or like to experiment with new colors and patterns. It’s also a thoughtful gift for birthdays, back-to-school season, or just to let someone know you’re thinking about their comfort. Picture slipping into a fresh pair before a morning surf session, or swapping out your gym shorts after a killer workout—medium underwear keeps you covered and feeling your best. The right pair moves with you, never bunches, and stays soft wash after wash. For those who value both comfort and style, it’s worth exploring different materials and cuts to find your perfect match. And if you’re all about that next-level softness, you’ll want to check out the Men's Soft Underwear collection for ultra-comfy options that feel like a second skin.

Every guy deserves underwear that fits just right, and medium is the size that suits a wide range of body types and activities. Whether you’re grabbing a few pairs to refresh your own drawer or picking up a pack for a friend who’s always on the go, it’s a wardrobe upgrade that pays off every single day. From morning runs to late-night hangs, tillys mens underwear is designed to keep up with your lifestyle—never holding you back, always keeping you comfortable. As the season shifts and your calendar fills up with everything from study sessions to bonfire nights, make sure your base layers are as ready for action as you are. Medium underwear delivers that all-day comfort and effortless style that fits right in with your routine, so you can focus on making the most of every moment.

FAQs

Medium underwear offers the perfect balance of support and comfort, making it ideal for daily wear whether you're at work, at the gym, or just relaxing. The fit stays secure without being restrictive, so you can move confidently through any activity.

Yes, tillys mens underwear often features breathable fabrics like cotton blends and moisture-wicking materials. These help keep you cool and dry throughout the day, especially during warmer months or intense activities.

Absolutely! Men’s medium underwear is a practical and thoughtful gift for birthdays, holidays, or when someone is heading off to college. It’s a daily essential that everyone appreciates, especially when it comes in fresh styles and soft fabrics.

For best results, wash your medium underwear in cold water with similar colors and avoid using heavy-duty detergents or bleach. Tumble dry on low or air dry to maintain the softness and fit over time.

Yes, there are several styles to choose from, including briefs, boxer briefs, and trunks. Each style offers a unique fit and level of coverage, so you can pick what matches your comfort and lifestyle needs.