Shorts

Shop Simpson Outfitters for men’s shorts, offering a wide variety of styles designed for comfort and performance. Whether you're looking for casual shorts, athletic shorts, or outdoor-ready options, our collection is made from breathable, moisture-wicking fabrics to keep you cool and comfortable all day long.

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  • Columbia Men's Washed Out Shorts - Fossil Columbia Men's Washed Out Shorts - Fossil
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    Columbia Sportswear

    Columbia Men's Washed Out Shorts - Fossil

    Columbia Men's Washed Out Shorts - Fossil Days in the sun just got better in these soft cotton chino shorts with multi-functional pockets. Hand pockets for small items Multi-functional pockets for versatile storage Uses: Everyday Imported Best...
    $32.99
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  • Aftco The Original Fishing Short Long - Silver Aftco The Original Fishing Short Long - Silver
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    Aftco

    Aftco The Original Fishing Short Long

    Aftco The Original Fishing Short Long The popular AFTCO Original men's fishing short is available with a longer cut. The M01L is constructed of Dupont Supplex 3-ply nylon and has been treated with a stain resistant coating. Fisherman and outdoorsman will...
    $54.99 - $64.99
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  • The North Face Men's Action 2.0 Shorts - Estate Blue The North Face Men's Action 2.0 Shorts - Estate Blue
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    The North Face

    The North Face Men's Action 2.0 Shorts

    The North Face Men's Action 2.0 Shorts These Men's North Face Action 2.0 Lounge Shorts are designed for comfort and performance. Featuring FlashDry technology, these shorts effectively wick away moisture to keep you dry throughout the day. The elastic...
    $44.99
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  • The North Face Men's 7" 24/7 Shorts - Medium Grey Heather The North Face Men's 7" 24/7 Shorts - Medium Grey Heather
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    The North Face

    The North Face Men's 7" 24/7 Shorts

    The North Face Men's 7" 24/7 Shorts Stay active in the Men's The North Face 7" 24/7 Shorts, designed for all-day comfort and performance. These lightweight, moisture-wicking shorts feature a breathable fabric blend and a secure elastic waistband for a...
    $44.99
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  • Marsh Wear Fulton Volley - Green Mallard Camo Marsh Wear Fulton Volley - Green Mallard Camo
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    Marsh Wear

    Marsh Wear Fulton Volley - Green Mallard Camo

    Marsh Wear Fulton Volley - Green Mallard Camo Constructed of a quick-dry and stain-resistant fabric with added stretch for a better range of motion this short can do-it-all in and out of the water.  18" Outseam / 8" Inseam Elastic waistband,...
    $64.99
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  • Bimini Bay All Ports Men's Casual Shorts - Navy Bimini Bay All Ports Men's Casual Shorts - Navy
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    Bimini Bay Outfitters

    Bimini Bay All Ports Men's Casual Shorts

    Bimini Bay All Ports Men's Casual Shorts Its been a long day on the water. Time to get back to the dock and change into the NEW All Ports Men's Shorts. Made with super soft, lightweight cotton with spandex for a comfortable fit. Relax back at the dock or...
    $39.99
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  • Local Boy Men's Volley Short - Localflage Vintage
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    Local Boy Outfitters

    Local Boy Men's Volley Short - Localflage Vintage

    Local Boy Men's Volley Short - Localflage Vintage Featuring a 6 in inseam, elastic waistband, front pockets, and a back pocket with snap button, the local boy volley shorts are quick-drying, moisture-wicking, and built with anti-odor properties. Perfect...
    $39.99
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  • Duck Head 5" Gold School Chino Short - Stone Duck Head 5" Gold School Chino Short - Stone
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    Duck Head

    Duck Head 5" Gold School Chino Short

    Duck Head 5" Gold School Chino Short The Duck Head Gold School Short shares every detail with our full-length chino. Same signature button, same drill cloth interior, and same 7.5 oz. cotton twill with a trace of functional stretch. The 5” inseam...
    $64.99
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  • Free Fly Men's Reverb Short - Woodland Camo Free Fly Men's Reverb Short - Woodland Camo
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    Free Fly Apparel

    Free Fly Men's Reverb Short - Woodland Camo

    Free Fly Men's Reverb Short - Woodland Camo The Reverb Short is a jack-of-all-trades performance short, designed to handle whatever your day has in store. Part athletic short, swim short, and casual everyday short—it’s 100% ready to tackle...
    $73.99
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  • Free Fly Men's Breeze Short - 8" - Slate Free Fly Men's Breeze Short - 8" - Slate
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    Free Fly Apparel

