Men's Apparel

Shop men's apparel at Simpson Outfitters for durable and stylish clothing designed for outdoor adventures. From performance jackets and hiking pants to casual wear, our collection combines comfort and functionality, ensuring you’re equipped for any outdoor activity, season after season.

Activewear
Activewear
30 products
Bottoms
Bottoms
78 products
Button Downs/Flannels
Button Downs/Flannels
61 products
Camouflage
Camouflage
124 products
Golf Shirts
Golf Shirts
25 products
Hats
Hats
140 products
Sun Shirts
Sun Shirts
13 products
Sweaters
Sweaters
3 products
Swimwear
Swimwear
3 products
T-Shirts
T-Shirts
313 products
Underwear
Underwear
17 products
Vest
Vest
11 products
Lounge Wear
Lounge Wear
4 products
Shorts
Shorts
5 products
Outerwear
Outerwear
97 products
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  • Kuhl Men's Rydr Lite Klassik Pant - Grain Kuhl Men's Rydr Lite Klassik Pant - Grain
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    KÜHL

    Kuhl Men's Rydr Lite Klassik Pant - Grain

    Kuhl Men's Rydr Lite Klassik Pant - Grain In late 1996, KÜHL® introduced the legendary RYDR™ Pant that disrupted, defied, and forever changed the way pants are made. With its 3D articulated knees, banana-shaped crotch gusset, and...
    $94.99
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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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  • sale
    Brief Insanity Big Fish Size Matters Lounge Pants
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    Brief Insanity

    Brief Insanity Big Fish Size Matters Lounge Pants

    Brief Insanity Big Fish Size Matters Lounge Pants FABRIC: 90% Polyester 10% Spandex | Soft Knit Posh Fabric, Lightweight and Breathable. The relaxed fit moves with you to provide the ultimate comfort! FEATURES: These loose fit novelty fish graphic PJ's...
    Was: $26.99
    $19.99
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  • sale
    Brief Insanity Lured To Fishing Lounge Pants
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    Brief Insanity

    Brief Insanity Lured To Fishing Lounge Pants

    Brief Insanity Lured To Fishing Lounge Pants FABRIC: 90% Polyester 10% Spandex | Soft Knit Posh Fabric, Lightweight and Breathable. The relaxed fit moves with you to provide the ultimate comfort! FEATURES: These loose fit novelty fish graphic PJ's have...
    Was: $26.99
    $19.99
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  • sale
    Brief Insanity The Beers of America Lounge Pants
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    Brief Insanity

    Brief Insanity The Beers of America Lounge Pants

    Brief Insanity The Beers of America Lounge Pants FABRIC: 90% Polyester 10% Spandex | Soft Knit Fabric | These cozy jammies are machine wash & dry friendly! DESIGN: A wide elastic waistband provides a flexible yet snug fit. Wide leg openings with...
    Was: $26.99
    $19.99
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  • Southern Shirt Here Boy Camo Tee - Oyster Southern Shirt Here Boy Camo Tee - Oyster
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    Southern Shirt

    Southern Shirt Here Boy Camo Tee - Oyster

    Southern Shirt Here Boy Camo Tee - Oyster Do you see a dog? Hmm. We thought we put one there. Irresistibly soft, our graphic tees give 100% cotton comfort. Each has a matching front pocket design complementing the back. Tyler is 6’0” and is...
    $39.99
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  • Southern Shirt Loyal Tee Rain Washed Southern Shirt Loyal Tee Rain Washed
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    Southern Shirt

    Southern Shirt Loyal Tee Rain Washed

    No one knows loyalty like a hunting dog. Irresistibly soft, our graphic tees give 100% cotton comfort. Each has a matching front pocket design complementing the back. Brandon is 6’0” and is wearing a medium Loyal Tee in Rain Washed.
    $39.99
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  • Free Fly Comfort On Long Sleeve - Heather Fatigue Free Fly Comfort On Long Sleeve - Heather Fatigue
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    Free Fly Apparel

    Free Fly Comfort On Long Sleeve

    Free Fly Comfort On Long Sleeve We took the same fit and feel of your old favorite long sleeve tee, and outfitted it with our signature Free Fly details. The front features a subtle Free Fly wordmark and the back features a full size, expanded version of...
    $43.99
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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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  • The North Face Men's Box Logo Hoodie - TNF Blue The North Face Men's Box Logo Hoodie - TNF Blue
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    The North Face

    The North Face Men's Box Logo Hoodie

    The North Face Men's Box Logo Hoodie The Men's The North Face Box Logo Hoodie combines comfort and style, perfect for outdoor adventures or casual wear. Crafted from soft, durable fabric, it provides exceptional warmth and longevity. The hoodie features...
    $59.99
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