Underwear

Shop Simpson Outfitters for men’s underwear, offering a comfortable and supportive collection of briefs, boxers, and boxer briefs. Made with soft, breathable fabrics, our underwear is designed to keep you comfortable and dry all day long, providing the perfect fit for every man.

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  • Saxx Quest Quick Dry Mesh Slim Fit Boxer Briefs - Tile Fish Sea Level Saxx Quest Quick Dry Mesh Slim Fit Boxer Briefs - Tile Fish Sea Level

    Saxx Underwear Co.

    Saxx Quest Quick Dry Mesh Slim Fit Boxer Briefs

    Saxx Quest Quick Dry Mesh Slim Fit Boxer Briefs Comfortable, supportive and ready for adventure, Quest boxer briefs feature a patented BallPark Pouch™ and quick-drying mesh for wash-and-go convenience. Seams that won't chafe and a waistband that...
    $29.99
  • sale
    Gamehide Polar Vortex Journey Top - Black

    Gamehide

    Gamehide Polar Vortex Journey Top

    Gamehide Polar Vortex Journey Top Our base layers are warm, comfortable , moisture wicking and feature our Vanquish™ Scenteliminating technology. Great for all cold weather hunts, the 150 gram poly fleece fabric is the...
    Was: $24.99
    $14.99
  • Free Fly Men's Bamboo Boxer Brief - Vintage Camo Free Fly Men's Bamboo Boxer Brief - Vintage Camo

    Free Fly Apparel

    Free Fly Men's Bamboo Motion Boxer Brief

    Free Fly Men's Bamboo Motion Boxer Brief Ready for a top drawer refresh? Our Bamboo Motion Boxer Brief is here to replace all your old pairs with an insanely soft, four-way stretch design. Outfitted with natural odor-resistance, they’ll keep you...
    $32.99
  • Saxx Ultra Soft BB Fly-Horizon Stripe Navy

    Saxx Underwear Co.

    Saxx Ultra Soft BB Fly

    Saxx Ultra Soft BB Fly Featuring a Relaxed fit for unrestrictive moment, this men's camo underwear is form-fitting through the butt and thighs, with extra ease at the leg opening. Men who prefer their underwear with a fly will be happy to see this...
    $29.99