    Free Fly Men's Breeze Short - 8"

    Free Fly Men's Breeze Short - 8" Light, airy, and packed with stretch, our Breeze Collection delivers performance-level comfort and casual, everyday style. The Breeze Short has been a bestseller ever since we first designed it almost 10 years ago, thanks...
    $67.99
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  • Free Fly Men's Breeze Short - 6" - Dusk Blue II Free Fly Men's Breeze Short - 6" - Dusk Blue II
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    Free Fly Apparel

    Free Fly Men's Breeze Short - 6"

    Free Fly Men's Breeze Short - 6" Light, airy, and packed with stretch, our Breeze Collection delivers performance-level comfort and casual, everyday style. The Breeze Short has been a bestseller ever since we first designed it almost 10 years ago, thanks...
    $67.99
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  • Ariat Rebar DuraStretch Made Tough 8" Short - Field Khaki Ariat Rebar DuraStretch Made Tough 8" Short - Field Khaki
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    Ariat International

    Ariat Rebar DuraStretch Made Tough 8" Short

    Ariat Rebar DuraStretch Made Tough 8" Short  The best-fitting, toughest work shorts you’ll ever wear. We made sure this pair had the same performance features you love from the rest of the line, added a hidden back pocket that keeps your...
    $39.99
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  • Drake Camo Dock Shorts 6" - Old School Drake Camo Dock Shorts 6" - Bottomland
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    Drake

    Drake Camo Dock Shorts 6"

    Drake Camo Dock Shorts 6" The Drake Men’s Dock Short 6" is made from a soft 90% Nylon and 10% Spandex fabric which gives it durability with less weight.  We brought back an old favorite and updated it with new styling and...
    $59.99
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  • Drake Commando Hybrid Volley Shorts 7” - Kalamata Olive/Old School Timber Drake Commando Hybrid Volley Shorts 7” - Kalamata Olive/Old School Timber
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    DRAKE/ICON OUTDOORS/DC MC

    Drake Commando Hybrid Volley Shorts 7”

    The Drake Commando Lined Volley Short 7" is an extremely versatile short with its own built-in liner. The shell fabric is 88% polyester and 12% spandex, giving you a short with 4-way stretch. The fabric is quick drying and has a durable water-resistant...
    $49.99
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  • Drake 6" Dock Shorts - Coronet Blue Drake 6" Dock Shorts - Timber Wolf Khaki
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    Drake

    Drake 6" Dock Shorts

    Drake 6" Dock Shorts The Drake Men’s Dock Short 6" is made from a soft 90% Nylon and 10% Spandex fabric which gives it durability with less weight.  We brought back an old favorite and updated it with new styling and...
    $49.99
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  • Free Fly Men's 8 inch Breeze Short - Cement Free Fly Men's 8 inch Breeze Short - Cement
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    Free Fly Apparel

    Free Fly Men's 8 inch Breeze Short - Cement

    Free Fly Men's 8 inch Breeze Short - Cement Light, airy, and packed with stretch, our Breeze Collection delivers performance-level comfort and casual, everyday style. The Breeze Short has been a bestseller ever since we first designed it almost 10 years...
    $67.99
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  • Local Boy Volley Shorts - Khaki Local Boy Volley Shorts - Khaki
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    Local Boy Outfitters

    Local Boy Volley Shorts - Khaki

    Local Boy Volley Shorts - Khaki Live Local in Local Boy Outfitters' comfortable, quality bottoms. Perfect for any southern outdoor activity or lounging at home for the day. Performance volley shorts Anti odor Moisture wicking Quick drying Features 2...
    $39.99
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  • Local Boy Volley Shorts - Cool Grey Local Boy Volley Shorts - Cool Grey
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    Local Boy Outfitters

    Local Boy Volley Shorts - Cool Grey

    Local Boy Volley Shorts - Cool Grey Live Local in Local Boy Outfitters' comfortable, quality bottoms. Perfect for any southern outdoor activity or lounging at home for the day. Performance volley shorts Anti odor Moisture wicking Quick drying Features 2...
    $39.99
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  • Local Boy Volley Short - Bottomland Local Boy Volley Short - Bottomland
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    Local Boy Outfitters

    Local Boy Volley Short - Bottomland

    Local Boy Volley Short - Bottomland Featuring a 6 in inseam, elastic waistband, front pockets, and a back pocket with snap button, the local boy volley shorts are quick-drying, moisture-wicking, and built with anti-odor properties. Perfect for everyday...
    $39.99
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