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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  • Southern Tide Petal Party Boxer Southern Tide Petal Party Boxer
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    Southern Tide

    Southern Tide Petal Party Boxer

    Southern Tide Petal Party Boxer Crafted from a premium blend, these boxers provide ultimate comfort and breathability, ensuring you feel great all day long. The playful Petal Party print adds a fun, colorful touch, making these men's boxers a standout...
    $27.99
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    Gamehide Polar Vortex Journey Top - Black
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    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
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  • Saxx Men's Multi-Sport Mesh 2 Pack - Palm Camo Glow/Black
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    Saxx Underwear Co.

    Saxx Men's Multi-Sport Mesh 2 Pack

    Saxx Men's Multi-Sport Mesh 2 Pack All-new Multi-Sport Mesh, featuring a NO-RIDEUP LEG™, Stop Drop Technology™, and the BallPark Pouch® PRO, is a soft and versatile Performance style that keeps everything put, and dry, during sport and...
    $39.99
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  • Saxx Men's Multi-Sport Mesh Boxer Brief - Remote Camo - Faded Black Saxx Men's Multi-Sport Mesh Boxer Brief - Remote Camo - Faded Black
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    Saxx Underwear Co.

    Saxx Men's Multi-Sport Mesh Boxer Brief

    Saxx Men's Multi-Sport Mesh Boxer Brief All-new Multi-Sport Mesh, featuring a NO-RIDEUP LEG™, Stop Drop Technology™, and the BallPark Pouch® PRO, is a soft and versatile Performance style that keeps everything put, and dry, during sport...
    $24.99
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  • Free Fly Men's Bamboo Boxer Brief - Vintage Camo Free Fly Men's Bamboo Boxer Brief - Vintage Camo
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    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
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  • SAXX Quest Quick Dry Mesh Boxer Brief-Dark Charcoal II SAXX Quest Quick Dry Mesh Boxer Brief-Dark Charcoal II
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    Saxx Underwear Co.

    SAXX Quest Quick Dry Mesh Boxer Brief

    SAXX Quest Quick Dry Mesh Boxer Brief How It Fits Slim Fit: form-fitting around the butt and thighs. Features a fly for easy access. Made For The guy who's going places. Made using a quick-dry mesh, Quest holds its own on any outdoor adventure, while...
    $20.00 - $29.99
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  • Saxx Ultra Soft BB Fly-Horizon Stripe Navy Saxx Ultra Soft BB Fly- Nutcracker Merlot
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    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
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