Mid Season Event: Up To 30% Off Selected Styles
Mid Season Event: Up To 30% Off Selected Styles

Men's Underwear: Boxer Shorts, Briefs & Socks

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Men's Underwear: Boxer Shorts, Briefs & Socks

Guess Originals Black Daisy Socks
Sold Out Sale
Grey Sleeveless Tank Top
Sold Out Sale
Grey Sleeveless Tank Top

GUESS

$20.00 $39.95

Black Sleeveless Tank Top
Sold Out Sale
Black Sleeveless Tank Top

GUESS

$20.00 $39.95

White Sleeveless Tank Top
Sold Out Sale
White Sleeveless Tank Top

GUESS

$20.00 $39.95

Grey Logo Pyjama 2-Piece Set
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Grey Logo Pyjama 2-Piece Set

GUESS

$50.00 $99.95

Eco Amalfi Joe Boxer Trunk 3-Pack Set
Sold Out Sale
Khaki Hibiscus Logo Pyjama 2-Piece Set
Sold Out Sale
Grey Logo Crew Plain Socks
Sold Out Sale
Grey Logo Crew Plain Socks

GUESS

$9.95 $19.95

Black Logo Crew Plain Socks
Sold Out Sale
Black Logo Crew Plain Socks

GUESS

$9.95 $19.95

Black Caleb Hero V-Neck T-Shirt 2-Piece Set
Sold Out Sale
White Logo Crew Sport Socks
Sold Out Sale
White Logo Crew Sport Socks

GUESS

$9.95 $19.95

Army Green Logo Crew Sport Socks
Sold Out Sale
Eco Multi Logo Boxer Trunk 3-Pack Set
Sold Out Sale
Green Idol Boxer Trunk 3-Pack Set
Sold Out Sale
Black Idol Boxer Trunk 3-Pack Set
Sold Out Sale
Red Combo Joe Boxer Trunk 3-Pack Set
Sold Out Sale
Blue Combo Joe Boxer Trunk 3-Pack Set
Sold Out Sale
White Brian Boxer 3-Pack Trunks
Sold Out Sale
Multi Brian Boxer 3-Pack Trunks
Sold Out Sale
Black Boxer 3-Pack Trunks
Sold Out Sale
Black Boxer 3-Pack Trunks

GUESS

$30.00 $59.95

White Brian Hero 3-Pack Briefs
Sold Out Sale
White Brian Hero 3-Pack Briefs

GUESS

$30.00 $59.95

Explore our Range of Men’s Underwear, Briefs and Socks

Our GUESS men’s collection features the latest in boxers, briefs & socks for your daily and nightly wear. With underwear patterns, designs and bold hues that are sure to brighten up your wardrobe.

For men’s soft, stretchy underwear that provides all-around comfort, our collection of men’s briefs comes in either black or white, with our statement GUESS logo around the edges. Classic cotton undies with a comfortable front pouch, our briefs are ideal for wearing under any garment. Our classic boxer briefs remain secure if you’re looking for more coverage, featuring an elastic waistband for an easier fit.

When it comes to men’s boxers, there’s room to be a little edgier. With unique prints and added colour, our boxers feature a slim cut that make them a perfect men’s underwear option. Wear under denim jeans, trackpants or trousers – for no lines in sight.

If you’re looking for socks that remain soft and functional with a pop of colour, our GUESS socks are ideal for work, play and everyday comfort. Our collection of men’s socks are crafted from comfortable stretch cotton and feature designs that can align with any classic or casual shoe. Choose between darker hues, white sock designs, polka dots or stripes, with each providing maximum comfort.

As the warmer weather comes in, our men’s swim shorts are an ideal fit. Including timeless, mid-rise styles to edgy and fun designs, our swim shorts are designed for stretch with quick-dry action. For the end of the day, our men’s sleepwear range is the perfect solution to relax. For a bolder look, swap your sleepwear for a tank top, or create your own loungewear attire by combining a crew neck tee with a pair of soft, cosy trackpants.

Shop our range of men’s underwear, swimwear and socks this season.